Explore every episode of the podcast Great Chat

Between Anthropic’s soft Q3 and CoreWeave’s meltdown, everyone’s suddenly asking: is AI over? Spoiler: we don’t think so, but it’s going to be a bumpy ride. This week on Great Chat, we dig into IPO timing, the margin question nobody can answer yet, and why early-stage founders seem more optimistic than the late-stage crowd. Plus: Victoria’s Secret’s return to form, Elizabeth Holmes’s redemption arc, and the year’s best corporate security warning. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod: https://lightningpod.fm

People beyond Silicon Valley used to love the products tech companies made. Now, they feel like AI tools (and data centers) are being shoved down their throats. This week, comms pro Aaron Zamost joins the chat to rant about tech’s reputational decline and leadership vacuum. Maybe what we really need is a spokesperson who is, well…normal (it's a lot to ask). Plus: we debate what has and hasn’t changed since Aaron’s famous “startup clock” essay from 2015, lament the AI to SI rebrands, and dissect Twitter beefs spanning Vinod Khosla and Kelly Clarkson. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod: https://lightningpod.fm

In the AI slop era, pre-seed startups are spending real money on cinematic launch videos, renting creator armies, and prioritizing attention over substance. This week on Great Chat, Ashley and Helen ask whether manufactured hype has peaked, what comes next, and how a young startup can actually stand out when everyone is shouting. Plus: what's in a name? We dig into the proposed AI-to-SI name change, discuss AI safety, and debate whether AI can feel. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod: https://lightningpod.fm

New York's restaurants are bankrolled by Wall Street money; LA's by Hollywood. So why has tech failed to leave a physical imprint on San Francisco? This week, Ligaya Tichy, founder of New Entity and an early community builder at Yelp and Airbnb, joins the chat to make the case for putting tech wealth to work in brick-and-mortar businesses. We get into San Francisco's evolution from nerd utopia to industry town, why the last generation of tech money didn't make its way to small businesses, and what a modern system of patronage could look like with the AI lab IPOs on the horizon. Plus, Dario's on-camera awkwardness, and Oura's cratering IPO "Readiness Score." Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod: https://lightningpod.fm

Great Chat is back in its sixth season with Ashley, Helen, and  guest host Taylor Lorenz. We dive into AI assistant wars, Dreamforce, the All In Summit, and Corgi in context. Plus, in our main topic, we break down Dario Amodei's "pacing" essay and discuss who actually benefits from the industry's current storylines. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod: https://lightningpod.fm

Venture capital used to be the most patient money in finance. So why does it suddenly look like day trading? This week on Great Chat, the group digs into tech’s short-term era: founders leaving their own companies for nine-figure packages, emerging managers pitching early DPI, researchers switching teams, and a YC Startup School that filled Chase Center with mega-church energy. Plus, TK is back, Anthropic loses its aura, and Kalshi had a rough week. An optimistic takeaway: if no reputation is permanent, neither is any failure. Keep swinging. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

The tech industry used to be way funnier; there was a whole HBO show about it! Now the timeline is earnest, angry or self-righteous, and rarely self-aware. Comedian Alexis Gay, who spent seven years working in tech and startups, joins the chat to diagnose what happened: tech got too big to be a cottage industry, too powerful to poke fun at itself, and too fragmented to share an inside joke. She also makes the case for why now is exactly the moment for a new Silicon Valley-style show. Plus: the Brian Chesky hack that nobody believes, why buying tech merch hits different than earning it, and the "directionally very bad" mug we all need ASAP. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

This week on Great Chat, we grapple with the wave of tech leaders who are trading mystique for distribution and engagement-maxxxing. Is this the new world, and we're just boomers? Probably. But that's not going to stop us from crashing out over it. We also chat about Anthropic's latest model and television commercial, and comms blunders by Phia and 1X. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

The SPV drama keeps coming, this time with some new main characters. We break down the public spat between AngelList-affiliated USVC, Anduril co-founder Matt Grimm, and the SPV/fund manager caught in the crossfire. We explore the mounting pressures around deal access and liquidity contributing to the explosion of SPVs, and why SPVs keep taking reputational damage for what's really an incentives problem. Plus: Fable is back (kind of), Angela survived her cruise with a new appreciation for hygiene tech and some notes for Starlink, and we marvel at Taylor Swift’s lockdown on wedding content. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

This week on Great Chat, The New York Times piece about San Francisco's "struggling" six-figure earners has Helen and Ashley doing the math on their early-20s rent checks. Then: the New York congressional primary results, where the biggest Twitter personalities got the fewest votes (and the guy with no following won??). Ryan Petersen calls remote work "white collar fraud," the internet responds, and it's actually kind of productive? And very sadly, Om Malik passed away at 59, and the outpouring from the tech community was unlike anything we've seen in years. What made him irreplaceable — and what does it mean that we can't imagine who fills that role today? Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

Inspired by Midjourney’s foray into full-body scanning, we dig into our industry’s obsession with health and longevity. From the earlier wave (think: 23andMe, Forward) to this current era (Prenuvo, Function, Neko), those of us in tech have been eager early adopters. But what are the tradeoffs in a system that isn’t designed to act on all this information? Plus: the pro-natalists are split on Anne Hathaway’s latest pregnancy, GLP-1s change women’s lives way more than men’s, and WIRED’s invitation to Dialog must have gotten lost in the mail. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

This week on Great Chat, we talk about the biggest IPO in history, the wealth to follow, and what people from prior liquidity events in our industry have learned about money, identity, and happiness. We also cover venture-backed M&A activity, revisit "why Twitter is not real life," and hypothesize how Anthropic will recover from its current fall. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

Over the past week, our Twitter feeds were filled with stories that rarely get told: VCs behaving poorly in pitch meetings. Some founders even named names. What does it say about this moment that founders are publicly sharing these tales? And where are we in the spectrum of founder friendliness? Plus: OpenAI joins the IPO party with a confidential filing, Hunter Biden is the antithesis of the looksmaxxing trend, and maybe escorts are a social good? Go Knicks! Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

You can’t turn around in San Francisco without seeing a startup billboard…or five. We share some of our favorite marketing stunts of all time, and talk about why startup-branded shuttles and cafes are all the rage in our current era. Plus: more SpaceX S-1 talk (we can’t get enough), with Anthropic’s confidential filing close on its heels. It’s going to be a fun few months in the group chat. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

The AI labs’ ARR charts only go up and to the right, but actual diffusion through the Fortune 500? Way messier. This week, Jaclyn Rice Nelson, co-founder and CEO of Tribe AI (and Ashley's partner at Coalition), joins the chat to explain why OpenAI and Anthropic each stood up their own deployment companies. We discuss why the big consultancies can’t get the job done, and why "change management" is the wrong frame for what's actually a from-scratch refactor of how enterprises work. Plus: SpaceX's $1.75T turducken IPO, and a meh Google I/O may have just made the case for moving beyond conference-driven product launches. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

Eric Schmidt delivered a pitch for AI to the University of Arizona graduating class—and the audience was not having it. We break down the nuance behind those boos, and grapple with the reality that no tech leader could have delivered a rousing AI speech in this moment. On the bright side, Schmidt sent us down a fun rabbit hole, reviewing some of the best commencement speeches in recent history (RIP Steve Jobs). Plus: the most boring possible verdict in the Musk v. Altman showdown, the tweet about the SF wealth gap that broke our group chats, and the doomsday vibes at Meta. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

We’ve come a long way from the idealistic startup missions of the 2000s and 2010s. Today’s mission statements (when they exist) are more adversarial and more capitalist. Did we lose something, or are we just being honest? Plus: secondary sales exacerbate the already crazy SF housing market, and blaming AI isn’t landing as well for the latest wave of tech layoffs. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

In this era of hot takes loosely held, we each reveal the hills we’re willing to die on. Helen defends advertising as the perfect business model, Angela says the maths never really math (so throw out your spreadsheets), and Ashley insists you only lose when you try to play someone else’s game. Plus: the Anthropic narrative shift, everyone loves Bret Taylor, and so long Tim Apple (hello Johnny Appleseed?). Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod

When everyone is a developer, what does developer marketing even mean? This week on Great Chat, we're joined by developer relations expert Matt Palmer to discuss developer marketing and the eternal question of what's cool in San Francisco. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

In the wake of its historic $122B fundraise, OpenAI just wrapped one of the crazier weeks in news, but we couldn't miss the chance to zero in on its surprise acquisition of new media darling TBPN. We asked Alexia Bonatsos, early stage investor and former editor of TechCrunch (a new media darling from a prior era), to join the chat. Plus: Is Medvi a shining new example of company building, or a business milkshake duck? And what's the deal with VC firms removing controversial startup logos from their websites (cough, Delve)? Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

So we all survived Q1—barely. When the world gets crazy, how do you stay sane? Spoiler alert: we don’t have any answers, but we have lots of hot takes. Plus: Mac opens a factory and schools us on submarine life, we wonder if anyone has reached Goldilocks status of being just the right amount online (not us), and it turns out AI may not have the polarizing effects of social media—we love a narrative violation. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod

We’re hearing the B word a lot more lately, and while it’s clear there’s a valuation bubble, we’re not betting on a correction just yet. Plus: OpenAI trades its “you can just do things” era for focus (RIP Sora and assorted side quests), Emil Michael shows us what it means to hold a grudge, and we Delve into the latest alleged bad behavior in startupland. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

With all this talk of looming layoffs and AI automation, we have to wonder: what’s the People/HR world like these days? Emily Herron, a longtime startup People leader and current HR Evangelist at Rippling, joined the chat to share her refreshingly candid and pragmatic POV. Plus: Travis Kalanick is back, baby, with the perfect narrative-moment fit. Meanwhile, Marc Andreessen breaks the internet with his latest hot take: the Great Men of history weren’t introspective. Please keep counterexamples to yourself. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

Inspired by International Women’s Day, we reflect on the different narratives for women in tech over the past few decades. From Sheryl Sandberg’s Lean In to the rise (and fall) of the Girl Boss to…whatever this moment is? We break down what’s actually helpful to women, and what’s just performative. Plus: Microsoft enters the chat with Copilot Cowork (say that ten times fast), Anthropic strikes back with a lawsuit against the Department of War, and Cluely’s latest stunt feels so 2025. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

AI makes a lot of things easier, but reading the room is not one of them. On this week's Great Chat, we discuss how this moment feels different from 2020 and 2008, and debate whether we will see a return to empathy from our tech leaders. How do you lead when no one knows what will happen next? It seems everyone could benefit from taking a deep breath right now. Plus, why Katy Perry is trending again, narrative violations by Cursor, and some awful analogies that remind us that the current moment doesn't fit neatly into past frameworks. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

This week, we revisit one of our favorite topics: how to decide between operating roles and the portfolio life when it comes to your career. Ceci Stallmith joins us to talk about jumping back into operating as head of marketing at Lovable, and we get radically candid about all the things: stepping off the career ladder, balancing work and parenting, and the power of going with your gut. We also fangirl over Alysa Liu, lament Dario’s recent keynote, and wonder whether employing humans will someday be a luxury flex. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

This week, we try to explain looksmaxxing…and almost certainly kill that linguistic trend in the process. Meanwhile in venture, each new AI fundraise is valuation-mogging the last, and we unpack what extreme capital concentration might mean for the startup ecosystem more broadly. Plus: dancing robots (Helen is not a fan) and what Wuthering Heights and Jack Altman joining Benchmark have in common. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod: https://lightningpod.fm/

AI companies spent millions on Super Bowl ads, but none of them stuck! This week, we're joined by Dan Stroud, who runs an ad agency for tech companies, to break down what went wrong, what (if anything) went right, and whether startups should even be buying Big Game spots. Plus: the Winter Olympics, the flood of "SaaS is dead" takes, and more. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

Welcome back to year two of Great Chat. This week, the pod covers Chinese peptides, Brexit (the fintech exit, not the UK's withdrawal from the EU), Clawdbot/Moltbot/Moltbook, and contemplates whether there is a vibe shift in just one month into the new year. Does building in public work anymore? Did it ever? What takes its place? Has tech's reaction to the Epstein files proved that there is, in fact, a line for bad behavior? There were times we weren't so sure in 2025. Mercury is back as the headline sponsor for year two of Great Chat. Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

As we wrap up 2025, we look at the stories tech told itself—and why they worked. From the bundling of everything, knowing when to make a change yourself in a rapidly changing labor market, and a lesson that you can survive any scandal as long as you keep winning. Plus, we weigh in on the SaaS debate ("Storytelling" as a Service), those Vanity Fair photos, and whether being hot is AI-proof. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod⁠.

Aubrie Pagano, GP at Alpaca VC, joins the chat! We talk about why no one is talking about what happens after AGI, and then dive into Aubrie’s mind-bending effort to tackle the subject with The Aquarius Economy: part white paper, part science fiction, part investing thesis. We also compare our Granola Crunched results (we *are* amazing at zooms, ty), contemplate why no one seems excited about Netflix’s bid to buy Warner Bros, and discuss some shocking new stats from the NYT about the sex lives of young people. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.

Inspired by Sam Altman’s “code red” for ChatGPT in the wake of the Gemini 3 launch and the rumored beef between the Kalshi and Polymarket founders, we talk about legendary tech rivalries. Uber versus Lyft, Rippling versus Deel, Jobs versus Gates, and much much more. What are the different flavors, and do they make you better, or is the drama a distraction? Also: the tech industry’s response to the New York Times piece on David Sacks. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.

Our obligatory Thanksgiving episode, with a twist. We're sharing what we're grateful for now - even if it felt devastating at the time. The setbacks, the lucky breaks, the uncomfortable truths. Plus Nano Banana, Ryan Lizza Substack part 3, Rippling v Deel part 17, and more. Happy Thanksgiving - we're grateful for our listeners! Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week, we get real about the benefits and tradeoffs of making the transition from a traditional full-time role in tech to taking a portfolio approach to your career. And it’s not just about income—you’ll have to rethink identity, purpose, time management, and more. Should you do it, and when? On a lighter note: we thank Bill Ackman for single handedly reviving the institutions of dating and marriage with four little words: “May I meet you?” Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠⁠⁠LightningPod.fm⁠⁠⁠⁠.

This week, we dare to ask the question: Are there limits to founder mode when it comes to your online persona? And when does building in public hurt more than it helps? We also unpack the latest tech Twitter drama—the monagamish guy, Marc Andreessen versus the pope—for anyone who isn’t terminally online (lucky you). Lastly: Happy 70th birthday, Kris Jenner! Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠⁠LightningPod.fm⁠⁠⁠.

This week on Great Chat, we celebrate Election Day by talking about… talking about politics in the workplace. Yoni Rechtman, Partner at Slow Ventures and friend of the pod, joins us to discuss politics, humanoids, AI wearables, Sam Altman, and how’s he’s successfully unlocked opportunities in venture (hint: get good at having hard conversations). Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod.fm⁠⁠.

This week on Great Chat, every media company wants to be a tech company, and every tech company wants to be a media company. We unpack what has been happening in the world of media: Big M&A, streaming wars, the Ellisons are the new Murdochs, and where short dramas stand now. We also learn that Ashley has finally watched KPop Demon Hunters, we share our deepest secret (our Netflix algorithm), and riff on travel etiquette with the upcoming holiday season. Happy Halloween! Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week on Great Chat, we ask the question everyone’s whispering ... what happens if we’re in an AI bubble? We unpack the signals, the hype, and what founders and investors should be thinking about. Plus, a quick detour into the wild jewelry heist at the Louvre, the new ranking shakeup at Benchmark, and why AWS might just be the real backbone of the internet today. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠⁠⁠⁠LightningPod.fm⁠⁠⁠⁠⁠.

This week on Great Chat, it’s Spooky Season! Join us as we discuss the ultimate Halloween matchup overtaking social media, what Goldman’s acquisition of Industry Ventures means, and a rapid fire of our fall favorites. We also reflect on whether we as investors and operators need a five year plan the same way the businesses we work at and invest in do. How do you set goals in an uncertain environment? What are the best ways to assess your own progress in your career? How do you know when it’s time to make a change? For a group of Type A millennials - the discussion may surprise you. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠⁠⁠LightningPod.fm⁠⁠⁠⁠.

It’s SF Tech Week, and there’s lots of AI news - surprise! We talk about why OpenAI’s less polished DevDay meets the moment, reflect on the Sora 2 launch, and give Anthropic props for a well executed coffee shop pop-up. Inspired by Anthropic, we go deep on challenger brands and why the #2 spot is more enviable than you might think. Startups, it’s time to embrace your David era. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠⁠LightningPod.fm⁠⁠⁠.

This week on Great Chat, we explore how to AI proof your career. We reflect on what our younger selves would do differently today, and share advice for college students navigating a rapidly changing job market shaped by AI. We also react to OpenAI’s new Sora app, Meta’s Vibes launch, and the claim that “triple, triple, double, double" startup growth is a thing of the past. Mercury is back as the headline sponsor for season three! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠⁠LightningPod.fm⁠⁠.

This week, we asked a longtime friend and favorite tech journalist to join the chat: Casey Newton of Platformer and Hard Fork fame! We dig into the tech media landscape: The rise of podcasts and newsletters as formats of choice, “going direct” as a viable strategy for getting reporters’ attention, and why some startup PR agencies might be kinda screwed. We also break down Anthropic’s $1.5B class action settlement and its implications for AI training and fair use, as well as Anthropic’s do-gooder image. Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week on Great Chat, we talk about knowing when to walk away. We share our own stories of leaving at the peak of our careers to enter new industries, and unpack recent departures from Nat Friedman, Daniel Gross, and Suhail Doshi, as well as the great returns of Ryan Peterson at Flexport and Ty Haney at Outdoor Voices. We also add perspective on the "996" culture and explore how Anguilla is making $$$ from the AI boom. Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week, we tackle a taboo topic: age. Is it harder than ever for young people to break into tech, or does it just feel that way? What does career longevity look like, especially for people who don’t hit escape velocity in their 20s? Also: we grapple with Serena Williams' Ro partnership, fantasize about the Meta and Midjourney licensing discussions, and plot a Great Chat Camp for Burning Man 2026. Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week on Great Chat, we discuss some interesting findings from a newly released report from Mercury called "The New Economics of Starting Up." We learn that founders are becoming more creative with financing and team building in an AI-first world. Separately, we revisit SPVs and explore the creative ways investors are securing allocations in hot AI companies. And we have a great chat about burgers, psychedelics, and KPop Demon Hunters. Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

We’re halfway through August and there’s still no summer slowdown in sight! As fall approaches, we gear up for a peak fundraising season with a favorite group chat topic: The dos and don’ts of raising venture capital. We share our takes on some of the most divisive topics as investors and founders: Do you need a warm intro, should you take money from scouts, when does it make sense to take meetings with associates, do all co-founders need to pitch? Plus: The tech giants embrace hustle culture, GPT-5’s launch sparks public mourning for its predecessors, and the negative gross margins of coding apps bring back memories of ZIRP. Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week on Great Chat, we talk about the topic on everyone's minds: Figma’s textbook IPO. We compare it to the IPOs we experienced first-hand as early employees, investors and journalists: Facebook, Box, Dropbox and Uber. Plus: celeb sightings in SF (hello, Andrew Garfield) and products that were ahead of their time (RIP AI Pin). Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from LightningPod.fm.

In the era of “going direct,” do startups still need to care about media coverage? Actually, yes: LLMs are bringing the primacy of press back, but the way companies get covered has fundamentally changed. Also: Figma’s IPO looms, Astronomer claps back with some help from a friend, and we are transported to the days of Hot or Not with the Tea data spill (ugh). Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week on Great Chat, we are getting personal. We share our stories of how we got into tech in the first place. The detours and the unexpected opportunities that defined our careers from covering IPOs to early days at Facebook and those long hours at Goldman. Also, is Hollywood starting to cosy up to AI? We talk about Netflix's flirtation with Runway. Plus Diamonds on our minds, and no, not all were about Coldplay and "a sky full of stars". Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from ⁠LightningPod.fm⁠.

This week on Great Chat, we talk about the 96 hours of Windsurf frenzy that consumed Silicon Valley, and what the implications are for the (broken) social contract that tech startups have with employees. We also share notes from the Backstreet Boys Into the Millennium concert, what Sally is seeing at NBA Demo Day at Summer League, Bill Ackman’s foray into professional sports, the tea (or lack thereof) from Sun Valley, and the unfortunately named TITV. Mercury is back as the headline sponsor for season two! Mercury is a financial technology company, not a bank. Banking services provided through Choice Financial Group, Column N.A., and Evolve Bank & Trust; Members FDIC. This podcast is edited by Eric Johnson from LightningPod.fm.