Stay ConnectedEvery 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.
Copyright: © 2024 A Product Market Fit Show | Startups & Founders
Frankie 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 discovery, checked willingness to pay—but he still failed.
The world changed when crypto crashed in late 2022. The people who were originally interseted in paying for crypto insurance nolonger were. And by the time Frankie realized it, it was too late.
Here's how it happened—and how he was able to sell his startup even though the product wasn't working out.
Why you should listen:
Keywords
entrepreneurship, startups, crypto scams, fundraising, product launch, market timing, personal experience, validation, community building, business challenges, willingness to pay, user experience, scams, customer alignment, market cycles, acquisition, strategic partnerships, investor relations, startup lessons
Timestamps:
(00:00:00) Intro
(00:02:25) The Idea & The Origin of Staging Labs
(00:08:07) Next Steps & Pre-Seed Fundraising
(00:13:27) Why you should never depend on partnerships
(00:18:28) How to create urgency
(00:24:55) Pivoting
(00:28:43) Trying to sell the business
(00:35:55) Biggest Lessons Learned
Hussein'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 fintech and launched a banking card. It seems like a strange pivot —but through deep research he'd realized what his customers truly needed. They needed more money—not for travel or vacations—but for every day life.
The new card helped customers earn points and rewards, it helped them save on everyday expenses. The pain was so acute and the solution so perfect, that just 3 years later, Super.com is doing $150M in ARR.
Like Hussein said, he got 50 'no's from VCs for every 'yes' he got. He saw his business grow and then crumble over night. He was literally going to zero.
But he turned it all around. Now he's not just growing, he's profitable now.
And here's how it went down.
Why you should listen:
Keywords
Super.com, SnapTravel, COVID-19, travel industry, pricing strategies, customer needs, market fit, entrepreneurship, AI, business growth, COVID-19, resilience, travel industry, financial innovation, membership model, customer insights, entrepreneurship, investor relations, business strategy, cross-selling
Timestamps:
(00:00:00) Intro
(00:02:39) The original startup: Snap Travel
(00:08:40) Why a great user interface is a big edge
(00:11:26) How to acquire customers
(00:13:30) When your entire hypothesis is wrong
(00:22:52) Meeting Steph Curry
(00:29:03) Nearly crashing to zero-- and going bankrupt
(00:33:51) Starting over and rebranding
(00:42:42) Creating the Fastest Growing Membership Program
(00:52:17) Finding Product Market Fit
(01:00:00) One Piece of Advice
When 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 before buying an analytics solution most businesses do market research. That's when they'd find out that Amplitude had several features Mixpanel lacked—and they were much, MUCH cheaper.
It's not cool to win on price, but it works. It worked for WalMart, CostCo, Shein, and it worked for Ampltiude.
Here's the story of how it all happened.
Why you should listen:
Keywords
startups, entrepreneurship, analytics, Amplitude, pricing strategy, market positioning, data processing, voice recognition, technology pivot, competitive advantage, market dynamics, differentiation, product-market fit, storytelling, fundraising, startup challenges, customer relationships, analytics tools, business strategy, entrepreneurship
Timestamps:
(00:00:00) Intro
(00:06:13) A cool demo-- but a bad business
(00:18:36) Why funding was so hard
(00:25:43) Why lower prices are a big differentiator
(00:40:50) Working 24/7
(00:50:35) Product Market Fit
This 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. He built a health benefits platform—it doesn't get less sexy than that. And yet, it absolutely exploded to millions in ARR in less than a year.
All because he figured out how to make something that every single company in the U.S. needs, exceptionally simple.
Here's the story.
Why you should listen:
Keywords
Thatch, startup journey, co-founders, healthcare innovation, product market fit, venture capital, entrepreneurship, health benefits, business challenges, pivoting, healthcare, startups, product development, market demand, customer needs, external deadlines, product market fit, scaling, company culture, founder intuition
Timestamps:
(00:00:00) Intro
(00:02:27) Finding the Right Co-Founder
(00:10:23) Why You Need to Go All In
(00:16:20) The Seed Round & Pivoting From the Original Idea of Thatch
(00:30:08) How to use external deadlines to drive focus
(00:37:55) The Growth in 2024 & The Business Model
(00:42:16) The Benefits of Forcing Functions
(00:45:58) How Many Customers are Using Thatch Today?
(00:47:50) Finding True Product Market Fit
(00:52:10) People Didn't Believe in Thatch
Carta 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 raised a bridge round. We analyze why that might be and what that could mean for early-stage founders.
VCs read and understand all this data. If you want to operate on equal footing— you should too.
Why you should listen:
Keywords
venture capital, AI, fundraising, market trends, valuations, startup ecosystem, early stage, late stage, investment, venture capital, bridge rounds, seed extensions, startup growth, hiring practices, AI impact, early stage funding, market trends, valuations, exits
Alon 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. But he had real, undeniable pull. He grew to $1M ARR in a year and to $4M a year later. By the end of it, he was doing $30M in revenue and exited for $335M.
But when I asked him what it felt like to sell for hundreds of millions, he said it 'felt like emptiness'. Alon is a builder—that's all he wants to do. So he quit post-acqusition and left millions of dollars on the table. Money he was guaranteed to make if he just stayed in his role.
Instead, he started PointFive to help enterprises reduce wasted spend on cloud infrastructure. He know nothing about the space. One year in, he's raised $36M and grown to millions in ARR— even faster than IntSights.
Here's the story.
Why you should listen
Keywords
LinkedIn, video content, cloud cost optimization, engineering responsibilities, startup funding, second-time founders, product market fit, customer traction, entrepreneurship
Ned 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 hundreds of thousands of users. He raised $20M in venture capital.
But then the problems started. Enterprises that paid for large contracts didn't push the product—many had no marketing budgets. In some cases, they shelved the product altogether. The one-time revenue never turned into ARR. Running out of money, he was forced to raise a small bridge and lay off more than half his staff.
He came close—but ultimately, he just wasn't able to recover. He sold off the company for parts and went through a wind down.
This is his story—and the lessons he learned.
Why you should listen:
Keywords
startup, FinTech, B2B2C, customization, revenue models, marketing, client engagement, leadership, company culture, lessons learned, B2B sales, startup challenges, emotional toll, liquidation, lessons learned
Jason 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 looks for in the startups and founders he backs.
Why you should listen:
Keywords
data centers, investment, entrepreneurship, product market fit, angel investing, business growth, technology, risk management, funding strategies, customer relationships, investment, startup, venture capital, product-market fit, founder advice, business model, cash flow, total addressable market, team dynamics, entrepreneurial hunger
Pablo 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 shut it down. He went back to square one. He did customer discovery in a totally different space and leveraged the latest in Gen AI. He then built AI agents that automate calls in the logistics space.
Just a year after shutting down his first product, he'd grown to $2.2M in ARR. In December, he raised $15.6M from a16z.
Here's how it happened.
Why you should listen:
Keywords
Happy Robot, startup journey, product market fit, early stage funding, co-founders, computer vision, YC, venture capital, entrepreneurship, business development, funding, European founders, Y Combinator, customer acquisition, pivoting, logistics, AI agents, startup growth, Series A, market research
Alex 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 closed million-dollar enterprise projects before building a product, why he refuses to go after just one vertical, and some of the biggest lessons he's learned after years building startups.
Why you should listen:
Keywords
SmartThings, Bright, IoT, critical infrastructure, pest control, AI, technology, innovation, entrepreneurship, product development, AI, pest control, multimodal AI, revenue streams, platform scaling, product-market fit, early-stage founders, entrepreneurship, sustainability, critical infrastructure
Our TOPPODCAST Picks 
