Every founder has 1 goal: find product-market fit. We interview the world's most successful startup founders on the 0 to 1 part of their journeys. We've had the founders of Reddit, Gusto, Rappi, Glean, Cohere, Huntress, ID.me and many more. We go deep with entrepreneurs & VCs to provide detailed examples you can steal. Our goal is to understand product-market fit better than anyone on the planet. Rated one of the world's top startup podcasts.
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How I Raised It - The podcast where we interview startup founders who raised capital.
Foundersuite.com - software for raising capital
Produced by Foundersuite.com, makers of the leading software stack for raising capital: Investor CRM + VC/Angel database + Pitch Deck Hosting + Investor Update tools. Used by startups to raise > $2.5 Billion.
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He lost 90% of his users overnight—then grew his consumer app to $10M ARR. | Koen Droste, Founder of Polarsteps
46:30
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46:30He turned a personal travel tracker into an app with 10 million users and $10 million in revenue, with almost no funding. He reveals how ignoring conventional startup advice—like launching early, chasing revenue, or partnering for growth—was key to their viral success. He realized everything growth was about word-of-mouth. So the key to success was…
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He launched a “side-project”— now it’s used by 10% of all restaurants. | Jordan Boesch, Founder of 7Shifts
40:20
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40:20Jordan Boesch started 7shifts as a teenager helping his dad manage restaurant shifts. Today, his software runs scheduling for 50,000 restaurants. This episode dives into how Jordan bootstrapped early growth, why relentless focus on solving real customer pain mattered more than funding, and how tight partnerships supercharged his expansion. Jordan a…
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Ep. 299 How I Raised It with Jed Ng of AngelSchool.vc
43:53
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43:53Produced by Foundersuite (for startups: www.foundersuite.com) and Fundingstack (for VCs: www.fundingstack.com), "How I Raised It" goes behind the scenes with startup founders and investors who have raised capital.This episode is with with Jed Ng of AngelSchool.vc, an accelerator and training platform for aspiring angel investors. In this episode, w…
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1st-time founder grows AI headshot app from $0 to $10M ARR in 2 years—with no funding. | Wesley Tian, Founder of Aragon
53:26
53:26
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53:26Wesley turned a simple AI headshot generator into a $10M ARR, profitable company—in just two years. He was fired from his job, broke in San Francisco, and, after getting rejected by 30 VCs, down to his last few thousand bucks. But Wesley saw a moment: generative AI was taking off, and no one was tackling AI headshots. Fast-forward two years, and he…
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He raised $30M & failed. Then raised $0 & grew to $550M in revenue. Here's what he learned. | Mike Salguero, Founder of Butcherbox
54:56
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54:56Mike first raised $30M for a marketplace that never truly had product-market fit. Then he bet only $10K on ButcherBox. A few years later, he's doing $550M in revenue and he's profitable. The difference is in his first startup he was just catering to investors— in his second one only to customers. If you’re an early founder chasing growth, listen to…
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He invested in 30 early-stage startups. Here's what he looks for in the founders he backs. | Gopi Rangan, Founder of Sure Ventures
35:57
35:57
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35:57Gopi Rangan has invested in 29 early-stage startups from scratch. He shares a simple but powerful approach to picking the right VCs, structuring your pitch (long-term vision + short-term plan + fuzzy mid-term path), and proving you are the sort of founder every pre-seed investor craves. If you’re raising a pre-seed or seed, Gopi’s tips will make yo…
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He raised $300M to prevent heart attacks. Here's how he got his health tech startup off the ground. | Dr. Min, Founder of Cleerly
43:22
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43:22Cardiologist Jim Min watched too many 50-year-olds die with no heart-attack warning. He co-founded Cleerly to automate detailed coronary scans—no invasive procedures, no endless manual work. Yet healthcare’s glacial pace, payers, and federal approvals all stand in his way. Hear how he’s testing AI across thousands of patients, fighting for universa…
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He grew to $25M in ARR and $14M in annual profits—with no funding & no dilution. | Adam Robinson, Founder of Retention.com
52:10
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52:10Adam Robinson once struggled with a stagnant email SaaS stuck at $3M ARR, but he kept experimenting until he found how to solve a problem no one else was tackling—and everything changed. Suddenly, buyers were begging for his identity-based marketing tool—so he spun out Retention.com and grew it to $14M+ in annual profit with no outside funding. In …
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He took a 97% downround—then grew to $400M ARR & a $575M valuation in 2 years. | Dan Park, CEO of Clutch
45:22
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45:22Dan Park joined Clutch when it was selling 20 cars a month. Then he grew it from $20M in 2019 to $200M in sales by 2022. He was one of Canada's fastest growing companies. Just as he was going to close a $100M round, the macro changed completely. Suddenly, he was left with only six weeks of cash. He was forced to go through a 97% down round at a $15…
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He bootstrapped to $4M ARR in 2 years. Here's his LinkedIn playbook you can't ignore. | Noah Greenberg, Founder of Stacker
47:34
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47:34Noah Greenberg grew a content-distribution product from zero to $1M ARR in just one year (and to $4M in 2 years) by focusing on a single channel most founders underrate: LinkedIn. He posted insights daily, highlighted key players in his industry, and made it impossible for prospects not to notice him. In this episode, Noah reveals the exact step-by…
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He invested in 684 AI startups—& realized that quitters always win. | Jack Kuveke, Founder turned VC at Jabroni Capital
38:44
38:44
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38:44We break down the real startup playbook: fake users, fake traction, real secondaries. From starting a company with zero customers, to raising millions and launching a VC fund that's built to lose money, Jack shares the blueprint for getting rich (without working hard). Forget chasing product-market fit. Start chasing growth, money, and, most of all…
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The secrets to mastering product-led growth. | Wes Bush, Author of the #1 Bestselling Book on Product-Led Growth
40:58
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40:58Wes Bush wrote the original bestseller on Product-Led Growth—and then watched everyone try to copy Dropbox and Slack without truly getting it. Now, he’s here to break down exactly what goes wrong when early-stage founders jump into PLG, how to spot your product’s “million-dollar free problem,” and how to fix the three biggest onboarding gaps that s…
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Ep. 298 How I Raised It with Noah Helman of Industrial Microbes
48:49
48:49
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48:49Produced by Foundersuite (for startups: www.foundersuite.com) and Fundingstack (for VCs: www.fundingstack.com), "How I Raised It" goes behind the scenes with startup founders and investors who have raised capital.This episode is with with Noah Helman of Industrial Microbes, a startup using programmable microbes to turn renewable feedstocks like eth…
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He sold SkipTheDishes for $200M—then grew Neo Financial to a $1B valuation. | Jeff Adamson, Co-Founder of NeoFinancial & SkipTheDishes
1:01:06
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1:01:06Jeff Adamson co-founded SkipTheDishes, scaled it to 80% market share, and sold it for $200M—all before Uber Eats and DoorDash even got serious about Canada. He started with zero tech experience, got doors slammed in his face by restaurant owners, and had to personally place orders just to keep early partners engaged. Then, when Uber Eats launched i…
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How to tell if you have true product-market fit—& what to do if you don't. | Matt Watson, Host of Product Driven
27:31
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27:31One of the most common questions I get is 'How do I know if I have product market fit?" Especially when you're in that gray zone where things are kind of working but they're not really taking off yet, how do you know if you have product-market fit or not? That's exactly what we dive into here. Why you should listen: Why demo to close is an excellen…
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Ep. 297 How I Raised It with Arto Yeritsyan of Podcastle
6:06
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6:06Produced by Foundersuite (for startups: www.foundersuite.com) and Fundingstack (for VCs: www.fundingstack.com), "How I Raised It" goes behind the scenes with startup founders and investors who have raised capital.This episode is with with Arto Yeritsyan of Podcastle.ai, a startup using AI to help podcasters create professional-quality audio & video…
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He got rejected by 40 VCs & had 6 months of runway—2 years later, he raised $100M from a16z. | Edo Liberty, Founder of Pinecone
1:02:14
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1:02:14Edo Liberty left a high-paying job at AWS—where he was building AI at the highest level—to start Pinecone, a company no one understood. He pitched 40+ VCs, got rejected by every single one, and nearly ran out of money. Then, he flipped the pitch, raised $10M, and built one of the most important infrastructure companies in AI. Then ChatGPT dropped. …
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Post-YC, he split with his co-founder—then grew profitably to $2M ARR with just 5 people. | Jon Yoo, Founder of Suger
46:46
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46:46Jon Yoo’s startup wasn’t working. He pivoted mid-YC, spent five brutal weeks without signing a single customer, and then—right after raising his seed round—his co-founder left. Most startups die right there. Instead, Jon figured out how to land massive customers like FiveTran and Snowflake. He grew from $500K to $2M ARR in 6 months. Why you should …
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From mushroom-picking in Belarus to $200M/year. How he built Flo Health into a $1B health app. | Dmitry Gurski, Founder of Flo Health
1:13:34
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1:13:34This is one of the wildest founder journeys you’ll ever hear. Dmitry Gurski went from growing potatoes and picking mushrooms on a farm in Belarus to building Flo—a billion-dollar company with 75M monthly users that dominates the health and fitness category worldwide. He started Flo in a market already controlled by PayPal co-founder Max Levchin’s s…
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He started Groupon for SMBs, grew to $36M ARR—then exited for $170M. | Saurav Chopra, Founder of Perkbox
53:00
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53:00Saurav started a Groupon-like offering for SMBs in 2011. He quickly learned it wasn't going to work. He and his team pivoted and started driving leads to suppliers using Facebook ads. It worked and they generated revenue—but they were becoming a digital advertising agency. It wasn't at all what they wanted to build. So they pivoted again. They used…
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It took him 7 years to hit $1M ARR—now his $1B public company does $1M every day. | Noah Glass, Founder of Olo
1:10:28
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1:10:28In 2005 most people didn't even have cellphones yet. Those who did used flip phones. That's when Noah started Olo, a webapp to let people pre-order coffee from nearby shops. Users had to login on web, add a credit card, create pre-made orders and then send a text to a preset number when they wanted to pre-order. It was way, way ahead of its time. N…
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He interviewed users, built a waitlist & raised $1.1M—but it still didn't work. | Frankie Le Nguyen, Founder of Staging Labs
38:58
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38:58Frankie lost $10K in a crypto transaction—so he started Staging Labs to find a way to help others prevent crypto scams. He was head of an incubator called Entrepreneurship First and had seen dozens and dozens of founders build startups. He knew exactly what to do—and he did everything right. He found a co-founder, built an MVP, did customer discove…
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He got rejected by 50 VCs & had 4 months of runway—3 years later, he's at $150M ARR & profitable. | Hussein Fazal, Co-Founder of Super.com
1:02:07
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1:02:07Hussein's travel startup was doing $10s of millions when COVID hit. His revenue didn't just go to zero, it went negative. There were more customers asking for refunds than new sales. He was 4 months from running out of money. He ended up making a complete pivot, he changed the company's name from SnapTravel to Super.com. He went from travel to fint…
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Amplitude is now a $1.5B public company. Here's how they beat competitors with a 10x cheaper product. | Jeffrey Wang, Co-Founder of Amplitude
57:20
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57:20When Amplitude launched Mixpanel was the big game in town. They were first to market, had raised more money, and had a well-known brand. VCs passed on Amplitude because it seemed like just another Mixpanel. Today, Amplitude is a $1.5B public company—they're about 2x bigger than Mixpanel. Mixpanel's marketing spend helped educate the market. But bef…
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This 1st time founder raised a $38M Series A—after taking over 2 years to launch. | Chris Ellis, Founder of Thatch
55:54
55:54
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55:54This first time founder just raised a $38 million Series A. The crazy part is that for all of 2021, 2022, 2023, he had almost no revenue. He spent all that time building and pivoting. Finally he launched in 2024—and it blew up. I saw his LinkedIn post and his revenue chart doesn't look like a hockey stick... it looks like straight a vertical line. …
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Why new Carta data shows bridge rounds might be worse than you think. | Peter Walker, Head of Insights at Carta
31:17
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31:17Carta just released their report for Q4 2024. Peter is Head of Insights at Carta, and the person who owns their data practice. We sit down to talk about the largest trends he saw across fundraising, industries, graduation rates and even hiring practices. Carta data shows that graduation rates from Seed to A are much lower for companies that have ra…
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He exited for $335M—& felt "emptiness". So he quit, gave up millions in earnout, & grew to $1M ARR in 6 months. | Alon Arvatz, Founder of IntSights & PointFive
51:43
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51:43Alon was a hacker for the Israeli Defence Forces' cyber department. There he saw the most advanced methods used in cyber warfare. So when he left, he started IntSights-- a company that helped enterprises defend themselves from cyber attacks. He was a first-time founder who didn't even know the word 'unicorn'. He made all the mistakes you could make…
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He raised $20M, hit $3.5M in revenue—& failed. Here are the top 3 lessons he learned. | Ned Phillips, Founder of Bambu
1:01:11
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1:01:11Ned had a chance to run Robinhood Asia but he turned it down. Instead, he launched a competitive product. He decided to go B2B and sell to banks and other financial institutions. He locked down a $400K revenue sale before writing a line of code. It seemed easy at first. Overtime, he grew to $3.5M in revenue, billions in assets under management and …
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He exited for hundreds of millions—then invested in 20+ founders. Here's what he looks for. | Jason Van Gaal, Founder of ROOT
48:02
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48:02Jason built a data center company in the 2013. When he exited in 2019, it was the third-largest exit in Canada that year. He'd sold his previous startup and invested 100% of his capital into ROOT. He grew to 10s of millions and exited for 100s of millions. Now he's invested in over 20 angel-stage startups. He shares the story of ROOT and what he lo…
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1st time founder completely pivots after YC—then grows 30x in a year to $2.2M ARR. | Pablo Palafox, Founder of HappyRobot
56:37
56:37
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56:37Pablo is the first guest that has the same name as me-- so you KNOW this episode will be great. Pablo hustled for months just to get to $70K in ARR. He got rejected from YC, re-applied, and finally got in. But after months in YC, he realized his first product was not going to work. He had some traction, but not nearly enough customer pull. So he sh…
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Ep. 296 How I Raised It with Pablo Srugo of Mistral.vc
53:53
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53:53Produced by Foundersuite (for startups: www.foundersuite.com) and Fundingstack (for VCs: www.fundingstack.com), "How I Raised It" goes behind the scenes with startup founders and investors who have raised capital.This episode is with with Pablo Srugo of Mistral.vc, a seed stage venture capital firm based in Toronto that invests in early stage start…
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He exited for $200M— then bootstrapped his next startup to $100M in revenue. | Alex Hawkinson, Founder of BrightAI
43:19
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43:19Alex sold his last IoT startup for over $200M to Samsung. He felt the needed to build something much bigger, so he started BrightAI. The goal was to use AI and IoT to solve big problems for enterprises. A few years later, he bootstrapped to $100M in revenue across just 7 customers. Last quarter, he raised $15M in venture funding. He shares how he c…
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The early-stage fundraising playbook—here's how to raise your first few rounds. | Nathan Beckord, Host of How I Raised It
29:24
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29:24Nathan has interviewed 100s of founders on how they raised their first few rounds. In this interview, we go through some of the most compelling stories he's heard. We go through step-by-step what you should do to raise a round, how to get meetings, how to tell stories, and every other piece of the fundraising puzzle. If you're planning to raise a r…
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Ep. 295 How I Raised It with Jorian Hoover - Fundraising Prep 101
1:04:23
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1:04:23Produced by Foundersuite (for startups: www.foundersuite.com) and Fundingstack (for VCs: www.fundingstack.com), "How I Raised It" goes behind the scenes with startup founders and investors who have raised capital.This episode is with with Jorian Hoover, a startup fundraising consultant based in London. In this episode, we go deep into "Fundraising …
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Ep. 294 How I Raised It with Joe Ruscio of VC firm Heavybit
37:12
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37:12Produced by Foundersuite (for startups: www.foundersuite.com) and Fundingstack (for VCs: www.fundingstack.com), "How I Raised It" goes behind the scenes with startup founders and investors who have raised capital.This episode is with with Joe Ruscio of Heavybit, a venture capital fund that invests in developer-first startups (many of their portfoli…
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He lost his only 2 customers & was ready to quit—then he grew to $1.5M ARR in a year. | Josh Domingues, Founder of Flashfood
50:00
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50:00A few years into building Flashfood, Josh was $35K in debt with no money in his account. Just a few months earlier, he'd lost both the pilot customers he'd worked so hard to lock in. He'd worked for months to land them and had delivered what he promised. But both retailers told him the problem he was solving was not important enough. And then, he m…
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He raised $250K, had thousands of users, but failed— because he didn't pivot fast enough. | Darius Vaillancourt, Founder of Howdy
27:50
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27:50Darius started an EdTech startup to help users of online courses collaborate with each other. It blew up during COVID when everyone felt isolated. It gained thousands of users. They were engaged. They came back to use the platform. And, most importantly, they dramatically improved completion rates for online courses. Darius thought he had it. But i…
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Stripe bought his startup for $1.1B—just 2.5 years after he quit his job. | Zach Abrams, Co-Founder of Bridge
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55:25Zach was burned out after a decade of working at top roles in Coinbase, Square and Brex. He quit with no startup idea-- and then, he went right back in. Given their background, Zach and his co-founder quickly raised an $8M seed round to build an NFT-related product in Web3. One month later, they completely abandoned their idea. They realized it was…
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The 5 Steps to Product-Market Fit w/ Chris Saad, ex-Head of Product at Uber, Host of The Startup Podcast
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51:03We took examples from the last 100 episodes and built a clear, 5 step path to finding product market fit: 1.Before Startup Mode, There’s Research Mode —> Become an expert to find problems worth solving. 2.Only the Insanely Focused Survive —> Focus all your resources to do more with less. 3.You have to be in the market to win the market —> Use niche…
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How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reeves, Founder of Gusto
56:33
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56:33Gusto is a $9.5B startup that does $500M ARR. Josh built an absolute monster of a company-- and it all started with payroll software for SMBs. Not just that, he started by servicing only new tech startups that were based in California. It was exceptionally niche, and it worked. After YC, he raised a $6M seed round from tier 1 angels, back when larg…
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The top 5 early-stage startup lessons for 2025
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12:02We go through the top 5 product-market fit lessons I've learned from speaking to well over 100+ founders on this show over the last 3 years. These are the top 5 things you should keep top of mind going into 2025. Why you should listen: Small teams outperform larger ones in early stages. Paying employees well is needed to build A+ teams. Go all-in o…
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He raised $1.3M, hit $100K ARR—but failed. Here's the lesson every founder needs to hear. | Tolga Ermis, Founder of PromiseQ
30:24
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30:24Tolga stumbled upon a problem in the security monitoring space. Motion cameras generated way too many false alerts. So he decided to solve it using AI. He raised over a million dollars and got several customers. But he always felt he was pushing a boulder up a hill. At one point, one of his large customers churned and went with a competitor. Tolga …
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24 ways to get your first customers—based on real examples from the last 100 episodes.
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24:10There are a few things harder when building startups than getting your first few customers. When you're on a standstill, getting momentum is incredibly hard. Going from zero to one takes an incredible amount of effort—you have absolutely no credibility, no proof points. So to help you out I went through 24 ways of getting your first customers using…
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He bet on voice AI when no one else did. Now he has $1M+ customers & $100M raised. | Ankit Jain, Founder of Infinitus
39:44
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39:44Ankit left his job as a VC to launch a Voice AI platform—back in 2018! It wasn't the voice AI of today. The first demo sounded like a robot. But still, he convinced large enterprise customers in the healthcare space to try it out. He found a highly manual, call intensive workflow in the back office and autoamted it using AI. Years later, he's raise…
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