Explorez tous les épisodes du podcast Love At First Try
| Titre | Date | Durée | |
|---|---|---|---|
| Clicks whisper, prompts yell: the future of SaaS UX | Mickey Alon (Foldspace AI) | 17 juil. 2026 | 01:09:24 | |
This episode's guest is Mickey Alon, co-founder and CEO of Foldspace AI. Mickey has spent 20+ years building products people actually use: he founded Insightera (acquired by Marketo), created Gainsight PX and co-authored the first book on product-led growth. Now he's betting that AI agents will completely change how we interact with software - and he has real usage data to back it up. If you're building a SaaS product and wondering what AI means for your UX, analytics and roadmap, this one is full of real numbers and hard-won lessons. 🧠 Chapters: 0:00 - Mickey's story: two exits and why he founded Foldspace AI 6:02 - Why AI agents should amplify customer success instead of replacing it 8:32 - Clicks whisper, prompts yell: tapping into user intent for the first time 11:14 - Why agentic interfaces make product experiments dramatically easier 11:50 - What's broken with product analytics and how intent data fixes it 14:35 - Implicit vs explicit usage and why adoption is the best cure for churn 17:52 - The Salesforce lesson: why UI revamps end up lipstick on a pig 20:42 - How agents rewrite the PLG playbook by eliminating friction completely 22:58 - Why headless SaaS is a myth and visual responses beat text 29:07 - Why "generate with AI" buttons are designed to fail 31:55 - MCP is a new name for API and your UI is context you get for free 36:44 - The new AI-native stack: deterministic backend, agent loop, agentic interface 42:01 - Building user trust with human-in-the-loop before risky changes 45:08 - The 70/30 finding: users ask the agent to act, not to answer 48:51 - Speed of outcome: why your first prompt should deliver 80% of the result 52:45 - Reviewing AI-written code and testing agents with LLM as a judge 1:00:00 - Mickey's favorite tools: Claude Code and the agentic CRM his team built 1:07:51 - Prompts are the new clicks and the 3-second rule for AI speed
- Mine your agent's chat logs for intent, not just clicks. Users literally tell the agent what they're trying to achieve, so you finally get demand, sentiment and problem descriptions in their own words - insight click tracking can never give you. - Think twice before your next UI revamp. Mickey watched Salesforce spend over a year on one: new users said it looked nicer, existing users hated relearning everything, and the complexity stayed. Ask first whether an agentic layer solves the actual problem faster. - Never ship a bare "generate with AI" button. Without context it's like hitting "I'm feeling lucky" on Google. Embed the agent inside the product where it knows the page, the data and the user's settings for free - that context is what makes it succeed. - Show visual responses, not walls of text. In Foldspace's measurements, visual answers get dramatically more engagement than text because we read a KPI trend in milliseconds. Worth it because engagement is what keeps users coming back to the agent. - Add human-in-the-loop confirmation before any create, update or delete. Showing "here's what I'm gonna do" before applying protects users from missing context, and trust is the whole game: lose it once or twice and users are gone. - Keep agent responses under 3 seconds. Foldspace sees users disengage beyond that, so speed is a UX feature, not an infra detail. - Track prompts-to-outcome as a KPI. Mickey's bet: prompts will replace clicks as the core UX metric, so start measuring it now. - Test your agents with scores and LLM-as-a-judge, not pass/fail. AI is non-deterministic, so measure whether behavior is getting better or worse in percentages - it's how Mickey's team ships fast without losing control. | |||
| Why your growth is stalling and what to actually do about it (w/ Asia Orangio) | 05 juin 2026 | 01:09:50 | |
Most SaaS founders assume a growth plateau means something is broken with the product or the marketing. Asia Orangio has spent eight years helping over a hundred SaaS companies figure out what is the actual reasons for stalls in growth. Asia is the founder of DemandMaven, a growth consulting firm focused on bootstrapped SaaS companies. Her whole approach to growth is holistic, looking at team structure, retention, segmentation, and product together, not one layer at a time. In this conversation we get into why growth stalls at predictable moments, why NRR is the metric that actually tells you what's going on, and how to figure out which customer segment is worth doubling down on. 🧠 What you'll learn in this episode: 0:00 - Why acquisition is the least efficient growth lever and what to focus on instead 💡 Actionable takeaways from Asia Steal these quick wins: 1. Pull your NRR report right now and look at it by segment If you have ProfitWell, you already have an NRR chart. Asia's suggestion is to go look at it today, not next quarter. The number you're looking for is 12-month net revenue retention by customer cohort. If it's below 80% for your primary segment, that's the thing to fix before anything else. 2. Run a cohort analysis to find your best customer, not your most common one Ben Chestnut used to build NRR cohort reports by hand at Mailchimp, flipping through different customer attributes until he found which segments had the strongest retention. That process told him who to focus the whole company on. Asia recommends doing the same: look at which segments have the best NRR, whether the team actually likes working with those customers, and whether you have a compelling enough story to attract more of them. 3. Treat a growth plateau as a diagnostic problem, not an execution problem When Asia comes into a new engagement, the first thing she does is look at baseline pirate metrics, team structure, and how the team operates. The instinct for most founders is to push harder on marketing or ship more features. What she usually finds instead is that either the founder is the bottleneck, the team isn't structured to own the work, or the company is building for the wrong segment. Knowing which of those is true changes everything about what you do next. 4. Don't restructure your roadmap until you know which segment actually stays Asia's story about the clinic management company is worth sitting with. Ninety percent of their customers were solo practitioners, but when she ran the retention analysis, the segment with staff had three times the NRR. Before you decide who to build for, pull the retention numbers by segment. The answer is usually already there. 5. Look at your 12-month churn number, not just your monthly one Asia is direct about this: your monthly churn number might look fine while your 12-month churn is quietly killing growth. The customers who leave at month eight, ten, and twelve are the ones who tried to make the product work and couldn't. That churn shows up in NRR and it compounds. She recommends making 12-month retention a standing metric you review regularly, not something you check when growth slows down. | |||
| Building an AI-powered team & why narrowing our ICP doubled our win rate (w/ Guido Schmitz) | 04 juin 2026 | 01:22:49 | |
A lot of SaaS teams are adding AI to their stack and hoping it shows up in output. This episode is about what it actually looks like when you build the whole workflow around it and why the thinking behind it matters as much as the tooling. Guido Schmitz is the CTO and co-founder of OneTeam, a mobile platform that helps hospitality and retail companies connect, engage, and develop their frontline workforce. They've been building for 11 years and are shipping faster than ever without growing headcount to do it. In this conversation, we get into how they use AI across every department, how they think about product quality and delight in B2B software, and what actually happened when they stopped selling features and started selling outcomes. 🧠 What you'll learn in this episode: 0:00 - What Love at First Try is about and who it's for 💡 Actionable takeaways from Guido Steal these quick wins: 1. Start your agentic setup with one scoped job, not a big rollout A good entry point is a single, specific job like a competitor intelligence report that runs every Monday morning. Define what the agent should look at, what it should extract, and where it should drop the output. Build confidence there before you add more. 2. Give new employees a social introduction before their first shift OneTeam built a feature where new hires introduce themselves on the company's social timeline before they even start, and colleagues respond with a high five or a welcome message. It's one of the strongest early signals of belonging you can create, and it costs almost nothing. 3. Narrow your ICP before you touch your messaging If your win rates feel stuck, the problem might not be how you're describing your product. It might be who you're describing it to. OneTeam went from "any company with non-desk employees" to a very specific type of hospitality brand. The messaging got sharper because the audience got sharper. 4. Flip the question when thinking about AI and headcount Instead of asking "what can AI help us with?", ask "what would we do if we had 10x the team?" Then figure out which of those things can be done agentically. OneTeam is processing thousands of prospects a week with an agent that would have needed five or more SDRs before. The constraint isn't capability. It's imagination. | |||
| Taste, quality and what it actually takes to build software people love (w/ Bob Baxley) | 29 mai 2026 | 01:33:29 | |
A lot of SaaS products ship fast and skip the thinking. This episode is about what happens when you don't, and why that actually matters for growth. Bob Baxley spent 35 years designing software at Apple, Yahoo, Pinterest, and ThoughtSpot. Products he worked on have been used by hundreds of millions of people. He's one of those people who has spent a long time thinking carefully about what makes software genuinely good, not just functional, and why so few companies get there. In this conversation, we get into how to build a culture where quality is the standard, how to get your whole company to care about design without a single presentation, and how the decisions you make at the conceptual level shape everything downstream. 0:00 - Why the tech industry is in a speed race and what that means for product quality 7:37 - How Bob fell in love with computing at 11 years old and why that shaped everything after 12:31 - Why timing matters as much as talent when it comes to what you can build 13:58 - How economic pressure from VCs is changing the pace of design work inside companies 24:36 - The real difference between sales-led and product-led companies, and why it never changes after founding 27:05 - Why design teams have hurt themselves by hiding their process from the rest of the company 30:00 - How Bob's team ran an internal influence campaign at ThoughtSpot using weekly Loom videos 35:49 - What a head of design actually does on a sales call and why it worked 37:42 - Design tenets vs. design principles, and which one actually helps teams make decisions 42:30 - What choreography over control looks like in practice for a design leader 47:51 - The difference between micromanagement and being in the details, and why it matters 54:55 - How to think about quality within constraints instead of chasing world class as a target 1:00:46 - Why taste is hard to compete on, and which layer of the market you actually need to nail first 1:01:15 - A simple exercise to raise the taste level of your engineering team 1:06:08 - The three stages every market goes through before design becomes a competitive advantage 1:12:36 - What it really means to design for the person on the other side of the glass 1:16:57 - Why user research needs to be a ritual, not a one-time sprint 1:20:44 - The Post-it note observation that turned into a multi-billion dollar company 1:24:29 - Bob's favorite apps and what they got right at the conceptual model level 💡 Actionable takeaways from Bob Steal these quick wins: 1. Run the "three favorite apps" exercise with your team Ask everyone to name their three favorite apps .Not the ones they use most, their actual favorites. Getting your team to sit with that question starts a real conversation about what quality actually means versus what just has good distribution. 2. Show the work before it's done Bob's team at ThoughtSpot made a 22-minute Loom video every week for 35 weeks, showing projects at every stage and sent it to the whole company. It shifted how every department understood and valued design work, without a single big presentation or formal pitch. If your team feels invisible inside the company, this is a low-cost way to change that. 3. Replace your design principles with tenets Principles like "be clear" or "feel responsive" don't help anyone make a decision because nobody argues the opposite. A tenet is a hard-edged statement your team agrees on once so they stop relitigating the same debate. 4. Go watch your users outside the context of your product When Bob was asked about ZenMaid, his recommendation was to visit cleaning business owners and understand how they think and run their business, not just how they use the software. Watching how someone actually works, before you introduce your product into the conversation, gives you better ideas than any feature interview. 5. Ask an LLM you've been using regularly: "What outdated mindset am I holding onto that's no longer serving me?" The answer Bob got shifted how he thought about control and leadership. His suggestion is to run it with an LLM that has enough context on you to give a real answer, not a generic one. | |||
| Positioning is a decision, not a tagline & the truth behind the AI hype (w/ Anthony Pierri) | 23 mai 2026 | 00:59:14 | |
If you're a SaaS founder who keeps rewriting your homepage and it still doesn't feel right, this episode is for you. Anthony Pierri is the co-founder of Fletch PMM. He and his team have run their 2-week positioning sprint around 500 times for B2B software companies, which probably makes them the most experienced positioning consultancy out there. He's also one of the clearest, least jargon-filled voices on LinkedIn when it comes to marketing. We spent an hour going deep on what positioning actually is (and isn't), why so many founders are stuck running five go-to-market motions at once without realizing it, and what happens when you make a real repositioning bet — with stories from Klaviyo, Anthropic, a trucking analytics company, and even Taylor Swift. We also got into AI — specifically, what Anthony discovered when he stopped using chatbots and went deep into Claude Code. His take is the most grounded I've heard in months. No fluff. No frameworks for the sake of frameworks. Just one of the sharpest operators in B2B marketing talking shop. 💡 Steal these quick wins from Anthony 1. Test your positioning by putting it on the homepage Not a Google Drive deck. Not a Notion page. The homepage. It's the one asset everyone in the company has to live with publicly, which is exactly why agreement on it sticks. If your team can't agree on what should go on the homepage, you don't have a positioning problem — you have an unresolved strategic decision. 2. Stop defining your target market by firmographics Company size, headcount, geo — none of these signals tell you whether a company actually needs your product. If you're trying to win five use cases inside one customer segment, you're running five different go-to-market motions in parallel. Pick the one that ladders into the biggest opportunity and lead with it. 3. Don't validate a reposition by asking your best customers They came to you for the old story. They'll tell you not to change. Customer research is one input — not the only one. The bet sometimes requires alienating who you have to win who you want. 4. Stop treating chatbot output as real work Anthony's experiment: dropping 20 sales call transcripts into a chatbot got him a summary in 10 seconds. Looked great. Then he wrote a detailed instruction file for the AI on exactly how to summarize one call — took 2 hours to build, 5 minutes to run on a single call. The realization: the fast chatbot version was producing something that looked plausible without doing the work. If you're using AI for anything where accuracy matters, the painstaking version is the real version. 5. Build for where the AI is going to actually be useful: smarter automation Don't build your strategy around AI replacing your team. Build it around AI replacing the slow, manual workflows that already exist (the stuff you'd otherwise build in Zapier or hire a junior to do). That's where the real productivity lives today. | |||
| Designing for delight, reducing design debt & using AI to prototype faster (w/ Alicja Suska) | 07 mai 2026 | 01:17:23 | |
Alicja Suska has been designing SaaS products for 10 years. She's worked at Toggle, Sourcegraph, and now leads product design at Buffer. What caught my attention: she comes from an artistic background — illustration and animation. That shapes how she designs. Colors, composition, how elements work together — it comes more intuitively. But she admits the process is harder to explain: "I can reason why something is good, but I work more intuitively." 🧠 What you'll learn in this episode: 0:00 - Jim's intro 💡 Steal these quick wins from Alicja: Show the product UI before asking for commitment. Design your empty states like onboarding screens. Run a monthly "time to value" session. Use Claude to prototype before devs write code. Audit your navigation every time you add a feature. | |||
| Why great brands are stolen, not created — and how to find your visual direction w/ Zach Stevens | 09 avr. 2026 | 01:08:03 | |
This is Love at First Try — a podcast for SaaS founders and developers who care about design but aren't designers themselves. Zach Stevens is one of the co-founders of Conversion Factory, a marketing agency that works with growth-stage software companies. He runs their design team and has spent years helping SaaS brands go from scrappy to polished — without losing what makes them unique. I wanted to talk to Zach because he's a growth-focused designer. He doesn't just make things look good — he thinks about how design serves the business. And in this episode, we get into how to define your brand's vibe, why stealing from the right references matters, and how to make sure your design supports your marketing instead of fighting against it. 🧠 What you'll learn in this episode: 💡 Actionable takeaways from Zach Define the feeling before the visuals. Before picking colors or fonts, ask: "How do I want people to feel when they interact with my brand?" Everything else follows from that answer. Use the branding spectrum exercise. Map where your brand sits on spectrums like masculine vs feminine, luxury vs affordable, subtle vs expressive. It helps you spot mismatches before you start designing. Steal from what makes you feel the way you want others to feel. Zach's team pulled from vintage Porsche ads for Mentor Cruise because Dominic wanted that timeless, premium vibe. Find your reference points outside your industry. Design should serve marketing, not lead it. If your website looks amazing but the message gets buried, you've prioritized aesthetics over conversions. Copy first, then design around it. Add humanity carefully. Photos of people can make your SaaS feel more relatable — but only if the vibe matches. A playful brand like PostHog uses pixel art hedgehogs instead of faces. Match the emotion, not the tactic. Typography sets the tone. The same sentence in a geometric sans-serif feels modern and clean. In a serif with thick-to-thin contrast, it feels wise and nostalgic. Pick fonts that match your intended feeling. Stay between fire and ice. "Brands on fire" are chaotic — nothing matches. "Brands on ice" are boring and rigid. The best brands have consistency with room for spontaneity depending on context. | |||
| Why tactical playbooks fail & the money moments framework w/ Marc Thomas | 02 avr. 2026 | 00:55:18 | |
Marc Thomas wrote an annual upgrade email for Senja that listed 10 stupid products you could buy with the $58 you'd save. A scarf shaped like a receipt. Random Amazon finds. People took screenshots and shared it on Twitter and LinkedIn. That's the kind of marketing brain I wanted on the podcast. Marc's path: magazine journalist → SaaS founder (live polling tool) → Head of Growth at Powered by Search (working with $10-100M ARR clients) → Growth at Podia → now independent lifecycle marketing consultant. What I appreciate about him: he doesn't look or feel like a typical marketeer. More playful, more artistic. He understands the fundamentals but puts a creative twist on everything. 🧠 What you'll learn in this episode: 0:00 - Intro 💡 Steal these quick wins from Marc: 1. Separate strategic from tactical playbooks. Strategic = "emails help because people live in their inbox." Tactical = "do this exact LinkedIn ad format." Strategic playbooks stay valuable. Tactical ones are saturated by the time you hear about them. 2. Find your money moments. Any moment where someone could give you money or take it away deserves a dedicated email sequence. Not just onboarding and win-back. 3. Send pricing early. Don't wait. Day 2 or 3 of your trial, send an email explaining your plans and who each one is for. People don't look at your pricing page as much as you think. 4. Send more email than feels comfortable. At Podia, they went from 4 emails/month to 12. Result: 12% bump in paid conversions on email days, with a trailing effect for days after. Another client saw 60% revenue increase on email days. 5. Front-load your onboarding. Day 1 and 2 are the most important. Marc sends 2-3 emails on day 1 alone for some clients. Then taper off: daily for week 1, then less frequent through day 30. 6. Make your emails worth sharing. The Senja email worked because it was useful AND entertaining. Brand win + referral win in one. | |||
| 12: How to build an experimentation culture (even with low traffic) w/ Lucia Van Den Brink | 26 mars 2026 | 00:51:44 | |
Lucia Van Den Brink has run nearly 1,000 experiments in 14 years. She's worked with 100M+ brands, founded The Initial to help companies build experimentation in-house, co-founded Women in Experimentation, and teaches at CXL. I invited her on Love at First Try to talk about something most SaaS teams get wrong: how to actually make data-driven decisions without overcomplicating it. This episode is for you if you've ever thought "we don't have enough traffic to test" or "A/B testing is too expensive for us." Lucia challenges both of those assumptions. 🧠 What you'll learn in this episode: 0:00 - Intro: what this podcast is about and who it's for 💡 Actionable insights from Lucia: 1. Start by removing, not adding 2. Run an AA test before any real experiment 3. Measure multiple KPIs, not just one 4. Consider negative testing 5. Calculate the business case for "losing" metrics | |||
| Designing AI video tools you can't prototype in Figma (w/ Lewis Dingley) | 05 mars 2026 | 01:17:33 | |
Lewis Dingley spent years at Renault, Sky, and Dyson building his CV with big names. Then he realized: he was one designer among 50. No ownership. No real impact. So he jumped into startups — and now he's designing AI-powered video tools at VEED.io that you literally cannot prototype in Figma. What this episode is about I sat down with Lewis Dingley, Senior Product Designer at VEED.io — the AI-powered video editor that's making video creation accessible to everyone. Lewis has a wild background. Design school in France. Vehicle dashboards at Renault. TV products at Sky. Physical products at Dyson. And now — AI video tools at VEED. What made me want to talk to him: VEED is building generative AI features you simply cannot design in Figma. Text-to-video. AI avatars. Image-to-video editing. Real AI models doing real things. So how do you design for that? Lewis vibe codes. He prototypes with real APIs. He rebuilt an entire product in a day using Google AI Studio. If you're designing AI-powered products (or thinking about it), this one's for you. 🧠 What you'll learn in this episode: 💡 Actionable takeaways from Lewis → Start with functionality, then UI when vibe coding. When using AI tools like Google AI Studio to prototype, build the working functionality first. Don't try to make it look pretty from the start — the AI gets confused and loses the functionality. Get it working, then refine the visuals. → Describe your design system in words, not just screenshots. AI tools are bad at replicating your UI from a screenshot alone. Instead, describe your design system: "minimalist design, these kinds of buttons, this iconography style." Once the AI understands the theme, it can generate consistent UI without constant screenshots. → Give users presets, not blank canvases. The biggest barrier for users is starting from scratch. Instead of asking them to write prompts or create from nothing, give them templates, presets, and examples they can tweak. Lewis saw this work at VEED — users don't want to type "sunrise lighting," they want to click a visual example. → Use Do Not Disturb mode aggressively. Lewis realized he was addicted to his phone — checking it every 10 seconds for notifications he didn't need. Now he uses Do Not Disturb so he only checks his phone when he has time, not when it demands attention. → Look at competitors and make it better. Lewis's approach to developing taste: research direct and indirect competitors, see what they're doing, then add your own ingredients. Don't start from scratch — start from inspiration and build on it. | |||
| User-centric growth, 60-second aha moments & why the best onboarding is no onboarding (w/ Kate Syuma) | 26 févr. 2026 | 00:46:23 | |
Kate Syuma spent 6+ years at Miro redesigning their onboarding. Now she advises Autodesk, ManyChat, and Dealfront on activation. I invited her on the podcast because she's one of the few growth people who actually cares about delight — not just conversions. She calls it "user-centric product growth." And after this conversation, I get why. 🎙️ 𝗪𝗵𝗮𝘁 𝘁𝗵𝗶𝘀 𝗲𝗽𝗶𝘀𝗼𝗱𝗲 𝗶𝘀 𝗮𝗯𝗼𝘂𝘁 Kate and I go deep on taste, activation, and how AI is changing the way we onboard users. If you're a SaaS founder or dev without a designer — and you want your product to feel intuitive without hiring a full UX team — this one's for you. 🧠 𝗪𝗵𝗮𝘁 𝘆𝗼𝘂'𝗹𝗹 𝗹𝗲𝗮𝗿𝗻 𝗶𝗻 𝘁𝗵𝗶𝘀 𝗲𝗽𝗶𝘀𝗼𝗱𝗲: 0:00 - Why taste is built through exposure (and how to train it) 💡 𝗔𝗰𝘁𝗶𝗼𝗻𝗮𝗯𝗹𝗲 𝘁𝗮𝗸𝗲𝗮𝘄𝗮𝘆𝘀 𝗳𝗿𝗼𝗺 𝗞𝗮𝘁𝗲 → 𝗔𝗱𝗱 𝗱𝗼𝗺𝗮𝗶𝗻 𝗺𝗮𝘁𝗰𝗵𝗶𝗻𝗴 𝘁𝗼 𝘆𝗼𝘂𝗿 𝘀𝗶𝗴𝗻𝘂𝗽 𝗳𝗹𝗼𝘄 → 𝗔𝘂𝗱𝗶𝘁 𝘆𝗼𝘂𝗿 𝗰𝗼𝗿𝗲 𝘃𝗮𝗹𝘂𝗲 𝗮𝗰𝘁𝗶𝗼𝗻 → 𝗔𝗶𝗺 𝗳𝗼𝗿 𝗮 𝗺𝗶𝗻𝗶 𝗮𝗵𝗮 𝗺𝗼𝗺𝗲𝗻𝘁 𝗶𝗻 𝟲𝟬 𝘀𝗲𝗰𝗼𝗻𝗱𝘀 → 𝗥𝗲𝗽𝗹𝗮𝗰𝗲 𝗽𝗮𝘀𝘀𝗶𝘃𝗲 𝘃𝗶𝗱𝗲𝗼𝘀 𝘄𝗶𝘁𝗵 𝗮𝗰𝘁𝗶𝘃𝗲 𝘁𝘂𝘁𝗼𝗿𝗶𝗮𝗹𝘀 | |||
| Stop writing copy. Let your customers write it. Deep dive into emotional targeting w/ Talia Wolf | 19 févr. 2026 | 01:01:20 | |
"What happened in your life that made you look for this tool?"
Talia Wolf dropped this on the latest episode of Love at First Try — and I had to sit with it.
But they don't know why people actually buy. So they default to talking about themselves. Features. Pricing. Technology. And their landing page sounds like every other SaaS in their space.
0:00 - How Talia went from social media marketing to building the emotional targeting methodology 4:37 - The survey question that gets customers to write your copy for you 9:16 - Why "data-driven" companies still fail at conversion 13:35 - A landing page example that nails emotional resonance (Prompt Cowboy) 17:37 - How to do emotional targeting when you have multiple ICPs 25:33 - The "what would you miss" question that reveals what customers actually value 32:14 - Why retention problems are often research problems, not feature problems 44:29 - How to actually use AI for customer research without getting garbage 50:14 - Why buying decisions now happen off your website (Reddit, LinkedIn, communities) 58:36 - How CRO is changing in the age of AI and LLMs 💡 STEAL THESE QUICK WINS → Replace "why did you sign up?" with "what happened in your life that made you look for this?" This forces customers to tell you the trigger, not just the surface reason. You get emotional context, not "pricing" or "needed a tool."
→ Optimize your narrative across the web, not just your website Buying decisions happen on Reddit, LinkedIn, YouTube. If you're not shaping the conversation there, you can't influence what AI tells buyers about you. | |||
| Copying Superhuman the right way, saying no to feature requests & forcing users through onboarding (w/ Mitchell Tan) | 22 janv. 2026 | 01:04:53 | |
Your most requested feature? Might be the worst thing you could build. That's one of the lessons from my conversation with Mitchell Tan, co-founder of Kondo. Kondo is the Superhuman for LinkedIn DMs — a tool that turns the messy LinkedIn inbox into something you actually want to use. Keyboard shortcuts, labels, split inboxes, reminders. Built by a 3-person team. No public roadmap. And they say no to almost everything users ask for. I've been using Kondo for months and it's genuinely changed how I handle LinkedIn. If you use LinkedIn professionally, you have to try it. So I had to get Mitchell on the podcast to understand how they think about product. 🧠 𝗪𝗵𝗮𝘁 𝘆𝗼𝘂'𝗹𝗹 𝗹𝗲𝗮𝗿𝗻 𝗶𝗻 𝘁𝗵𝗶𝘀 𝗲𝗽𝗶𝘀𝗼𝗱𝗲: 0:00 - What is Kondo and how it started 💡 𝗔𝗰𝘁𝗶𝗼𝗻𝗮𝗯𝗹𝗲 𝘁𝗮𝗸𝗲𝗮𝘄𝗮𝘆𝘀 𝗳𝗿𝗼𝗺 𝗠𝗶𝘁𝗰𝗵𝗲𝗹𝗹: → 𝗕𝗲𝗳𝗼𝗿𝗲 𝗯𝘂𝗶𝗹𝗱𝗶𝗻𝗴 𝗮𝗻𝘆 𝗳𝗲𝗮𝘁𝘂𝗿𝗲, 𝗮𝘀𝗸 𝟯 𝗾𝘂𝗲𝘀𝘁𝗶𝗼𝗻𝘀 → 𝗖𝗼𝗽𝘆 𝗴𝗿𝗲𝗮𝘁 𝗽𝗿𝗼𝗱𝘂𝗰𝘁𝘀, 𝗯𝘂𝘁 𝘂𝗻𝗱𝗲𝗿𝘀𝘁𝗮𝗻𝗱 𝘁𝗵𝗲 𝗶𝗻𝘁𝗲𝗻𝘁 𝗳𝗶𝗿𝘀𝘁 → 𝗞𝗻𝗼𝘄 𝘄𝗵𝗮𝘁 𝗡𝗢𝗧 𝘁𝗼 𝗰𝗼𝗽𝘆 → 𝗙𝗼𝗿𝗰𝗲 𝘂𝘀𝗲𝗿𝘀 𝘁𝗵𝗿𝗼𝘂𝗴𝗵 𝗼𝗻𝗯𝗼𝗮𝗿𝗱𝗶𝗻𝗴 — 𝗯𝘂𝘁 𝗸𝗻𝗼𝘄 𝘆𝗼𝘂𝗿 𝗮𝘂𝗱𝗶𝗲𝗻𝗰𝗲 → 𝗣𝗲𝗿𝗰𝗲𝗶𝘃𝗲𝗱 𝘀𝗽𝗲𝗲𝗱 > 𝗮𝗰𝘁𝘂𝗮𝗹 𝘀𝗽𝗲𝗲𝗱 | |||
| No backlog, no hype — how Moneybird built the #1 bookkeeping software in the Netherlands w/ Edwin Vlieg | 08 janv. 2026 | 01:10:57 | |
I pay for software I barely use. Just because I love how it's designed. My accountant has me on Exact Online for bookkeeping. It works. But the UX is so ugly I refuse to create invoices there. So I pay for Moneybird every month — just to use one feature: invoicing. I could skip it entirely. Save the money. But I don't want to. The brand, the experience, the attention to detail — it makes me want to open the app. That's the power of great design in B2B. And that's why I had to get Edwin Vlieg on the podcast. Edwin is the co-founder of Moneybird — the #1 bookkeeping software for entrepreneurs in the Netherlands. 400,000+ users. 80-person team. 17 years bootstrapped. 🧠 𝗪𝗵𝗮𝘁 𝘆𝗼𝘂'𝗹𝗹 𝗹𝗲𝗮𝗿𝗻: 0:00 - How Moneybird started in 2008 when everything was on-premise 💡 𝗔𝗰𝘁𝗶𝗼𝗻𝗮𝗯𝗹𝗲 𝘁𝗮𝗸𝗲𝗮𝘄𝗮𝘆𝘀: → 𝗥𝗼𝘁𝗮𝘁𝗲 𝘁𝗲𝗮𝗺𝘀 𝗯𝗲𝘁𝘄𝗲𝗲𝗻 𝗽𝗿𝗼𝗷𝗲𝗰𝘁𝘀 → 𝗙𝗿𝗮𝗺𝗲 𝗯𝗲𝗳𝗼𝗿𝗲 𝘆𝗼𝘂 𝘀𝗵𝗮𝗽𝗲 → 𝗣𝗵𝗮𝘀𝗲𝗱 𝗿𝗼𝗹𝗹𝗼𝘂𝘁𝘀 𝘄𝗶𝘁𝗵 𝗳𝗲𝗮𝘁𝘂𝗿𝗲 𝗳𝗹𝗮𝗴𝘀 → 𝗠𝗮𝗸𝗲 𝗯𝘂𝗶𝗹𝗱𝗲𝗿𝘀 𝗳𝗶𝘅 𝘁𝗵𝗲𝗶𝗿 𝗼𝘄𝗻 𝗯𝘂𝗴𝘀 → 𝗦𝗸𝗶𝗽 𝘁𝗵𝗲 𝗯𝗮𝗰𝗸𝗹𝗼𝗴 | |||
| Your perspective is your product. Standing out in a crowded B2B market with Alex James | 08 déc. 2025 | 01:23:18 | |
Copywriters obsess over words. Alex James? He obsesses over belief shifts—and that’s why his clients win. In this episode I sat down with Alex James, a messaging strategist who helps B2B service companies stand out in crowded, look-alike markets. His moto is "Your perspective is your product” 🧠 What you’ll learn in this episode 0:00 – Why most agencies and service firms all sound the same 02:11 – How competition creates the need for sharper positioning 03:57 – Why inspirational agency slogans fail (and what to say instead) 06:42 – Alex’s definition of taste and why it’s a strategic advantage 11:20 – How Alex developed his signature visual style (and why it works) 15:35 – How environment shapes your creative taste 18:43 – The competitive advantage of beauty in design & words 21:44 – Your perspective is your product (explained with real SaaS examples) 26:14 – How HubSpot used a perspective to win a market 29:27 – How to find your own perspective without sounding like a sales pitch 32:02 – The 3 types of perspective: mindset, method, tactic 36:45 – When to use each perspective depending on audience warmth 47:54 – Why selling services is harder than selling SaaS 55:33 – How to make believable promises without over-promising 59:26 – Why writing visually is so hard (and how to fix it) 1:02:15 – How Alex actually works with clients (and why his process changed) 1:14:24 – Why great collaborations need “escalating commitments” 1:15:33 – Alex’s surprising answer to: What’s your favorite SaaS? 💡 Steal these quick wins
Most service pages talk about deliverables. Clients buy outcomes. This shift makes your message instantly more compelling and easier to visualize. Why it works: It reframes your value around client impact — not your internal process. 1. Use metaphors to make abstract ideas visual. If they can picture it, they’ll understand it. If they can’t picture it, they’ll scroll. Why it works: Metaphors turn invisible ideas (like “strategy” or “messaging”) into images the brain can actually hold onto. 2. Anchor your promise to something you can control. “10x revenue” is not in your control. “Make your SaaS more attractive and easier to understand” is. Why it works: Believable promises build trust. Unbelievable ones trigger doubt — even if your work is great. 3. Identify your acquisition differentiator (not your retention differentiator).
But they chose you for a different reason. That’s your message. Why it works: Retention features keep clients. Attraction features win them. 4. Document your perspective pyramid (mindset → method → tactic). Mindset = great for content. Method = great for your homepage. Tactic = great for cold audiences. Why it works: You’ll stop guessing what to say. Every channel gets the perspective it can actually convert with. | |||
| Taste, branding and designing non-average products in a noisy AI world (w/ Meylin) | 21 nov. 2025 | 00:43:34 | |
Your SaaS design might be functional, loved by customers… and still too shy to stand out. That was Wise before their rebrand. In this episode I’m talking with product designer Meylin Bayryamali, who’s worked on global products at Wise and now Cash App. We dig into how she thinks about taste, why she started DJing to escape the Figma bubble, and how that led into one of the most interesting fintech rebrands of the last decade. We also talk about design process, research that actually ships, and how her team uses AI in a way that raises the quality bar instead of lowering it. If you’re a SaaS founder or someone leading product in a “serious” space (fintech, ops, B2B), this one will give you a very practical way to think about taste, branding and AI without the hype. 🧠 What you’ll learn: 00:45 – Meylin’s story from agency life to Wise and Cash App 💡 Steal these quick wins: 1/ Use “good or bad, but never average” as a design filter. Before you ship a flow or a page, ask: *does this have any point of view or could it belong to any competitor?* Why it’s worth it: this one question forces you to add at least one bold decision — in layout, copy, or visuals — that makes your product memorable. 2/ Stop looking at SaaS to design more SaaS. Build a habit around non-digital inputs: art, photography, music, architecture, film. Treat it as part of your design work, not a hobby. Why it’s worth it: you stop recycling the same rounded cards + gradients as everyone else and start importing ideas from places your competitors don’t look. 3/ Pick research methods to match the project, not the playbook. For big direction changes (like a new home screen), talk to customers directly and roll out gradually instead of over-optimizing surveys. For mature flows, use more quantitative research to tweak. Why it’s worth it: you save time on “performative research” and only dig deep where the upside is huge. 4/ Use AI to kill boring ops, not your taste. Start with one workflow where your team wastes time (like sorting bug reports or drafting visual directions), and use AI to speed that up — while humans still decide what “good” looks like. Why it’s worth it: you free up hours that can go into craft, details, and better decisions instead of ticket admin. 5/ Prototype vibes, not just flows. For ideas that need a strong identity, generate one or two AI images that capture the feeling you’re after before the brand team is even involved. Why it’s worth it: “seeing is believing” — visual vibes get stakeholders excited and pull branding partners in faster than decks and documents. | |||
| Stop guessing, start listening — building customer-led growth in SaaS (w/ Georgiana Laudi) | 13 nov. 2025 | 01:01:28 | |
Has your SaaS growth stalled? It’s not your funnel. It’s who you’re listening to (and who you’re not). In this week’s episode, I sat down with Georgiana Laudi, co-founder of Forget The Funnel and author of Customer-Led Growth. She’s one of the few people in SaaS who’s been shaping how founders think about marketing long before “PLG” became a buzzword. Her frameworks have guided hundreds of SaaS teams to connect the dots between customer insight, positioning, and growth — without the fluff. 🧠 What you’ll learn: 00:00: Why SaaS founders still overcomplicate growth 💡 Steal these quick wins: 1/ Talk to 10 recent customers — not all your users Focus on *recency + retention*. These people reflect today’s market reality, not last year’s. You’ll uncover what’s actually driving purchases *right now* and which problems are still worth solving. 2/ Record and review your last 5 sales calls Stop guessing your messaging. Your customers have already told you what matters — how they describe pain, what made them choose you, and which results they value. Listening back reveals the exact words that should be in your copy. 3/ Filter customer feedback — don’t treat all of it as gold. Most teams get trapped by the “vocal minority.” Learn to distinguish *who to listen to*: the ones with high retention, strong usage, and willingness to pay. This prevents you from building for noise instead of value. 4/ Run a weekly 1-hour onboarding audit. Onboarding decay is silent but deadly. Products drift as features change, and first-time experiences quietly break. A weekly walkthrough keeps everyone close to the real user journey — faster activation, fewer cancellations. 5/ Turn customer research into a system, not a side project. Insight compounds like product debt. Formalize it: recurring interviews, Slack summaries, quarterly synthesis. The teams that operationalize customer understanding outpace those who only do it “when growth slows.”
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| Iterating fast, shipping smart & what Buffer learned from building in public (w/ Amanda Marochko) | 20 oct. 2025 | 01:07:50 | |
What can SaaS founders learn from how Buffer builds, tests, and ships product ideas? Here’s what you’ll learn: Steal these quick wins 💡 Chapters 00:00 Reconnecting and Career Paths 03:26 Buffer's Strategic Shift: From Enterprise to PLG 06:26 Transforming Pricing Strategies at Buffer 09:29 Navigating Pricing Changes: Insights and Experiences 12:26 The Power of Free Plans in SaaS 15:16 Building Habits: The Role of Gamification 18:16 Iterative Development: Learning from Feedback 21:25 Building in Public: Trust and Community Engagement 24:21 Balancing MVPs and Core Functionality 27:20 The Importance of User Experience in Product Development 33:46 Understanding User Experience Through Feedback 35:14 Continuous User Research Practices 38:11 Engaging with Customers for Insights 42:19 The Importance of Customer Empathy 46:59 Balancing Fast and Slow Product Development 57:32 The Role of Transparency in Product Management | |||
| Including users in design reviews & how delight works in a cleaning biz (w/ Stephanie Pipkin) | 10 oct. 2025 | 01:10:59 | |
Ever wondered what “great design” looks like in a cleaning business? We dive into how she built a $1.4 million cleaning business that runs remotely, and how she uses taste, empathy, and intentional design to create delight for both customers and employees. Here’s what you’ll learn:
Steal these quick wins 💡
Remember: delight doesn’t require budget, just thoughtfulness.
00:00 Introduction to Serene Clean and ZenMaid 06:17 Designing with Customer Feedback 09:22 The SOS Feature Development 12:21 Insights from Design Calls 15:22 The Impact of Design on Business 18:31 Understanding Product Development and Customer Needs 21:17 The Role of Taste in Business Branding 33:38 Show, Don't Tell: The Essence of Branding 37:18 Understanding the Customer: Empathy in Business 40:41 Delighting Customers: The Unexpected Touches 49:38 The UX of Employees: Internal Customer Experience 55:35 Favorite Tools: The Role of SaaS in Business 01:05:28 Personal Touch: How Small Details Matter | |||
| How to use voice of customer & AI role playing write copy that converts (with Chris Silvestri) | 16 sept. 2025 | 01:15:34 | |
In this episode Jim Zarkadas and Chris Silvestri delve into the intersection of copywriting and design, exploring how taste, authenticity, and user experience shape effective communication. They discuss the importance of understanding the voice of the customer and how to leverage it in copywriting, as well as the role of AI in enhancing the creative process. The conversation emphasizes the need for a unique perspective in copy and the practical steps to gather and utilize customer insights for better messaging. In this conversation, Chris Silvestri and Jim Zarkadas delve into the importance of customer feedback in product positioning, the innovative use of synthetic research in B2B contexts, and common pitfalls in SaaS copywriting. They explore practical applications of synthetic research, emphasizing its potential to enhance user experience and marketing strategies. The discussion also highlights the significance of aligning messaging across teams to foster growth and effectively communicate value propositions to target audiences. Chapters 00:00 Introduction and Background | |||