In this season opener of The Room Podcast, we speak with Nirav Tolia, the co-founder and CEO of Nextdoor, the neighborhood network designed to connect verified neighbors and strengthen local communities.

Nirav shares and refelcts the story behind building Nextdoor, one of the world’s largest hyperlocal social platforms, and reflects on the lessons he has learned scaling a product designed around real-world communities.

Before founding Nextdoor, Nirav was one of the first 100 employees at Yahoo, where he witnessed the rise of the early consumer internet and the power of network effects. He later co-founded Round Zero, an early startup studio that helped shape his thinking about entrepreneurship and product development.

In this conversation, Nirav discusses:

• Growing up in Odessa, Texas, as the child of Indian immigrant physicians, and how those experiences shaped his understanding of belonging and community
• Why he never planned to become a founder and how failure at Stanford University helped him find his strengths
• The early days of Yahoo and how the dot-com era influenced his entrepreneurial path
• The founding story behind Nextdoor and the challenge of building a platform designed for neighborhoods rather than global networks
• How founders can identify product-market fit, including his framework of building a “painkiller vs. vitamin” product
• The responsibility technology companies have when platforms surface bias, trust, and safety challenges
• Why Nextdoor prioritizes quality of interactions over pure scale and engagement metrics
• How Nirav thinks about the role of artificial intelligence in local communities, and why he believes AI should act as an advisor rather than a driver

Learn more about Nirav Tolia on LinkedIn and explore Nextdoor at nextdoor.com.

(03:51) Growing up in Odessa, Texas, and how early experiences shaped Nirav’s worldview
(07:31) Why Nirav never planned to become a startup founder
(09:51) Transitioning from pre-med to an English major at Stanford
(12:41) Lessons from failure and discovering personal strengths
(15:51) Joining Yahoo as one of its earliest employees during the dot-com era
(18:01) How the early internet shaped Nirav’s view of network effects
(20:51) Why Nirav left Yahoo at its peak to pursue entrepreneurship
(22:21) The story behind Round Zero and how it prepared him to build companies
(22:51) The founding story of Nextdoor and the opportunity in hyperlocal networks
(25:21) How founders know when to pivot versus persevere
(29:51) Identifying product-market fit and early signals of traction
(34:25) The “painkiller vs. vitamin” framework for product strategy
(36:25) Trust, safety, and moderation challenges in community platforms
(37:55) Lessons from addressing racial profiling and bias on Nextdoor
(40:25) How technology can help people become better neighbors
(48:55) Why Nextdoor prioritizes quality interactions over traditional network effects
(49:55) Nirav’s perspective on artificial intelligence and community platforms
(1:00:25) A woman who had a profound impact on Nirav’s life and career

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Brought to you by Rippling and Perkins Coie.

WX Productions

Welcome back to another episode of The Room Podcast! This week, Claudia and Madison sit down with Julie Bornstein, founder and CEO of Daydream, a new AI-powered shopping platform reimagining how people discover fashion online. Julie is a two-time founder with deep roots in digital commerce, having previously helped build Stitch Fix and later founded The Yes, which was acquired by Pinterest. With decades of experience at the intersection of retail, technology, and consumer behavior, Julie has been at the forefront of how people shop as the internet — and now AI — evolves.

In this episode, Julie shares why search has always been the hardest and most important problem in e-commerce, and how generative AI finally unlocks a more human way to shop. She walks through the lessons she learned building algorithmic fashion at Stitch Fix, why inventory ownership limits personalization, and how The Yes shaped her thesis around intent-driven discovery. We also dive into founding Daydream after an acquisition unwind, the challenges of hiring the right early team, navigating retailer relationships without becoming an ads business, and what the future of shopping looks like when your stylist lives in your pocket. Tune in for a masterclass on consumer AI, founder resilience, and why being early — twice — doesn’t make it easier the third time around.

(00:00) Introduction
(05:20) Where did Julie grow up and how did it shape her view of the world?
(06:31) Did Julie always think she would become a founder?
(07:42) How did Julie’s early career in retail and e-commerce shape what she’s building today?
(09:59) How did Julie’s philosophy evolve from Stitch Fix to The Yes to Daydream?
(11:54) Why did Julie decide to become a founder again after selling The Yes to Pinterest?
(14:54) How does Daydream avoid getting squeezed between retailers and consumers?
(17:58) Who is Daydream’s core customer and why did Julie choose them first?
(18:45) Who was the first investor to say yes to Daydream?
(19:39) What unexpected challenges did Julie face early at Daydream?
(21:41) How is AI changing Daydream’s business model decisions?
(22:26) Should retailers rethink site architecture in an AI-driven search world?
(23:14) How can companies make products more discoverable in an LLM-first future?
(23:33) Does better AI indexing by retailers threaten Daydream’s value?
(25:48) How does Daydream think about LLM interoperability and model choice?
(26:44) How should retailers think about cloud providers in modern e-commerce stacks?
(27:57) Does Julie consider Daydream an AI-native company?
(29:23) What does the future of online retail look like?
(31:39) What advice does Julie have for new founders?
(33:44) Who is a woman in Julie's life that has had a profound impact on her and her career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions

Welcome back to another episode of The Room Podcast! This week, we sit down with Celine Halioua, Founder and CEO of Loyal, a biotech company pioneering FDA-approved longevity drugs for dogs. From a childhood surrounded by rescue animals to an academic journey through neuroscience, health economics, and venture capital, Celine’s path to entrepreneurship is as winding as it is inspiring. Today, Loyal is leading the charge in redefining what’s possible in veterinary medicine—aiming not just to treat disease, but to extend healthy lifespan itself.

In this episode, Celine shares how her scientific curiosity about aging and her love for animals converged into a singular mission. She takes us behind the scenes on the founding story of Loyal—from a chance conversation around a campfire, to navigating the capital-intensive world of biotech, to winning over regulators and pet parents alike. Listeners will walk away with hard-earned insights about fundraising in uncertain markets, balancing ambition with operational discipline, and the importance of being both scientifically rigorous and soulfully driven when building something truly generational.

(00:00) Introduction
(05:00) How did Celine’s early upbringing in Austin shape her worldview?
(06:31) Did Celine always think she’d become a founder?
(06:49) What early research made Celine believe in longevity as a real field?
(08:51) How did Celine’s love for dogs intersect with her scientific passion?
(10:48) What was the aha moment behind starting Loyal?
(16:14) What was it like convincing early investors and team members to believe in Loyal?
(19:41) Who was the first person to invest in Celine and Loyal?
(21:29) How did Celine build trust with both regulators and pet owners?
(24:24) What’s a moment that didn’t go as planned, and how did Celine turn it around?
(30:47) Is it challenging to build a brand while the product isn’t ready to go to market?
(34:17) Is getting a drug for animals approved by the FDA different than a drug for humans?
(36:41) What did Celine consider when building her team at Loyal?
(40:21) Can Loyal’s work in dogs translate to longevity solutions for humans?
(42:34) Who is a woman in your life who has had a profound impact on you and your career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
Follow us on Instagram 
Follow us on TikTok 
Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions

In The Room with Vera Shokina

In this week’s episode of The Room Podcast, Madison and Claudia take a break from chatting with their typical founder or funder to cover a core need of every startup and fund: their bank. They are joined by Vera Shokina, Managing Director at Silicon Valley Bank where she covers U.S. banking and early stage international banking, helping VC funds and startups with all of their banking needs. From the founding moment of SVB, the bank has been focused on early stage technology companies and venture capital funds.

Vera walks us through the top tips for founders looking to establish a banking relationship, the process of getting a debt line, and how a bank like SVB helps out with remote work. Let’s open the door.

Season 4 is sponsored by our friends at SVB and Cooley. The episode is now live on all podcast streaming platforms, including Apple Podcasts and Spotify.

Welcome to another episode of The Room Podcast! In this week’s episode, co-hosts Madison and Claudia chat with Danielle Cohen-Shohet, Co-Founder and CEO of GlossGenius. Danielle, a freelance hobbyist makeup artist, started GlossGenius when she knew that there had to be a better way to manage a business and engage with clients. From scheduling to booking and payments, GlossGenius meaningfully helps freelancers and small businesses in US salon and studio spaces.

In this episode, Danielle talks about building for a specific need and passion, developing a tech platform for hyper-local businesses, and where the beauty industry is going next. Let's open the door.

Season 4 of The Room Podcast is sponsored by our friends at SVB and Cooley. This episode is now live on all podcast streaming platforms, including Apple Podcasts and Spotify.

In this week’s episode of The Room Podcast, Madison and Claudia sit down with Katherine Salisbury, Co-Founder and Co-CEO of Qapital, a mobile banking app designed to help incentivize people to save smarter. Qapital’s Chief Behavioral Economist Dan Ariely leverages science to propel people into better money habits. Since its inception in 2015, Qapital has helped millions of users collectively save over $2 billion.

This week’s key themes include navigating raising venture capital with an untraditional background, co-founding your business with your significant other, and when to make your product a paid product in the world of free. Let’s open the door.

Season 4 is sponsored by our friends at SVB and Cooley.

…

Key Theme 1: Navigating raising venture capital with an untraditional background

After graduating from Cornell Law, Katherine started her career as a lawyer in New York City before moving to Europe to found and run a sports management company focused on soccer. Without a background in FinTech, Katherine advises founders to just show up and put in the time and energy. It’s a learning curve to work out all the kinks, but you have to be willing to try, be embarrassed, and mess up.

Key Theme 2: Co-founding your business with your significant other

Co-founding Qapital with her significant other George Friedman, Katherine gives some tips on how to balance personal and work life. She says it’s sometimes easier to be on the same rollercoaster with a significant other as they share compassion for one another whether it be through the good or bad moments. Katherine also emphasises the importance of turning it off and knowing when to put work aside for the day.

Key Theme 3: When to make your product a paid product in the world of free

When deciding the pricing scheme for her product, Katherine and her team went to several pricing experts and ended up developing a lasting partnership with Simon Kucher. They tested different options out and were able to back up Katherine’s initial intuitions with detailed research.

…

Thank you so much for tuning into another week of The Room Podcast. Join us on Clubhouse on Wednesday, Sept. 1 at 1:30PM PST to hear directly from Katherine! New episodes launch every Tuesday at 7AM PST.

In this week’s episode of The Room Podcast, Madison and Claudia sit down with Sydney Sykes, Co-Founder and Co-CEO of BLCK VC. Founded in 2018, BLCK VC empowers and advances black venture investors by providing a focus community built for and by black venture investors. Out of Harvard undergrad, Sydney joined New Enterprise Associates as an investment analyst before moving on to e-commerce planning with Dolls Kill. Today, Sydney is also studying at Stanford GSB for her MBA.

This week’s key themes and insights include solving the problems you see in the world, the future of direct-to-consumer investing, and the integral role of a unique perspective and driving innovation. Let’s open the door.

Season 4 of The Room Podcast is sponsored by our friends at SVB and Cooley. Learn more about SVB’s Access to Innovation initiative here.

…

Key Theme 1: Solving the problems you see in the world

Blck VC is evidence that you have the ability to solve the problems you see in the world. Sydney took her lived experience and passion for building a better tomorrow into action. This passion to unlock more equity in who’s represented in venture led her to create her non-profit. Whether you’re thinking of starting a non-profit or a for-profit business that solves something you deeply believe should change; Sydney reminds us that you are empowered to build for that future.

Key Theme 2: Direct-to-consumer Brands and their Evolution

Having spent time in operations at Dolls Kill, a venture-backed DTC brand, Sydney has unique insights into the future of e-commerce. As an investor, Sydney is compelled by brands who are taking a more differentiated approach to finding and cultivating community with their customers. She specifically is interested if they’re providing a product or service that no one else is offering. Two driving questions Sydney shared when it comes to investing in DTC are What's different about what I'm building? Why is this going to take off in a way that works for venture capital?

Key Theme 3: The integral role of a unique perspective and driving innovation

Sydney believes the venture capital industry’s growth is dependent on unique perspectives and new ideas.

“If a venture capital firm continues to have the same perspectives for long periods of time, or doesn't bring in new networks or doesn't bring in something that gives them a competitive advantage, that firm will fall behind.”

She gives the example that lack of diversity in a firm leads to a massive ecosystem gap. Without any black investors, firms are missing 15% of consumers as well as the inability to relate to and fully understand some of their founders.

…

Thank you to Sydney for joining us in The Room! We will be back next week with a new episode on Tuesday, Aug. 31 at 7AM PST.

Welcome to Season 4 of The Room Podcast! We start off this brand new season with Kara Goldin, Co-Founder and CEO of Hint. Hint is known for its healthy fruit-infused flavored water that brands itself as a better alternative to sugar-laden sodas and artificially sweetened drinks. Hint Water in a variety of fun and fruity flavors is found at any local supermarket. Today, Hint has also expanded its product line to sun and body items, including sunscreen and deodorant. Kara’s newest book Undaunted: Overcoming Doubts and Doubters is also available now for purchase.

In this week’s episode, Madison and Claudia chat with Kara on value-driven product development, building and growing a CPG brand, and accidental entrepreneurship by being undaunted. Let’s open the door.

In the Season 3 finale of The Room Podcast, Madison and Claudia sit down with Heidi Zak, CEO and Co-Founder of ThirdLove, a multi-generational women's lifestyle brand focused on elevated essentials across bras, underwear, loungewear, and much more. ThirdLove’s products are designed to support women feeling effortlessly comfortable and confident. ThirdLove is also the third largest underwear and bra retailer in the world, which is a true testament to how its unique model truly disrupted how consumers shop for bras and other essentials.

This week’s key themes include what fundraising looks like for non-software businesses, finding product market fit and innovating on distribution, and the future of e-commerce. Let’s open the door.

Season 3 is sponsored by our friends at SVB and Cooley.

In this week’s episode of The Room Podcast, Madison and Claudia cover a relevant topic as the world begins to re-open and adapt to a life post-pandemic: the future of work. They are joined by two CEOs, Frank Weishaupt and Roy Hirshland, who are both innovating on the new normal as leaders of their companies. Frank is the CEO of Owl Labs, a video collaboration technology company that provides the inclusive meeting experience remote participants need and deserve. Roy is the CEO and Co-Founder of T3 Advisors, a global real estate firm that inspires companies to think more strategically about real estate and their workplace.

We discuss key insights and tactical advice surrounding the future of work, including the hardware and software tools needed to empower a hybrid work culture, leadership’s vital role as reopening brings transition, and multi-generational perspectives on navigating a crisis while empowering employees to thrive at work. Let’s open the door.

Season 3 is sponsored by our friends at SVB and Cooley. The questions today were researched through SVB’s Future of Work Report.

In this week’s episode of The Room Podcast, Madison and Claudia chat with Analisa Goodin, Founder and CEO of Catch&Release, a company making it easier to discover the best content for an open web and making it available for licensing to agencies and brands worldwide. As a classically trained artist and art historian, Analisa personally understood these pain points of creatives. This past April, Catch & Release announced its $15M Series A, led by Accel.

We cover the key themes of the intersection between art, creatives, and technology, tips for fundraising and pitching for founders who don’t have traditional tech backgrounds, and how Analisa translated customer pain points into a scalable marketplace. Let’s open the door.

Season 3 is sponsored by SVB and Cooley. Find this newest episode of The Room Podcast on all streaming platforms, including iTunes and Spotify. Enjoy!

In this week’s episode, Madison and Claudia sit down with Michelle Zatlyn, Co-Founder, President and COO of Cloudflare. Public since 2019, Cloudflare is a web performance and security company keeping millions of businesses and, by association, consumers safe online through their cybersecurity infrastructure, stopping over 70 billion attacks a day. Michelle is one of few female founders to take a company public, and now Cloudflare is valued at over $24 billion as the world increasingly realizes the importance of keeping our internet safe.

We discuss with Michelle themes including diversity of thought in co-founding teams, the power of changing your own framing of a problem, and only needing to get a few things right. Let’s open the door.

Season 3 is sponsored by our friends at SVB and Cooley.

In this week’s episode of The Room Podcast, Madison and Claudia cover early stage startup legal needs, an essential part of the startup journey. Oftentimes, the first round of fundraising is the first time founders will interact with lawyers, and this relationship will continue for years beyond just the initial fundraise. They are also joined by Lauren Creel, Early-Stage Partner at Cooley, to help walk us through what the legal side of startup fundraising looks like. Headquartered in Palo Alto, Cooley is an international law firm with one of its specializations in startup and venture capital legal needs. We are proud to be sponsored by Silicon Valley Bank alongside Cooley LLP for Season 3 of The Room Podcast.

This week’s key learnings include when to involve a lawyer when you are starting a startup, understanding the common components of a term sheet and what to look out for, and finally digging into the legal implications of company building decisions. Let’s open the door.

This week on The Room Podcast, Claudia and Madison sit down with Zach Lloyd, Founder and CEO of Warp. Before founding Warp, Zach spent nearly a decade at Google, where he led engineering on Google Sheets and Docs, and later co-founded the startup Self-Made before launching Warp in 2020. Warp is a modern re-imagining of the command line, transforming one of the most widely used developer tools into an AI-powered, productivity-boosting experience.

In this episode, Zach shares lessons from his challenge of finding the right founder–market fit, we explore how Warp integrates AI into developer workflows, why timing mattered during the ChatGPT wave, and the importance of retention before growth. Tune in for insights on building developer-first products, rethinking foundational tools, and how to adapt a startup in a fast-moving AI landscape.

(0:00) Introduction
(04:54) Where did Zach grow up and how did that shape his view of the world?
(06:04) Did Zach always see himself becoming a founder or CEO?
(07:07) How did Zach’s early years shape his career path, and why did he leave law school after one year?
(09:37) How did Zach’s time at Google shape some of the insights behind Warp?
(11:47) What did Zach’s first startup Self-Made do, and how did that experience influence Warp?
(15:08) Why was the developer tools space so exciting and important for Zach to tackle with Warp?
(18:41) In Zach’s words, what is Warp and how does AI supercharge the new terminal experience?
(21:52) What was Zach’s “oh shit” moment in November 2022 when AI changed Warp’s trajectory?
(24:58) How did Zach explain this AI-driven shift in product direction to investors?
(26:53) What were Warp’s first growth inflection points and what drove that traction?
(29:34) How did Warp differentiate itself from the explosion of AI coding tools after ChatGPT’s launch?
(31:27) Who was the first person to invest in Warp?
(33:29) What were some of the toughest user-experience or branding challenges Warp faced early on?
(35:25) How is Warp growing into a dual approach of PLG and enterprise?
(37:17) Do we need new business models to support what is happening in tech?
(39:24) Who does Zach see as Warp’s true competitors in the AI developer tools space?
(40:49) What’s Zach’s quick take on Model Context Protocol and how it fits into Warp’s future?
(42:13) What can new users look forward to next with Warp?
(43:11) Who is a woman in Zach’s life that has had a profound impact on him and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
Follow us on Instagram 
Follow us on TikTok 
Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions

We are so excited to sit down with Maria Salamanca, Partner at Unshackled Ventures, in the newest episode of The Room Podcast. Unshackled Ventures is a pre-seed venture firm focused entirely on investing in immigrant founders. An immigrant herself, Maria came to the United States from Colombia when she was six years old. After attending UC Berkeley, Maria joined the FWD.us team, a political organization supporting immigration reform started by tech leaders like Mark Zuckerberg and Bill Gates. In 2015, she joined Unshackled Ventures and was recently named Partner at the firm.

Before Madison and Claudia chat with Maria, our two co-hosts walk us through the pre-seed round from both the founder and funder perspectives. This week’s episode explores the key themes of navigating the pre-seed round, the unique experiences of being an immigrant founder, and the value of time versus money in the early stages. Let’s open the door.

This episode is brought to you by Silicon Valley Bank and Cooley LLP.

This week on the room, we are thrilled to be sitting down with SJ, Sacchetti, CEO of Cleo, a working parent family benefits platform for employers. SJ didn’t always think she was going to become a CEO and chats with us about her career path, her learnings along the way, and what it's like coming into a company as CEO just months before COVID and work from home. SJ started her career in politics and policy, cutting her teeth in the world of political fundraising, which “set her clock” for the startup world. SJ made her way into tech as a marketing consultant at Formspring, then as SVP of Marketing at Collective Health, and ultimately CMO- a pivotal step towards her career at Cleo. After nearly 5 years at Collective Health, SJ joined Cleo as CEO late 2019. This March, Cleo announced their $40 million dollar Series C round. Today we dig deeper into themes such as leadership during unfamiliar and unusual circumstances, overcoming imposter syndrome, and being a boss amidst uncertainty. Let’s open the door.

This episode is brought to you by our partners at Silicon Valley Bank and Cooley LLC.

In The Room Podcast’s very special Season 3 opener, Claudia and Madison sit down with the one and only, Ciara. We all know her as the Grammy-award winning singer and songwriter behind hit classics like “1, 2 Step,” “Goodies,” and “Level Up,” but she is also a businesswoman and entrepreneur behind multiple businesses. Ciara is the CEO and Founder of music label Beauty Marks Entertainment, through which she produced her latest album, as well as Co-Founder of The House of LR&C, a fashion house she started with husband Russell Wilson.

This week’s special episode walks through the themes of digital media’s transformation of the music industry, having a level up mentality, and surrounding yourself with people aligned to your vision. Let’s open the door.

Season 3 is brought to you by our partners at Silicon Valley Bank and Cooley.

We cannot believe that we have concluded season 2, but are even more excited for season 3, airing next week! Thank you so much to all of our listeners for joining us on The Room! We have big plans for Season 3, launching Tuesday, May 4th, featuring international pop star & entrepreneur.... *drumroll please*.... Ciara Wilson! But before we enter the room where it happened with a whole new slew of entrepreneurs, we take a look back on Season 2, its guests, our biggest takeaways, and share some life updates.

Yesterday, Brex announced their Series D round, led by Tiger Global, which now valued them at $7.4 billion. Today, we share an episode of The Room Podcast that just couldn’t wait! Madison and Claudia sit down with Henrique Dubugras, Co-Founder and Co-CEO of Brex in late March. For those who don’t know, Brex is the unicorn fintech startup that provides the all-in-one money and banking solution for startups. Both Brazilian natives, Henrique and his co-founder Pedro Franceschi founded Pagar.me before both attending, then dropping out of Stanford to found Brex.

We discuss the key themes of deciding what market you are built for, the multi-time co-founder experience, and Brex’s decision to remain fully remote in the future. Let’s open the door.

In the Season 2 finale of The Room, we sit down with Trae Vassallo, co-founder of early stage venture fund Defy.vc. Out of undergrad at Stanford, Trae worked for the iconic design and innovation firm IDEO, developing products for companies including the Palm Pilot and Dell. During her second year of business school at Stanford, Trae founded Good Technology, a mobile device company whose purpose was to connect islanded devices to the Internet. Good Technology sold to Motorola for $500 million. Through a relationship built with John Doerr and Kleiner Perkins backing Good Technology, she then spent 11 years at Kleiner Perkins. In 2016, Trae and fellow industry veteran Neil Sequeira founded Defy.vc where her paths intersected with our co-host Madison a few years back.

On today’s episode we discuss the early days of the Internet, the pros and cons of venture funding, and how an opening of the venture ecosystem has fostered more equity and inclusion across the table. Let’s open the door.

In this week’s episode of The Room, we welcome Liz Meyerdirk, CEO of The Pill Club, a women’s telehealth platform that simplifies and personalizes the experience of prescribing and delivering birth control. Prior to joining The Pill Club Team, Liz was a founding member of the Uber Eats team, leading strategy and global business development for six years. As The Pill Club hit a $100 million run rate, Liz joined as chief executive officer, now leading the team into an exciting product line launch that we have the exclusive on!

We talk knowing when to launch a new product line, transitioning CEOs in a growth-stage startup, and the future of women’s health care. Let’s open the door.

This week on The Room, we sat down with Zubin Koticha, co-founder and CEO of Opyn. Opyn is a decentralized finance platform for ethereum options, which recently raised their series A, lead by Paradigm only months after their seed.

Zubin graduated from Berkley in 2018 after a Manu-year love and obsession with the crypto space. Post-graduation Zubin worked at Thunder researching blockchain but soon started open with his two co-founders Alexis and Aparna in 2019. Zubin has worked in the crypto space through highs and lows, but given today’s wildly hot crypto market, I think it's safe to say Zubin and the Opyn team are hitting product-market fit. Today we will learn more about fundraising during difficult times, navigating a pivot, and a lot about crypto, DeFi, and NFTs. Let's open the door.

In this week’s episode of The Room, we talk to Allison Barr Allen, Co-Founder and COO of Fast, a one-click, passwordless checkout platform. Allison started her career as tech consultant with PwC then joined Uber in its early days, eventually serving as Head of Global Product Operations on the Money Team. While launching Uber Money products including Instant Pay, Cash, and Wallets, Allison delved into the world of angel investing. In 2019, she met her Fast Co-Founder Domm Holland on Twitter, and within a few months had raised a Series A funding of $20 million. Less than a year later, the Fast team raised $102 million in Series B Funding led by Stripes this January.

We discuss the early days of Uber, how Fast grew so fast, and why investing is for everyone. Let’s open the door.

Claudia and Madison welcome Sridhar Ramaswamy, CEO and Co-Founder of Neeva, into The Room this week. Sridhar immigrated from India for his PhD in Data Science at Brown, back in 1989. Today, Sridhar is a Silicon Valley legend, first growing Google’s search ad program to a $115 million business as the Senior Vice President of Ads and Commerce. After 15 years with Google, he joined Greylock as a Partner, a position he still holds today. Now, he’s also onto his newest venture called Neeva, an ad-free private search engine that just announced its Series B funding of $40 million led by Sequoia Capital and Greylock. Through Neeva, Sridhar is rebuilding trust within the Internet, reimagining the ways we can use data for value.

We discuss information and privacy in serving your customer, rethinking pre-existing mental models, and leadership principles. Let’s open the door.

In this episode of The Room Podcast, hosts Claudia Laurie and Madison McIlwain sit down with serial entrepreneur Craig Walker, founder and CEO of Dialpad.

Craig’s story begins in Cupertino, back when apricot orchards defined the neighborhood and a young Steve Jobs lived just a few houses down. From those early days in Silicon Valley, Craig went on to earn degrees from Berkeley and Georgetown before starting his career as an M&A lawyer advising Cisco, Kleiner Perkins, and Sequoia. That legal lens shaped his entrepreneurial instincts and prepared him for the rollercoaster ride of building companies through both downturns and booms.

Craig shares the pivotal moments behind:

• Rescuing Dialpad Communications in the wake of the dot-com crash, cutting $3M in monthly burn down to $100K.
• Founding GrandCentral, which became Google Voice after its acquisition by Google in 2007.
• Launching UberConference, later rebranded as Dialpad Meetings, and returning to his passion for modern communications.

We dive deep into how Dialpad became an AI-native platform, from the bold $50M acquisition of TalkIQ in 2018 to pioneering real-time transcription, sentiment analysis, and call coaching. Craig explains why “work isn’t a place, it’s what you do” has been his guiding philosophy—and how that mindset shaped Dialpad’s remote-friendly, AI-first culture long before the pandemic.

The conversation also covers:

• What it means to build an AI-native company vs. bolting on AI features.
• Lessons for founders raising capital in today’s market.
• How to balance automation with maintaining authentic human connection.
• Craig’s vision for the future of Dialpad and AI-powered work.
• The woman in Craig’s professional journey who has had a profound impact.

This is a masterclass in resilience, reinvention, and leading at the edge of technological change

In this week’s episode, we welcome Jesse Draper, Emmy-nominated television star turned venture capitalist who founded Halogen Ventures, an early-stage venture firm focused on investing in female entrepreneurs. You’ve seen her on TV in The Naked Brothers Band and as the host of The Valley Girl Show, interviewing tech and business entrepreneurs like Elon Musk and Mark Cuban. As a fourth-generation venture capitalist, Jesse moved away from entertainment to build her own venture firm, Halogen Ventures, which invests entirely in female founding teams. Having recently closed her second fund, Jesse is just getting started on changing the technology ecosystem for the better.

Jesse shared with Madison and Claudia the value of building a brand for yourself, her experiences on being an angel and an institutional investor, and her thoughts on the future for female founders. Let’s open the door.

This week on The Room, we sit down with Jane Metcalfe. Jane was the co-founder of the legendary Wired magazine and media company, TCHO chocolates, and now NEO.LIFE.

In the early 1990s, Jane and her life partner and co-founder Louis Rossetto came to the Bay Area with the idea and passion to build a magazine and media company devoted to cutting-edge technology. This magazine is what we now know as the iconic Wired, home to some of the most futuristic, but also technology-defining stories. Jane and Louis launched Wired with a big story to tell: the internet becoming mainstream. Today we chat with Jane to hear about her three-time founding stories, from media to chocolates, to biotech, Jane has seen it all and has some deep wisdom to share. Let's open the door.

In this episode, co-hosts Madison and Claudia, interview Ajay Kori, co-founder and former CEO of UrbanStems. They find out more about his journey of founding and scaling this massively successful eCommerce flower delivery service business.

He shares a few of his learnings about customer satisfaction and the best way to ensure the longevity of new customers. His inspiring story of failing during the initial phases of the business, but not letting that deter him or his team from making a huge success of the company, should be a great motivation for any aspiring entrepreneur. Ajay shares why he eventually decided to hand over the CEO reins of UrbanStems and start a new business that now has the potential to help millions of people find relief from migraines.

In this episode of The Room, Claudia and Madison kick off the new season with Amy Chang, Co-Founder of Accompany, an AI-driven relationship intelligence platform acquired by Cisco in 2018 for $270 million. we hear from a first-time founder and long term product guru on the ups and downs of transitioning from big tech to founding a company. Listen here to learn about the power of early career decisions, battling anxiety and uncertainty, and the right reasons to sell your company.

And that’s a wrap on Season 1! Thank you so much to all of our listeners for joining us on The Room! We have big plans for Season 2, launching Tuesday, Feb.9, but before we enter the room where it happened with a whole new slew of entrepreneurs, we take a look back on Season 1, its guests, and our biggest takeaways.

Claudia and Madison close out The Room’s first season with guest Amit Sharma, CEO, and founder of Narvar. Madison first met Amit in Narvar’s offices back in 2019, as a customer at Gap Inc. If you’ve ever received an email about your tracking update or returned something online, odds are you’ve interacted with Narvar’s core products. Narvar is a post-purchase customer engagement platform helping over 650 retailers streamline their customer communication, returns, and exchanges. Founded in 2012, Amit saw what others did not, post-purchase is a powerful mechanism for e-commerce customer loyalty, retention, and satisfaction. Rather than “ghosting” your customers, retailers needed to handhold customers every step of the way from the “complete purchase button” to the ring of the doorbell. As we learn in today’s episode, this wasn’t Amit’s first try at start-up. Listen to the episode to hear about his journey from India, the first start-up with unfortunate market timing, his time working at multiple large retailers, and ultimately taking the plunge to start Narvar.

Alexa Buckley is the Co-Founder of Margaux - a direct-to-consumer (DTC) brand of insanely comfortable and beautiful shoes. If you pay attention to Instagram posts from influencers wearing handcrafted ballet flats in every color of the rainbow, then you’ve probably seen a Margaux shoe. Alexa started the shoe line during her senior year at Harvard. Alongside co-founder, Sarah Pierson, the two women realized the pervasive shoe shuffle, where working women would have to swap their walking shoes with their office shoes under their desks due to a lack of style in the former and comfort in the latter. Why wasn’t it possible to have both? It was time to take a leap of faith and disrupt the shoe industry. Landing on Forbes’ 30 Under 30 and nailing a Vogue spread, Alexa and the story of Margaux inspires us all to Guax for it!

This week, we sat down with Amy Nelson, CEO and founder of The Riveter, a digital and physical community for women. Spending 10 plus years in corporate law, Amy never thought she'd be a founder. However, after the 2016 election, she took a closer look at what mattered most to her - The Riveter was born. While it's been a challenging year for physical spaces, Amy has gallantly persevered by building a growing digital space proving our belief that "the room" is more than four walls. In today's episode, we'll explore insights and themes such as how political and venture fundraising have more in common than you might think, motherhood in the workplace, and core product pivots. Let's open the door.

This week on The Room, we interview Shishir Mehrotra, founder and CEO of Coda. Coda is a venture-backed workflow tool recently valued at over $600 million dollars. With Coda, docs are now as powerful as applications. Although Coda was started in 2014, Coda is more relevant now than ever as a key player in 2020’s “future of work.” Coda is redefining what it means to stay organized, engaged, and effective during COVID-19’s acceleration of a remote-first culture.

In today’s episode, we explore Shishir’s path to building one of the world’s most powerful work tools- where the flexibility of a doc is combined with the power of a spreadsheet and application. We’ll explore insights and themes such as prioritizing opportunities that foster personal growth, the benefits of building a company in stealth, and scaling a distributed workforce and culture well. Let’s open the door.

This week on The Room, we interview Jessica Lessin, founder of The Information. In Silicon Valley, whenever there is a breaking story, The source that founders, funders, and technologists turn to to get the inside scoop is the subscription-based news-source that Jessica founded in 2013. Jessica has created a platform the tech world can’t get enough of in a world crowded by media coverage and ad-blockers.

In today’s episode, we explore her path to disrupting journalism and how information is consumed in the tech world. We’ll explore insights and themes such as knowing what’s valuable and not giving it away, sustainable growth, and dealing with the hard stuff, like controversy.

Welcome to a special bonus episode of The Room Podcast, recorded live at New York Tech Week! This week, we're thrilled to chat with Shreya Murthy, Co-Founder and CEO of Partiful, the modern social events platform that is revolutionizing how we make plans and build real-world relationships. Since launching in 2021, Partiful has scaled to millions of users and earned major accolades, including Google's Best App of 2024, Apple's Editor Choice, and recognition as one of Fast Company's Most Innovative Companies for 2025. With its SMS-based approach and frictionless event creation, Partiful has become the go-to platform for gathering people together—so much so that "to partiful" has become a verb!

In this episode, Shreya takes us through her unconventional journey from studying political theory at Princeton to building enterprise software, before ultimately founding Partiful to combat social isolation. We dive deep into fascinating topics like launching a party platform during a global pandemic, the strategic decision to start with SMS instead of an app, and how Partiful has maintained remarkable growth with an intentionally lean team. Shreya also shares invaluable insights on co-founder dynamics, navigating venture fundraising as a consumer company, and her vision for building community at every stage of life. Tune in for lessons on product development, authentic relationship building, and what it takes to create a platform that brings people together in an increasingly digital world.

(00:00) Introduction
(07:02) Where did Shreya grow up and how has that shaped her view of the world? 
(08:13) Did Shreya always think she was gonna become a founder?
(08:47) How did going from Princeton to the real world spark curiosity about entrepreneurship?
(11:30) How has Shreya seen the New York tech ecosystem evolve over the past decade?
(13:14) What was the initial idea behind Partiful and what was the aha moment? 
(17:33) How did Shreya meet her co-founder Joy and cultivate trust? 
(20:10) What advice would Shreya give to folks looking for a co-founder? 
(21:33) What was COVID like for the Partiful team and how did the product evolve? 
(23:31) What was the strategy behind Partiful's SMS-based approach instead of launching with an app? 
(25:53) What metrics did Shreya orient around to know when to launch and build an app?
(27:58) Who was the first person to say yes to investing in Partiful? 
(29:27) What made Partiful and Shreya so compelling as an angel investment? 
(32:56) What is Partiful's go-to-market strategy and business model? 
(35:40) How has Shreya managed conversations with VCs about when to start monetization?
(36:57) How has Shreya thought about scaling the team at Partiful? 
(38:35) What's Shreya's favorite Partiful Invite that she's ever seen? 
(40:13) How has Partiful thought about building into the social graph network?
(43:56) What is Shreya's take on consumer as a sector for growth and opportunity? 
(45:45) What have you seen resonate with consumer investors for folks fundraising? 
(49:16) What's next for Shreya personally? 
(51:45) Who is a woman that has inspired Shreya and impacted her career?

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Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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This week on The Room, we interview Hope Cochran, managing director at Madrona Venture Group. It's probably easier to ask, what hasn't Hope done? Music and economics at Stanford. Founder and CFO of SkillsVillage, bought by Peoplesoft in 2001. CFO of Clearwire and King Digital. Board member of three public companies, Hasboro, Mongo DB, and New Relic. Today we explore colorful stories of her time in C-suites and boardrooms discussing insights and themes such as advocating for yourself at work, what makes a good board, and the little moments that matter.

This week on The Room, we interview Coral Chung, the CEO, and co-founder of Senreve. Sitting down with Coral to hear about the start of her luxury D2C brand, we learned about the early days of founding an accessories brand in Silicon Valley, her global expansion plans, and a bit about juggling the hats of CEO and mother.

In this episode of The Room podcast, Madison and Claudia spend some time diving into the history of Silicon Valley power couple; Matt Rogers and Swati Mylavarapu - founders of Venture Capital business - Incite. Previously to Incite, Matt Rogers was the co-founder of Nest.

They go into detail about how they have been able to juggle the highs and lows of building a business together while pursuing their own individual passions - all while taking care of each other as a married couple and their growing family.

In this episode, they share their passion for building innovative businesses, developing entrepreneurs and non-profits as well as helping to fund political candidates. These passions played a profound role in shaping the way they built Incite.

In this season’s finale of The Room Podcast, we're thrilled to chat with Neil Parikh, Co-Founder of Casper and current Co-Founder of Slingshot. Neil first disrupted the mattress industry by building Casper into a household name, pioneering the direct-to-consumer sleep revolution before taking the company public. Now, he's tackling an even bigger challenge with Slingshot, building a foundational AI model specifically designed for psychology and mental health therapy.

In this episode, Neil takes us through his unconventional journey from medical school dropout to D2C pioneer, sharing the serendipitous moments that led to Casper's creation and the harsh realities of going public during a pandemic. We delve into the mental health crisis facing society, the limitations of current AI therapy approaches, and how Slingshot is training models on real-world human therapy data to create more effective interventions. Neil also opens up about his therapy journey, the power of taking nudges when they appear, and why he believes we're entering an era of unprecedented change that will reshape how we think about mental health access and self-actualization.

(04:06) Where did Neil grow up and how has that shaped his view of the world?
(04:54) Did Neil always think he was gonna become a founder?
(06:06) Was entrepreneurship in the water at Brown like it is today at Stanford or Harvard?
(07:38) What led to Neil's decision to drop out of medical school?
(10:52) What did Neil do after dropping out of medical school?
(14:20) What made Neil believe that VC was the right route for a mattress company in 2014?
(16:44) What was the name before Casper?
(18:46) What advice would Neil have for DTC founders during this current climate?
(22:17) What did Neil learn from the later stages of fundraising and preparing for the IPO?
(27:14) How did Slingshot become the idea for Neil's next exciting phase?
(31:40) How did Neil get the confidence to take "the nudge"?
(32:48) How is Neil thinking about data sources, model training, and ethical guardrails for psychology?
(38:53) How is Neil's model specificity even better than using ChatGPT for therapy?
(41:58) Who's the first person to say yes to backing Slingshot?
(43:25) What does Neil think is next for Slingshot and what is he excited for?
(44:55) What's next for Neil personally, and what is he excited for this year?
(46:34) Who is a woman in Neil's life that has had a profound impact on himself and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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Welcome back to another episode of The Room Podcast! This week, Madison and Claudia sit down with Alex Konrad, former Senior Editor at Forbes and now Founder of Upstarts Media. After a decade covering technology and venture capital at Forbes, where he pioneered coverage from the Midas List to the Cloud 100, Alex has launched his own media company focused on telling the stories of early-stage founders and companies challenging the status quo.

Throughout this conversation, Alex shares insights from his front-row seat to some of tech's most defining moments, including interviews with industry leaders like Sam Altman and Mark Benioff. He discusses the evolution of media in the age of AI, his decision to bootstrap rather than raise venture funding, and his vision for building a community-first media company. Alex also reveals how his upbringing in New York City shaped his no-nonsense approach to tech reporting and why he believes the future of media lies in creating direct, authentic connections with audiences. Tune in for a fascinating look at the changing media landscape and what it takes to build a modern media company from the ground up.

(03:52) Where did Alex grow up and how did that shape his view of the world?
(04:49) Did Alex always think he would become a founder?
(05:35) What was the story as an intern that Alex got printed?
(07:57) When Alex reflects on his Forbes interviews with tech leaders like Satya Nadella and Sam Altman, which ones stand out most?
(10:04) What has Alex learned about power, vision, or vulnerability from being in the room with industry giants?
(12:10) Why has Legacy Media been struggling to build an authentic connection with the startup community?
(13:27) How is Alex thinking about building a foundation with Upstarts that's going to build into a legacy as lasting as Forbes?
(16:03) How is Alex going to be thinking about events as a complement to media?
(17:30) Is Alex seeking venture dollars to get Upstarts off the ground?
(19:52) If Blue Links are dead, how does Alex think building an audience for the future is going to shift with AI?
(23:57) How is Alex using AI in his workflow from editorial decisions to distribution?
(29:05) What's next for Upstarts and for Alex personally?
(40:06) Who is a woman in Alex's life that has had a profound impact on him and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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Welcome back to another episode of The Room Podcast! This week, we're excited to chat with Anna Kazlauskas, Co-Founder of Vana, a pioneering company creating an alternative to centralized AI monopolies. Vana uses crypto principles like ownership, incentives, and decentralization to build AI models that users collectively own and benefit from, empowering individuals to control their data while earning from its use.

In this enlightening conversation, Anna takes us through her journey from growing up in cold places around the world to her time at MIT's AI lab, and how that led to her vision for data ownership. We explore fascinating concepts like Data DAOs (which Anna compares to labor unions for your data), the emergent "DataFi" category, and how Vana enables users to pool their data to create more powerful AI models than any company could build. Anna shares invaluable insights on fundraising across both crypto and AI spaces, emphasizing the importance of aligning with investors on long-term vision. Tune in for a glimpse into how the future of data ownership could revolutionize our relationship with technology.

(00:00) Introduction
(03:57) Where did Anna grow up, and how has that shaped her view of the world?
(05:25) Did Anna always think she was going to become a founder?
(06:58) How did Anna go from just building in general to building in a tech-forward way at MIT?
(08:44) What research did Anna ultimately do during her time at MIT's CSAIL?
(11:02) How did Anna's insight around the power of data lead to iAmbic, her YC batch 2018 startup?
(14:21) How did Anna's experience at Celo shape her understanding of decentralization and data ownership?
(16:52) How did Anna decide to start something again and commit to a five-to-ten-year journey?
(18:14) Why should users care about Vana creating an alternative to centralized AI monopolies?
(21:56) What kind of compensation models is Anna exploring for users who contribute their data?
(24:30) To what extent does Anna feel big tech companies will start to empower users with their data to compete with the unionization DAO approach?
(27:20) Who was the first person to say yes to investing in Anna?
(31:30) How has Anna navigated constantly evolving her story and telling that to both customers and investors?
(34:41) What are some of the product and company-wide milestones that Anna is excited about looking into 2025 and beyond?
(37:19) What degree of technical feasibility, from a crypto native perspective, is Anna seeing from these builders?
(39:15) What is something Anna is most excited for that Vana will be launching later this year?
(41:13) Who is a woman in Anna's life that has had a profound impact on her and her career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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In this episode, we are joined by Elia Wallen, Founder and CEO of Engine (formerly Hotel Engine), the B2B travel booking platform that's streamlining how businesses manage their travel needs. From its origins as an internal tool for Elia's previous company, Travelers Haven, to becoming a $2.1 billion company, Engine has carved out a significant niche by focusing on serving SMBs with a frictionless approach to corporate travel management.

In this conversation, Elia shares his unconventional path from dropping out of college to founding multiple businesses, including the fascinating story of how Engine began as a side project that he almost shut down several times. We explore his philosophy of maintaining "strong conviction loosely held," his approach to fundraising (including a nail-biting near-miss with payroll), and why staying focused on doing one thing extremely well before expanding was crucial to Engine's success. Elia also offers valuable insights on bootstrapping versus raising capital, building in a non-tech hub, and why eliminating friction for customers has been central to Engine's competitive advantage in the crowded travel tech space.

(00:00) Introduction
(04:20) Where did Elia grow up and how did that shape his view of the world?
(04:42) Why did growing up in Naples push Elia to succeed?
(05:32) Did Elia always think he was going to become a founder?
(06:28) How did earlier founding experiences shape his view of leadership?
(07:28) What is Engine's core product?
(08:51) How does someone break into the corporate travel space?
(10:05) How did Elia think about scaling the go-to-market motion?
(11:59) How did Elia position Engine as it scaled?
(13:55) How did Elia and his leadership team discern which was the right scaling direction to go?
(15:57) How does a founder balance extreme focus while managing two businesses?
(18:29) How was building a company in Denver, and what prompted the decision to move to the Bay Area?
(20:42) How did fundraising begin for Engine?
(22:40) What is a moment when things didn't go as planned during Elia's founder journey?
(25:41) How did Engine think about building out both the integration suite and the business model?
(28:25) How will AI affect Engine's business model and policies?
(30:07) How is Engine thinking about diversifying customer benefits?
(31:35) How is Elia feeling about corporate travel as a sector for growth and opportunity?
(32:04) Where does Elia think Engine and he will be in five years?
(33:20) Who is a woman in Elia's life that has had a profound impact on him and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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Welcome back to The Room Podcast! In this episode, we sit down with Matan Grinberg and Eno Reyes, co-founders of Factory, a company building the command center for software development. With backgrounds in physics and computer science, this dynamic duo is unifying all engineering contexts from GitHub to Notion, empowering product and engineering teams to collaborate with autonomous AI systems. Their impressive journey has already attracted $20 million in funding from Sequoia, Lux Capital, and Mantis Ventures, positioning them at the forefront of the AI-native movement.

During our conversation, Matan and Eno share their unexpected journey from Princeton classmates who barely interacted to co-founders who launched their company just eight days after reconnecting at an AI hackathon. They dive deep into how AI is shifting the center of gravity in software development from coding to understanding and planning, the challenges of enterprise adoption, and why they believe we're currently at "the lowest number of developers that will ever be for the rest of human history." Their insightful perspectives on building an AI-native company and transforming developer workflows offer valuable lessons for founders navigating the rapidly evolving AI landscape.

(00:00) Introduction
(03:56) Where did Matan and Eno grow up, and how did it shape their worldview?
(06:29) Did Eno always think he'd become a founder?
(07:01) Was it inevitable that Matan and Eno would start something together?
(07:36) How did Matan and Eno end up in this room today?
(09:15) Was it inevitable for them to start a company together after meeting at Princeton?
(11:26) Did Matan always see himself becoming a founder?
(11:33) How did Factory come to life after they reconnected?
(16:05) Did the Factory demo work for their Sequoia pitch?
(16:32) What was in Factory's original deck and demo?
(18:29) What was the biggest challenge in getting developers to use Factory?
(20:22) How does the Factory team see AI shaping the role of developers in the next five years?
(22:04) What was Factory's go-to-market strategy and first big customer win?
(30:06) What fundraising advice do they have for AI founders looking to raise a Series A?
(32:19) What does it mean to be AI-native from Factory's perspective?
(37:59) What inefficiencies did they see in developer workflows before starting Factory?
(40:00) Does Factory care about chip technology like Nvidia versus Traum?
(42:09) Where do they see Factory in five years?
(45:06) Is Factory hiring?
(45:31) What are they most excited about on Factory's roadmap?
(49:18) Who is a woman that had a profound impact on Matan and his career?
(50:33) Who is a woman that had a profound impact on Eno and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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This week, we're excited to speak with Tiancheng Lou, Co-Founder and CTO of Pony AI, a leading autonomous vehicle technology company that went public in November 2024. As a two-time Google Code Jam champion and former engineer at both Google X and Baidu's Autonomous Driving Division, Tiancheng brings exceptional technical expertise to his pioneering work in developing driverless technology with over 40 million kilometers of autonomous driving testing.

In this episode, Tiancheng shares fascinating insights into the evolution of autonomous vehicle technology, explaining the difference between level two and level four autonomy and why highway driving is more challenging than city driving for AI. We explore Pony AI's virtual driver technology, their approach to commercialization, and how they're training AI through imitation learning and reinforcement learning in virtual environments. Tiancheng also offers valuable advice for founders on balancing technical ambition with market realities, the importance of finding the right co-founder with aligned visions, and why success can't be copied but failures can be avoided. Tune in for a deep dive into the future of transportation and the journey of building a billion-dollar autonomous technology company.

(00:00) Introduction
(04:09) Where did Tiancheng grow up, and how did that shape his view of the world?
(04:43) Did Tiancheng always think he would become a founder?
(05:11) How did Tiancheng's competitive programming background influence his approach to tech?
(06:08) How did Tiancheng find out about these competitive programming competitions?
(08:46) How did Tiancheng get into the autonomous vehicle space?
(11:22) What advice would Tiancheng give listeners on how to break into the autonomous tech space?
(13:16) What was the "aha moment' when Tiancheng realized he wanted to start Pony.ai?
(14:54) What were the differences between the American and Chinese autonomous vehicle industries?
(16:25) What is setting the new virtual driver technologies apart?
(18:06) What sets the technologies for autonomous trucks and taxis apart from average consumer cars?
(20:56) How do you prepare an autonomous car for unexpected events that may happen on the road?
(23:24) When did Tiancheng first put an autonomous car on the road?
(24:02) How have consumer reviews been of Pony.ai vehicles?
(26:15) How does Pony.ai prioritize their developments?
(29:23) Who was the first person to say yes to investing in Pony.ai?
(31:02) What advice does Tiancheng have for first-time founders?\
(32:30) How does Pony adapt to different regulatory environments across markets?
(34:40) How important is mass production and scaling of autonomous vehicles to Pony.ai and the overall industry?
(36:01) Are we now in the commercialization era of Robo Taxis?
(37:05) Is there an amount of autonomous driving data or a certain metric that Pony.ai aims to collect?\
(40:27) What are Tiancheng's thoughts on the future of AI?
(42:03) What are Tiancheng's thoughts on Deep Seek?
(43:41) What's the next market Pony.ai will be launching in, and what are their goals for global market expansion?
(44:19) What's next for Tiancheng personally?
(44:44) Who is a woman in Tiancheng's life that had a profound impact on him and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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In this special live panel episode of The Room Podcast from Inside Summit 2025, host Ash Kumra sits down with an all-star group of AI and product leaders: Noah MacCallum of OpenAI, Grant Lee of Gamma, Malte Ubl of Vercel, and Chris Messina, inventor of the hashtag and longtime product strategist. Together, they represent the cutting edge of applied AI, developer platforms, design tooling, and the social technologies that shaped how we communicate today.

Throughout the conversation, the panel digs into what ethical AI actually means in practice, how founders should think about scaling from early demos to real-world robustness, and why “iteration velocity” may matter more than perfection. From Noah’s breakdown of vibes-based iteration versus formal evals, to Chris’s framing of AI as a new expressive medium rather than just a technology, this episode is packed with perspective for builders navigating the next era of software. The discussion ultimately challenges founders to focus less on hype and more on clarity of vision, taste, and long-term impact.

(00:00) Introduction
(04:28) Who are the panelists and what is each of them building or focused on today?
(06:39) How does Noah define ethical AI, and where do the real risks show up in practice?
(08:02) How should early-stage AI companies think about trust, safety, and responsibility?
(11:26) What advice would the panel give founders trying to scale AI products from one to one hundred?
(12:21) How do founders balance intuition, taste, and formal evals when improving AI products?
(13:32) Why is long-term founder conviction more important than early AI traction?
(14:33) How should founders think about AI as a medium rather than just a technology?
(17:42) Which industries remain underexplored for AI, despite the current hype cycle?
(20:25) Which customer segments surprised Gamma as adoption scaled beyond early users?
(23:30) What unexpected user behaviors emerged during the early days of social media and AI?
(27:00) What specific product, feature, or workflow is each panelist most excited about building right now?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

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In this episode, we're joined by Alexa Grabell, Co-Founder and CEO of Pocus, a company revolutionizing how sales teams work by creating AI agents that supercharge sales representatives. Pocus has developed a suite of tools that combine internal and external data to help sales teams identify opportunities, prepare for calls, and close deals more effectively, generating over half a billion dollars in pipeline for their customers in a single quarter.

During our conversation, Alexa shares her journey from consulting at KPMG to Stanford Business School and eventually founding Pocus with her co-founder, Isaac, through the Lean Launchpad program. She offers valuable insights on building a sales team, navigating design partnerships, fundraising strategies for B2B startups, and the evolving landscape of AI-powered sales tools. Alexa also candidly discusses the challenges of being a female founder, the importance of finding community among peer founders, and how her mother's entrepreneurial spirit influenced her own path. Whether you're building a sales team, raising capital, or are interested in how AI is transforming business workflows, this episode delivers practical wisdom from someone who's successfully navigated these waters.

(00:00) Introduction
(03:52) Where did Alexa grow up and how did that shape her view of the world?
(05:12) Did Alexa always think she was going to become a founder?
(06:26) How were Alexa's experiences at Vanderbilt and KPMG?
(08:07) Why did Alexa choose to go to business school after college?
(09:07) How did Alexa's time at GSB encourage her to try becoming a founder?
(12:41) What was the moment that made Alexa want to start Pocus?
(14:06) How did Alexa navigate conversations with peers to find the right fit for a business partner?
(15:56) What is the core product of Pocus?
(17:27) How did Pocus successfully sell its product in the beginning?
(18:45) What advice does Alexa have for founders in the design partnership phase?
(21:16) How is Pocus helping move data from "Point A" to "Point B"?
(22:34) Who was the first person to say "yes" to investing in Pocus?
(23:18) What's a fundraising hot-take that Alexa has?
(24:08) What advice does Alexa have for B2B founders raising their A?
(25:41) How is Poucs thinking about and utilizing AI?
(27:41) What can go wrong when building a marketing team?
(28:59) What advice does Alexa have for PLG or B2B founders who might not feel comfortable in sales?
(30:15) How should founders be thinking about the AI sales tool space and the modern tech stack?
(31:56) How has the necessary startup capital changed over time?
(33:06) What was a moment in founding Pocus when things didn't go as planned?
(35:59) How has the experience of being a woman founder changed over time?
(40:22) What's coming up for Pocus and for Alexa?
(41:13) Who is a woman that has a profound impact on Alexa and her career?

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Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions

Welcome back to another season of The Room Podcast! To kick off season 12, we are joined by Ryan Petersen, Founder and CEO of Flexport, the revolutionary digital freight forwarder transforming how goods move around the world. Launched in 2013, Flexport combines technology and logistics expertise to bring transparency and efficiency to the complex world of global trade, having grown to become the third-largest American company in the ocean freight industry.

In this episode, Ryan takes us through his entrepreneurial journey, from his early days running an e-commerce business importing Chinese motorcycles to identifying the massive inefficiencies in international shipping that led to Flexport's creation. We dive into fascinating topics like building a company that combines tech talent with logistics veterans, navigating highly regulated international markets, and leveraging AI to transform an industry that still largely runs on email attachments. Ryan also shares valuable insights on fundraising strategies, responding to tariff changes, and maintaining resilience through unprecedented global disruptions like the pandemic and shipping crises. Tune in for a master class in spotting industry-wide inefficiencies and building a venture-scale business that's reshaping global trade.

(00:00) Introduction
(04:17) Where did Ryan grow up and how did that shape his view of the world?
(06:08) Did Ryan always think he would become a founder?
(07:30) What was Ryan's experience prior to Flexport, after Berkeley and Columbia?
(13:05) What was it like doing business in China in the early 2000s?
(16:447) How did Ryan go from observing inefficiencies to creating Flexport's first product?
(20:11) What's Ryan's advice on when founders should say no to customers?
(25:05) When did Ryan know to hire supply chain experts versus engineers?
(27:20) Who was the first person to invest in the Flexport vision?
(35:10) How did Flexport navigate the highly regulated logistics market early on?
(37:19) What key tech bets shaped Flexport's path in the early days?
(43:04) What's Ryan's view on AI in the logistics workforce?
(49:44) How is Ryan thinking about the shifts in the US tariff market?
(54:40) How has Ryan handled uncertainty as a founder through unprecedented times?
(58:26) Who is a woman who has had a profound impact on Ryan and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions

In this special holiday episode of The Room Podcast, we sit down with Agatha Kluk and Sonia Farber, the co-founders of Kluk Farber Law (now part of Perkins Coie), a specialized law firm dedicated to supporting innovative founders and startups. Their firm provides strategic legal guidance to entrepreneurs navigating the complex landscape of building and scaling companies. 

This candid conversation takes us through the evolution of their practice, from its founding in 2017 to its strategic partnership with Perkins Coie. Throughout our discussion, we explore the intersection of law and entrepreneurship, highlighting how the right legal partnership can empower founders to achieve their vision. At its core, Kluk Farber Law provides comprehensive legal services tailored specifically for startups and emerging companies. 

Key topics in this episode include strategic guidance for company sales and earn-out negotiations, balancing tech automation with historically successful advisory services, and AI regulation and compliance considerations.

(00:00) Introduction

(05:07) Where did Agatha and Sonia grow up and how did that shape their view of the world?

(07:10) Did Agatha and Sonia grow up thinking they would be founders and lawyers?

(08:44) How did Agatha and Sonia find themselves at the intersection of law and tech?

(12:24) How did Agatha and Sonia meet?

(13:02) What made Agatha and Sonia want to work together?

(19:29) What was the original goal of the firm that Agatha and Sonia started?

(21:22) What is the most common pitfall founders face when fundraising from VCs and, what are some of the mistakes to look out for when selling your company?

(23:48) Who or what is a memorable client or case that stands out from the first few years of working together?

(29:17) What encouraged Agatha and Sonia to say yes when being acquired in 2022?

(32:17) What is something that is not discussed enough when it comes to acquisition?

(34:19) How is tech affecting the legal sector, specifically for Agatha and Sonia?

(36:35) How do Agatha and Sonia feel about the current proposed AI regulations?

(39:28) Do Agatha and Sonia fund or support the founding of a venture firm?

(40:42) Are Agatha and Sonia bullish or bearish on first-time fund managers in today's market?

(47:06) Who is a woman in Agatha and Sonia's lives that has had a profound impact on them and their careers?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
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Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions

Welcome back to another episode of The Room Podcast! This week, we’re thrilled to chat with Wade Foster, CEO and Co-Founder of Zapier, the tool that’s revolutionized workflows by making automation accessible to anyone. Zapier helps businesses and individuals connect the apps they rely on, creating seamless integrations that save time and boost productivity.

In this episode, Wade takes us through Zapier’s origins, its flagship no-code-needed automation platform, and how the company has carved out a niche as the go-to solution for streamlining business processes. We also dive into fascinating topics like growing a fully remote team before it was trendy, navigating the unique challenges of bootstrapping in a venture-driven world, and the surprising lessons Wade learned while literally counting telephone poles during a college internship. Tune in for insights on building impactful products, a behind-the-scenes look at Zapier's innovative culture, and a glimpse into what it takes to lead one of today’s most versatile SaaS companies.

(00:00) Introduction

(04:53) Where did Wade grow up and how did that shape his view of the world?

(06:08) Did Wade always think he was going to become a founder?

(07:01) How did Wade develop an interest in entrepreneurship?

(09:58) Why was Wade's first internship so impactful?

(12:31) How did Wade meet his cofounders and come up with the idea for Zapier?

(14:24) How was Wade's experience at YC?

(15:38) What lessons has Wade learned about marketing and sales tactics?

(16:53) What advice does Wade have for founders entering YC to maximize their experience?

(22:09) What were some moments when Wade realized they were onto something with Zapier?

(22:42) What advice would Wade give to founders looking to grow in today's market conditions?

(25:36) What's a memorable moment from the founding journey of Zapier?

(27:08) How did Zapier scale while maintaining authenticity to its core values?

(30:37) What is Zapier's core product?

(32:07) How has the business model of Zapier scaled alongside the product?

(35:24) What lessons has Wade learned on pricing and packaging B2B SaaS products?

(37:58) How is Zapier thinking about the future of their business?

(39:35) What is Zapier's view on how AI and automation are coming together?

(42:57) What are some things Zapier customers can look forward to in 2025?

(44:02) What is Wade personally excited about for the near future?

(44:19) Who is a woman in Wade's life who has had a profound impact on him and his career?

For The Room Podcast in your inbox every week, subscribe to our newsletter.
Follow us on Instagram 
Follow us on TikTok 
Check out our guide to podcasting here! 
Don't forget to subscribe to our channel on YouTube, Spotify, and Apple Music!

Brought to you by Perkins Coie and Mercury.*
*Mercury is a financial technology company, not a bank. Banking services provided by Choice Financial Group and Evolve Bank & Trust; Members FDIC.

WX Productions