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81 episodes — Page 1 of 2

START: Ian M.J. McInnis, CEO & Co-Founder, WithAI “Custom command centers for hedge funds”

Jun 24, 202619 min

START: Maanav Agrawal, CEO & Co-Founder, Memoir "Marketing campaigns from everything your team ships"

Jun 23, 20268 min

START: Reuben Torenberg, Senior Vice President, CBRE: "Q1 2026 SF Office Market Report"

Jun 22, 202616 min

START: Leo Kankkunen, Founder & CEO, DAIVIN!: “Tankless Dive Gear - Breath Autonomy at Sea, Land & Space”

Jun 20, 20269 min

START pod: Kashyab Ambarani & Rishi Mahadevan, Co-Founders, Verbiflow “The system that runs your outbound”

Jun 18, 202611 min

START: Henk Pretorius & Harry Zhang, Co-founders, Timelaps | “Brand Intelligence on Auto-Pilot”

Jun 16, 202615 min

START pod: Jameson Zaballos, Co-Founder & CEO, Napa: “Your storytelling problems, solved”

Jun 12, 202612 min

START pod: Parth Maheshwari & Chetan Manda, Co-Founders, Mochatrade | "US stock perps for Indian traders"

Jun 12, 202614 min

START pod: Nikolas Keller, CEO & Co-Founder, Walter "AI Employee for Manufacturing Operations"

Jun 10, 202617 min

START pod: Gohar Tamrazyan, CEO & Co-Founder, Pavoot - "AI Event Manager for Customer Events"

Jun 8, 202611 min

START pod: Chris Bakke, Founder with exits to X, Indeed, and Zillow

Jun 5, 202615 min

START pod: Teddy Li, Co-Founder, Prepse: “Train smarter. Sell better.”

Jun 4, 20269 min

START pod: Moody Abdul, CEO & Co-Founder, Klarify "AI Agent for Therapists"

Jun 3, 202611 min

START pod: Naman Bansal & Shreyans Jain, Cofounders, Manicule: "AI Native Developer Relations"

Jun 3, 202621 min

START pod: Nicolò Magnante, CEO & Co-Founder, Superlog "Observability that installs itself and fixes the bugs it finds"

Jun 2, 202611 min

START pod: Manav Modi, CEO & Cofounder, AgentPhone “Phone numbers for AI Agents”

Jun 1, 202612 min

START pod: Samuel Mirpuri, Co-Founder, flowscope “Their agents learn your business. Then automate it.”

May 28, 20268 min

START pod: Michael Egan, CEO & Co-Founder, CodeCanary: “Find and fix bugs from session replays with AI”

May 27, 202610 min

START pod: Jeff Liu, CEO & Co-Founder, FinalDose "Programmable DNA drug destroying all cancers, unlocking 80% of targets"

May 26, 202617 min

START pod: Payton Case, Co-Founder & CEO, Dispatch: “Satellites for Manufacturing in Space.”

May 23, 202611 min

START pod: Ansel Dias, Founder & CEO, AutoFAB: “Building a distributed 3D-printing network. Local microfactories, one platform, zero inventory”

May 21, 20263 min

START pod: Pedro Nobre, Co-Founder, Cajal: “Scaling Formal Verification for Scientific Discovery”

May 20, 20269 min

START pod: Alisa Rae, Founder & CEO, Lucent: “AI that watches every session replay to catch bugs and surface insights automatically.”

May 19, 202615 min

🎧 START pod: Ben Collins, CEO & Co-Founder, Woz: “The plugin that cuts your AI costs in half”

May 18, 202616 min

🎧 START pod: Ines Boutemadja, CEO & Co-Founder, Klaimee: "Liability insurance for AI Agents"

May 15, 202618 min

🎧 START pod: Aakash Mahalingam, CEO & Co-Founder, Canary: “AI writes your code. Canary tests it”

May 14, 20269 min

🎧 START pod: Kathryn Wu, Co-Founder, Openmart: “Openclaw for sales”

May 13, 202621 min

🎧 START pod: Arvid Gollwitzer, Co-Founder, Anto Bio: “A Foundation Model for Microbial Communities”

May 12, 202614 min

🎧 START pod: Matthew Ruiters, CTO & Co-Founder, HYBRD: "coaching agents for athletes"

May 11, 202618 min

🎧 START pod: Amit Yadav, Founder & CEO, Fern: “Real-Time AI Co-Pilot for Sales and Beyond.”

May 8, 202616 min

🎧 START pod: Ruben Harris, CEO & Co-Founder, OutRival: “Outbound AI Agents for Education, Insurance, and Travel"

May 7, 202658 min

🎧 START pod: Jack Brown, Founder, Lark: “The E2E testing layer for AI-driven development.”

May 6, 202610 min

🎧 START pod: Natalie Aresta-Katz, Cofounder & CEO, Regbase: “Tracking global laws, grants and consultations”

Apr 30, 202612 min

🎧 START pod: Adil Mania, Founder & Host, Silicon Mania: “Make Tech Fun Again”

Apr 16, 202624 min

Ep 59🎧 START pod: Liam Karlsson & William Gyltman, Co-Founders of Rankad.ai "Turn AI visibility into revenue. On autopilot."

Liam Karlsson had no clue why his SEO clients were losing traffic while rankings heldThen his 57-year-old mom asked ChatGPT for new running shoesNike answer. Bought the shoe. Was super happy. Google was never part of that customer journey...That was the seed of Rankad.aiHe pitched Co-Founder William Gyltman. They went all inTrack and grow brand visibility across ChatGPT, Perplexity, Gemini, and Copilot. Enter your domain, 30 seconds later you're in the app. AI agent optimizes your site directlyLiam Karlsson & William Gyltman, Co-Founders, Rankad.ai at The Residency Demo Day 🎙️ Fondo START pod w/ David J. Phillips (full ep in comments)00:25 “We’re helping companies earn more money in AI search” 02:34 AI search is moving fast: new models, algorithms, protocols 03:05 A new source of income beyond Google traffic 03:31 AI search is growing fast, but has not outrun Google yet 05:34 Enter your domain and get inside the app in about 30 seconds 05:52 Visibility, competitor, and company data inside one platform 06:07 AI gives optimization tasks based on scan data 06:15 The agent executes tasks on your site 09:41 SEO rankings held, but traffic still disappeared 09:47 Liam’s mom used ChatGPT to buy running shoes 10:00 “That was like the seed of Rankad”

Mar 31, 202612 min

Ep 58🎧 START pod: Matthew Chen, Founder & CEO, Laurence "Autonomous performance marketing"

Amazon sellers do not have a data problem.They have a decision problem.They already have the clicksThe conversionsThe impressionsThe keyword historyWhat they do not have is a system that knows what to do with it.So brands pay agencies $5,000 to $50,000 a month - and still lose money on adsMatthew Chen built Laurence to change that.A quantitative system for Amazon advertising.Built for continuous decision-making under profit constraints.Using existing ad copy, reinforcement learning, and custom models to run ads on autopilot.When confidence is high, it actsWhen data is sparse, it borrows signal from similar keywordsThe result: about 40% better performance for customers.Amazon is the wedge.Autonomous performance marketing is the bigger vision.🎧 START pod: Matthew Chen, Founder & CEO, Laurence "Autonomous performance marketing"00:23 What Laurence does02:12 How the company found the wedge02:47 The customer quote that changed the company03:15 The flaw in the standard Amazon ad model05:25 The move from Amazon to the wider internet06:12 How Laurence uses transformers today

Mar 27, 20267 min

Ep 57🎧 START pod: Milind Sagaram, Co-Founder & CEO, Articulate "Speeding Up Construction with AI"

Construction doesn't fail on the jobsite. It fails in the drawings. The jobsite just reveals itProject managers spend half their time scanning plans page by page for conflicts between disciplines. Plumbing through steel beams. Electrical into HVACThey still miss most of it. Millions in rework when caught in the fieldMilind Sagaram built Articulate to catch these issues before construction startsAI reads the PDFs. Finds clashes across architectural, structural, and MEP sheets. Generates draft issue reports automaticallyThe surprise: construction teams aren't resistant. They want it more than anyone expected🎙️ Milind Sagaram, Co-Founder & CEO, Articulate / Helonic.com on Fondo START pod 00:18 AI for finding drawing issues before construction starts02:24 The old workflow: manual plan review02:45 The consequence: rework and delays03:00 Small issues, massive downstream cost03:27 Copilot, not replacement04:04 Why AI belongs in construction04:39 What surprised him about selling into the industry05:59 Who Articulate sells to

Mar 27, 20266 min

Ep 56🎧 START pod: Tejas Bhakta, Founder & CEO , Morph "Subagents and tools that improve coding agents"

Agents don’t need bigger models. They need better tools.Morph trains coding subagents.Not for humans. For frontier models.Fast Apply edits at 10,000 tokens/sec. WarpGrep handles code and log search.Both keep the main model’s context cleanBecause when context gets too large, performance drops.Now Morph is pushing coding subagents even faster.One newer model runs at 33,000 tokens/sec: https://docs.morphllm.com/sdk/components/compact🎙️ Tejas Bhakta, Founder & CEO, Morph01:30 Fast Apply + WarpGrep02:26 Context fills up around 100k02:38 Keep the main model context clean03:31 “You can’t scale human attention 100x”07:28 Founders are missing how to value human attention08:30 New model at 33,000 tokens/sec10:08 Better, faster, and cheaper than the frontier

Mar 27, 202620 min

Ep 55🎧 START pod: Pamir Ehsas, CEO & Co-Founder, Arcline "AI-native legal services for startups"

Pamir Ehsas spent years as outside counsel serving startups. He saw the same problem on repeatSimple legal work took weeks. Pricing was opaque. Lawyers kept starting from scratch instead of using AISo he built Arcline. AI generates the first draft. Elite lawyers from the best firms, and schools (Harvard, Oxford etc.) do the final revisionUp to 80% of the work gone. Same-day turnaround (Try getting that from a traditional law firm) 50+ venture-backed startups already onboard when this ep was recordedMost legal AI tries to replace the lawyer. Pamir replaced the busywork02:09 “Fondo, but for legal” / AI-native legal for startups03:12 Sold AI to law firms first; then pivoted to end users04:52 Why Arcline uses experienced lawyers, not junior lawyers05:43 Faster, higher-quality work — including complex matters07:00 Big Law was slow; incentives were broken07:36 Why going direct creates the data loop to improve AI08:34 AI does the grunt work; lawyers create trust11:08 What startups actually come to Arcline for12:26 The long-term vision: legal advice at your fingertips

Mar 25, 202615 min

Ep 54🎧 START pod: Naman Ambavi, Founder & CEO, Oximy "See and control all AI activity across your enterprise"

An employee used his corporate Gemini account to generate fake receipts for reimbursementsNot because he was lying. He just didn't have the real onesThat's when the CISO realized they needed OximyAsk an enterprise how many AI tools they use. They say 10. The real number is probably 40+Most of the risk isn't malicious. People just want to get things done faster. So customer lists end up on free tools with no DPAThe first instinct is to block everything. But people bypass restrictions anywayThe real question: how do you say yes to AI without losing control?That's Oximy. A control layer for enterprise AI adoption. Track usage, manage spend, enforce governance🎙️ Naman Ambavi, Founder & CEO, Oximy on Fondo START pod00:19 — What Oximy helps enterprises understand and manage02:24 — From India to the Bay, and the thesis behind Oximy03:29 — Track adoption, cost, and risk controls03:52 — “They say they’re using not more than 10… the number goes roughly over 40”04:22 — Compliance, retraining risk, and why oversight matters05:10 — Most misuse starts with harmless intent06:23 — The gap between Silicon Valley and corporate America07:35 — How to say yes to AI without losing control10:25 — Why the pain shows up most clearly at 1,000+ employees12:59 — Why banning AI is the first instinct — and why it doesn’t last

Mar 25, 202616 min

Ep 53🎧 START pod: Raffi Isanians, Founder & CEO, Mage Legal "Automatic AI M&A Legal Diligence"

Attorneys are trained to spot issues. That’s literally what law school teaches.Show them your product, and the first thing they’ll say is: “the margin is off on this.”Every hour they spend learning software is an hour they’re not billing.Raffi Isanians knows that because he lived it.Kirkland. Gunderson. Years inside private equity and venture work.That’s why Mage Legal has a simple standard: if a lawyer opens the product with no instructions and can’t figure it out, "we’re failing"Comprehensive AI coverage across the entire data room:red and yellow flags, diligence memos, disclosure schedules, redline comparison. 1,500 documents in tens of minutes. All async.05:15 - Puts a TOS into ChatGPT 3.5, comes back 85-90% there06:20 - Every hour learning a tool is an hour not billed08:37 - The product worked, nobody wanted it09:00 - YC partner on the two-year window09:53 - AI is an F1 engine in a world of bicycles13:00 - Clients are pushing AI adoption, not the lawyers15:19 - The goal is zero behavior change17:00 - 1,500 documents, diligence memos, tens of minutes18:22 - One good associate now does the work of six30:56 - Engineers simplify, lawyers complicate33:00 - 11PM, picture of his daughter, back to work40:34 - Simple enough to use with zero instructions

Mar 24, 202643 min

Ep 52🎧 START pod: Lucas Ngoo, Co-founder & CEO, Cortex AI "The Real World Is the Next Training Ground for Embodied AI"

The internet was the training set for intelligenceNobody has built the equivalent for the physical worldPreviously, Lucas Ngoo co-founded Carousell, scaled it past $1B Now at Cortex AI he's collecting the data robotics labs need to train foundation modelsCameras, VR headsets, glasses on factory workers, retail workers, everyday people. Recording real-world manipulation work (Maybe tens of millions, even hundreds of millions of hours)Not building the robot. Not training the model. Collecting what goes in2026: scale data in a big way 2027+: start rolling robots out, 90% teleoperation, 10% autonomyWhile humans step in, the system keeps learningThat's the flywheel toward full autonomy01:38 Cortex as the data layer for general-purpose robotics02:19 Why text data doesn’t transfer cleanly to the real world02:51 Recording day-to-day human manipulation work03:23 “Tens of millions” to “hundreds of millions of hours” of data06:37 Cortex’s role: “We are really the data piece”07:28 When humanoids become part of everyday life08:00 2026 as the year data scales08:13 90% teleoperation, 10% autonomy08:37 Data flywheel toward full autonomy08:55 Synthetic data + real-world data reinforcing each other

Mar 19, 202610 min

Ep 51🎧 START pod: Gavin Brennen, Cofounder, Lance "The Future of Hospitality"

Some hotel software is still DOS-based. Sometimes pen and paper (that's why guests are waiting 45 mins to get towels)Gavin's dad has worked at Marriott for the last nine years. When he showed Gavin the old software, that was the sparkLance builds AI agents that answer calls, handle back office operations, run sales workflows & moreStarted with voice, got inside the hotels, and realized how much more they could automateWith coding agents one engineer acts like fiveBig contracts need custom solutions. Now they can deliver🎙️ Gavin Brennen, Co-Founder, Lance (YC W26) on Fondo START pod01:02 The reality of hotel software01:53 The insight that sparked the company02:01 A better way to handle guest requests02:46 Why Lance had to build desktop agents03:08 The centralized dashboard layer04:00 Why hotel problems are highly custom04:32 One engineer can now act like five05:51 “Go all in”

Mar 18, 20269 min

Ep 50Nikhil Reddy, CEO & Cofounder, Arzule "Gong for ecosystem driven growth"

Direct sales reply rates are going down. AI spam is making it worseNikhil Reddy saw the shift early: as trust matters more, partnerships become a real revenue channelProblem is most partnership teams are still running on spreadsheets. They don't know where to focus. Attribution across emails, events, and co-marketing is a messArzule uses CRM data, market signals, and ecosystem signals to help partnership teams discover and prioritize the partnerships that actually drive revenueTwo people building it. Already working with companies generating over $400M in ARRApplied late to YC's fall batch, never even got a reply. Applied again for winter, got in, and their group partner told them to pivot the next day. That became Arzule🎙️ Nikhil Reddy, Co-Founder & CEO, Arzule on the Fondo START pod01:09 What Arzule does and who it's for02:24 Direct sales is dying. Trust is taking over02:43 Pivoting mid-batch from multi-agent coordination to partnerships03:12 Why partnership teams are finally getting their moment03:54 The data layer: CRM signals, ecosystem signals, company-specific inputs04:09 Why attributing revenue to partnerships is so hard05:24 Affiliate links, rev-share, bounties, and contracts in one platform06:03 What onboarding looks like for larger customers07:02 Start analyzing everything early, even if it feels relationship-driven07:48 Tracking signals like new partnership hires and market expansion08:28 Revenue attribution as the core of predictable partnerships09:26 Applied late, got no reply, applied again, pivoted the day after getting in10:02 Move fast and pick something you want to do for 10 years

Mar 18, 202612 min

Ep 49JJ Maxwell, CEO & Founder, Pillar (trypillar.com) "Your App's Copilot"

Setting up a single trigger in Zendesk takes 30 clicksWith Pillar it takes one sentenceJJ Maxwell built an open source copilot you build into your app. Users talk to it in natural language and it drives the app for themThe problem: products can do a lot but users don't always know what's there. So they ask support. Or they churnBefore Pillar, JJ built a creator ad marketplace with about 40,000 creators. Then spent two years on another product through YC W24. About $30M on the platform, real users, decent growth. Pivoted anyway. As soon as he lost belief it was gonna work, he ripped the bandaid offWeb MCP is already rolling out. Companies trying to stop agents from taking actions are fighting a losing battle🎙️ JJ Maxwell, Founder & CEO of Pillar (trypillar.com) on the Fondo START pod01:56 What Pillar is: a copilot that’s easy to build into your app02:19 Why users ask support or churn when product complexity hides value03:05 “30 clicks” in Zendesk becomes a sentence03:39 Why AI can do this now: models are better at reasoning and chaining actions04:19 What implementation looks like: wrap existing frontend code and tool calls05:25 Why teams can often get Pillar working in about a day06:09 The Double journey, real traction, and the decision to pivot11:00 Web MCP and why agent-ready software is coming12:23 Why companies may not be able to stop agents from taking actions forever

Mar 17, 202616 min

Ep 36Julian Weisser | The Solo Flippening: How 1-in-3 Startups Broke the Co-Founder Myth

The script has been the same for decades: find a co-founderInvestors demanded it. Accelerators screened for it. The narrative became so entrenched that founders started pairing up out of obligation, not alignment.Julian Weisser, founder of SOLO and ODF, has a name for this phenomenon: co-founders of convenienceAnd he's proving they're not just unnecessary-they're often the reason companies fail.This week, Julian released 'The State of Solo Founding' report: "Today, solo founding is considered odd. Soon it will be the default. This report features exclusive Carta data alongside commentary from solo founders who have raised over $250M and the investors who backed them."The comprehensive tracks solo founder rates across thousands of startups, the headline finding is historic: for the first time, over one-third of new startups are solo-founded (That's 36% in 2025, up from under 25% in 2019)👉 Download the report here: https://solofounders.com/report👉 Apply to the Solo Founders Program today. A three-month, in-person residency for 6 ambitious solo founders. Next cohort starts Jan. 23, 2026: solofounders.com/program(00:44) Why the report matters now(02:17) The data: 24% → 36%, first year over 1-in-3(04:32) 3 forces: AI, visible wins, collapsing narrative(06:00) Investor POV(07:30) Org design insight: cutting the middle layer(09:47) Download report: http://solofounders.com/report(11:01) ODF26: half the cohort flipped to solo(12:33) Inside SOLO(14:30) Why coworking doesn't work for startups(16:37) Outcomes: $1M ARR in 2 months & more(17:19) Follow @solofounding & @joinodfWhere to find Julian Weisser:‍X: https://x.com/julianweisserLinkedIn: https://www.linkedin.com/in/julianweisserWebsite: https://weisser.io‍Where to find SOLO: ‍X: https://x.com/solofoundingLinkedIn: https://www.linkedin.com/company/solo-foundersWebsite: https://solofounders.comWhere to find ODF:‍X: https://x.com/joinodfLinkedIn: https://www.linkedin.com/company/solo-foundersWebsite: https://joinodf.com‍Newsletters: ‍Texts with Founders: https://textswithfounders.comMultitudes: https://multitudes.weisser.io‍Where to find David Phillips:X: https://x.com/davjLinkedIn: linkedin.com/in/davjphillips‍Brought to you by:‍ Fondo — All-in-one accounting for startups @ fondo.com

Dec 20, 202518 min

Ep 35Nate Matherson | Set It, Forget It—Scaling to 2,000+ Customers at Numeral

Nate Matherson has spent 10+ years as a founder. He's built companies and even exited. After that first exit, he started angel investing in dozens of companies, then launched a fund.Numeral was one of his early bets. He sent Numeral's CEO Sam an email. By the end of the day, he was working there as Head of Growth. Now he's helping scale the YC-backed sales tax platform serving over 2,000 customers.Nate's seen what happens when founders don't think about sales tax. "They actually found out that they owed about a half million dollars in sales tax… the buyer subtracted that off what would have gone to the founders."When Nate was a founder, he'd log into Stripe and that sales tax dashboard was lit up like a Christmas tree. Numeral does free nexus studies and monitoring — takes five minutes to set up, plugs into Stripe and Rippling, then runs itself.They launched their SaaS product recently, and their whole concept is set it and forget it. They actually love it when customers don't log in. Some of Nate's new learnings? "When I was a founder, I was always pretty good at marketing. I was just marketing not-so-great products, which made marketing a lot harder." At Numeral, with the right product at the right time, everything clicked.And he knows: great products make marketing easy. Timing makes it effortless.‍Key Topics Covered[00:10] $500K sales tax bill found during due diligence[01:10] What is nexus and how it triggers[01:51] From founder to angel to fund manager to operator[04:02] 10+ years building, angel investments, vc fund[05:27] Numeral: e-commerce to SaaS journey[08:12] States that tax SaaS + global VAT complexity[08:40] "Set it and forget it"[10:37] Free nexus study + monitoring in 5 minutes[11:24] What's working in growth [13:28] Great products make marketing easy, timing makes it effortless[14:25] Nate's investing rule per batchFollow Nate Matherson:X: @NateMathersonLinkedIn: linkedin.com/in/natematherson‍Follow Numeral:X: @numeralYouTube: youtube.com/@numeraltaxWebsite: numeral.comLinkedIn: linkedin.com/company/numeralhq‍‍FollowDavid Phillips:‍X: https://x.com/davj‍LinkedIn: https://www.linkedin.com/in/davjphillips‍Brought to you by: Fondo — All-in-one accounting for startups: fondo.com

Dec 19, 202515 min

Ep 34🎧 Startup Growth Podcast, Ep. 32 Jayden Clark | Moments to Flywheels: Founders Engineering Repeatable Reach

Jayden Clark didn’t abandon music. He re-scored it for distribution. After music school, a hedge fund tour, and a B2B SaaS sprint, he launched MOTS—short, sharp episodes designed to be both of the moment and built to last a quarter. His north star isn’t “go viral.” It’s “be clear.”The insight is disarmingly pragmatic: structure is not the enemy of creativity—it’s the amplifier. Lists compress cognition. A beginning–build–end gives every clip a runway and a landing. When a five-replies-deep roast on X unexpectedly detonated, MOTS podcast already had the scaffolding to catch the surge. That’s the signature move: follow a consistent weekly cadence, then publish “emergency episodes” when the culture pops. The result is a feed that feels alive without feeling random.‍Key Topics CoveredCareer path: SF Conservatory → hedge fund → B2B SaaS → MOTS + Atlas Media LabsJazz formulas = content formulas: two-five-one progressions, building blocks, beginning-middle-endWhy lists work: digestibility, structure, pattern-matching"Neither timely nor timeless": weekly SF tech culture + emergency current-thing episodesEmergency episode #1: Brian Chesky's bench press The viral ratio: Meta Ray-Bans clip → five-tweets-deep → Theo's reply → Seth's "roast" GIF"16 hours of screen time": the competitive advantageDistribution strategy across Twitter, YouTube, Apple, Spotify‍Timestamps:00:20) "neither timely nor timeless"(00:51) Keeping the music alive(02:10) SF Music → hedge fund → SaaS → pod(03:20) Jazz improvisation: a content strategy(03:42) Building blocks & two-five-one progressions(04:35) How to make content easily digestible(04:53) The @theo ratio backstory(06:46) @sethsetse viral quote-tweet(07:17) Emergency pods vs. weekly episodes(07:22) Emergency Pod #1: @bchesky's bench press(09:42) Where to find @mots_pod‍Where to find Jayden Clark:X: @creatine_cycleLinkedIn: linkedin.com/in/jayden-clark-75991a1aa‍Where to find MOTS Podcast:X: @mots_podYouTube: @motspodLinkedIn: linkedin.com/company/mots-podWhere to find Atlas Media Labs:Website: atlasmedialabs.com‍Where to find David Phillips:‍X: https://x.com/davj‍LinkedIn: https://www.linkedin.com/in/davjphillips‍Brought to you by: Fondo — All-in-one accounting for startups: fondo.com

Dec 18, 202510 min

Ep 33Sky Yang & Neo Lee | Content-Market Fit > Product-Market Fit: Why B2B Founders Are Getting Cloned

Sky Yang (CEO) & Neo Lee (CTO) are Co-founders of Imagine AI, an AI-powered content engine that clones B2B founders—replicating their voice, context, and backstory to create scalable personal brands. Before Imagine AI, Sky was elected student body president at UCSD by 32,000 students at age 19, then secured $150 million in state funding for university housing through coalition-building and advocacy in DC, Sacramento and at the UC Board of Regents. He co-founded "Break the Outbreak," a nonprofit that delivered PPE across 18 states and 53 cities during COVID, earning commendations from Senator Dianne Feinstein and Congressman Eric Swalwell. Neo transferred from UCSD to Berkeley, then dropped out to build. He met Sky freshman year at a beach event—asking "Are you Skygodkingdom?"—before they went skydiving together and Neo cut Sky's hair in the woods after COVID.Their catalyst was realizing founders were building in public on X but deals were happening on LinkedIn. After meeting advisor Gustaf, they pivoted distribution strategy to focus on where B2B founders actually live and transact. Sky calls this "content-market fit"—a state where your content hits your target customer every single time, creating scalable, repeatable inbound motion. They were fully booked from their first week post-YC launch, landing Series B customers. One founder messaged urgently, jumped on a 15-minute call, and paid on Stripe immediately. They recruited over Halloween weekend instead of partying. They hosted a yacht party with $10 billion in collective GDP (320 capacity, 750+ on waitlist). Neo's philosophy: "The product is just amplifying what we already are. Just be authentic." Sky's vision references Westworld: "Your agents will interact with each other instead of humans."Key Topics Covered:· What Imagine AI is: a chat-first AI clone with high-fidelity persona creation, subject matter expert interviews, and content engineering to hit content-market fit· From X to LinkedIn: pivoting distribution to where B2B deals actually happen; Gustaf's advice on market selection· Sky's origin arc: Chengdu → LA → Bay Area → UCSD student body president → $150M state funding advocacy → Break the Outbreak nonprofit· Neo's journey: UCSD → Berkeley dropout → "Skygodkingdom" beach encounter → haircut in the woods → building startups pre-Imagine AI· Content-market fit framework: when your content hits your customer every single time—scalable, repeatable motion with high-intent top-of-funnel inbound· Week-one hypergrowth: fully booked post-YC launch, Series B customers, 15-minute Stripe close during conference, recruiting over Halloween· Authenticity over algorithm: amplification not fabrication; the product shapes around you, not the other way around· Building clones that replicate voice, context, backstory, heuristics, and cognition· The $10B GDPyacht party: 320 founders, 3 DJs, 750 waitlist—building community as cultural moment· The 'Westworld' thesis: AI agents interacting on your behalf· Building in public as 2025 narrative: why founders do great work but nobody knows; solving discovery through personal brand at scale· Design philosophy: one infinite content motion thread vs. scattered posts; AI handles artifacts, humans make strategic decisions‍Chapters:‍01:21 - The origin story: "Are you Skygodkingdom?"02:00 - Neo cuts Sky's hair in the woods02:36 - Sky's journey: Youngest student body president at UCSD04:20 - Securing $150M in state funding for student housing06:28 - The nonprofit during COVID06:40 - How Imagine AI started: solving their own problem07:15 - Launching on YC and getting booked solid08:00 - Using their own product for personal branding09:08 - What is "content-market fit"?10:08 - The future: AI clones11:09 - The $10 billion GDP yacht party in SF12:11 - Where to find Sky, Neo, and Imagine AIWhere to find Sky Yang:‍LinkedIn: https://www.linkedin.com/in/skyyang‍X: https://x.com/skygodkingdom‍Where to find Neo Lee:‍LinkedIn: https://www.linkedin.com/in/neo-lky‍X: https://x.com/neo_lky‍Where to find Imagine AI:‍Website: https://www.imagineai.me‍X: https://x.com/imagineagi‍LinkedIn: https://www.linkedin.com/company/ai-imagine‍Where to find David Phillips:‍X: https://x.com/davj‍LinkedIn: https://www.linkedin.com/in/davjphillips‍Brought to you by:Fondo — All-in-one accounting for startups: fondo.com

Dec 16, 202512 min

Ep 32Rebecca Medina & Jeff Phillips | How Talent Cheetah Cut PM Hiring from 90 Days to 5 Minutes with Transparent Pricing

Rebecca Medina and Jeff Phillips built an AI-powered talent marketplace that's disrupting recruitment with transparent pricing, direct negotiation, and same-day PM hires for SMBs.Rebecca Medina had the network. She had decades of Big Tech experience. She had the credibility. But when she needed project management help on a client engagement as an independent consultant, none of it mattered."Even with my network of project managers, I couldn't find the right person fast enough," Rebecca recalls. "And it created a big problem for the company because we weren't able to scale as quickly as we wanted."That pain point became Talent Cheetah.Five years later, Rebecca and her co-founder Jeff Phillips have built an AI-powered talent marketplace connecting pre-vetted project managers with SMBs. They've scaled to 300 PMs across 34 US states. They've even partnered with the Project Management Institute. But the metric that matters most: the Bureau of Labor Statistics says it takes 90 days to hire a technical project manager. Talent Cheetah does it in minutes—with same-day hiring possible.In this episode, Medina and Phillips break down the recruitment model that turns recruiting on its head: transparent pricing that exposes hidden markups, lower take rates than traditional agencies, direct PM-to-company negotiation, and real-time hiring through AI matching.Their core unlocks: many traditional staffing firms charge companies a significantly higher rate than what PMs actually earn—often without disclosing the difference to either side; cultural fit matters just as much as credentials (project management exists on a broad spectrum — the skills needed vary widely across industries, company sizes, and stages of growth.); and past execution remains the strongest predictor of future performance. Their 25-point vetting process includes one pivotal test: candidates must be able to produce legitimate professional references—if you can't find even one after years in the field, you're not ready for the platform.‍In this conversation, they reveal just how much AI is automating routine PM artifacts (like meeting notes, risk logs, and timelines) while increasing the premium on leadership and communication; how their intentional U.S.-based strategy competes on quality and transparency in an industry racing to the bottom on cost; and how Talent Cheetah is opening doors for underrepresented groups in project management; why fractional engagements (such as part-time PM support for short durations) are suddenly viable when traditional agencies can't deliver them well.Key Topics CoveredThe pain point origin: Rebecca's consulting crisis when her network couldn't deliver PM talent fast enoughThe 90-day problem: Bureau of Labor Statistics average vs. Talent Cheetah's minutes-to-same-day matchingExposing the hidden markup: traditional agencies bill $x/hour, pay PMs $x/hour, keep $x secret from both partiesNo posting fees: free to post unlimited jobs (vs. ZipRecruiter/Indeed/LinkedIn pay-per-post), no sign-up fees for PMsThe 25-point vetting process: professional references, credential validation, and candidates who wait yearsThe reference test: some applicants can't find anyone to vouch for them after 12-24 monthsFour-year minimum: experience requirement (not just title) focused on herding cats and managing projectsUS-based strategy: competing on quality, transparency, and credential familiarity instead of global price competitionPMP vs. experience: why certification proves framework knowledge but not execution capabilityDirect negotiation: PMs and companies set rates transparently, eliminating hidden recruiter markupsAI-powered matching: real-time algorithm surfaces top 3 PMs, with 297 more to browseCultural fit dynamics: startup PMs vs. Big Tech PMs require different personalitiesExpanding beyond PMs: network architects, developers, product managers using same vetting frameworkPMI partnership: hiring bonanzas and visibility programs in San FranciscoWhite glove service: helping first-time contractors negotiate rates and structure engagementsAI's impact on PMing: automating artifacts while amplifying leadership and communication needsFractional engagements: 10-hour/week arrangements that traditional agencies can't serveTransparent pricing model: complete visibility vs. hidden markups, lower take rates than Robert Half/Adecco/Tech SystemsChapters:(01:55) Origin story: Talent Cheetah(03:16) What makes Talent Cheetah different: Speed as the #1 differentiator, same-day hiring possible(04:05) US-based strategy: competing on quality and credential familiarity(06:08) Supporting underrepresented groups: veterans (logistics → PM transitions) and women in tech(07:33) Serving both sides: job search help for PMs, FAANG-quality talent for clients(08:43) White glove service: flexible involvement based on needs, negotiation help included(09:16) How it works: 30-second account creation, under-5-minute posting, real-time AI matching(10:15) Platform scale: 300 PM

Dec 11, 202532 min