A Product Market Fit Show | Startup Podcast for Founders cover image

A Product Market Fit Show | Startup Podcast for Founders

Latest episodes

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13 snips
Apr 3, 2025 • 48min

He bootstrapped to $4M ARR in 2 years. Here's his LinkedIn playbook you can't ignore. | Noah Greenberg, Founder of Stacker

Noah 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-step playbook, including how to structure 3-month pilots for fast feedback, craft DMs that actually get replies, and pick the right content “watering holes” so your future customers come to you eager to sign. If you're a founder trying to figure out your go-to-market approach, you need to see what Noah did.______Why You Should Listen1. Turning LinkedIn into a Free PR Engine – Noah shows how daily micro-posts drive high-value leads without needing to go viral.2. Finding Your First 10 Customers with 3-Month Pilots – Short trials = instant feedback on who’ll stay and who’ll churn.3. Never Stop Triangulating – How 50 customer conversations per month reveal the right product, price, and packaging.4. Selling without Selling – The “this isn’t a pitch” call that makes prospects lean in and ask, “Wait, how do we buy?”5. Earning Credibility at Scale – Noah’s “watering hole” posts spark real engagement from decision-makers (and reel in 5-figure deals)._______KeywordsB2B Sales, LinkedIn Strategy, Early-Stage Growth, Founders’ Playbook, Bootstrapped Startup, Content Distribution, Sales Prospecting, Pilot Contracts, Outbound Leads, Product-Market FitTimestamps(00:00:00) Intro(00:02:35) Stacker's Origin Story(00:06:00) How to generate warm leads(00:15:53) How to use LinkedIn for lead gen(00:21:42) No One Wants To Be Pitched(00:26:06) How to get feedback on pricing(00:38:08) LinkedIn Go-To-Market Strategy(00:42:20) Breaking Above The NoiseSend me a message to let me know what you think!
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6 snips
Apr 1, 2025 • 39min

He invested in 684 AI startups—& realized that quitters always win. | Jack Kuveke, Founder turned VC at Jabroni Capital

Jack Kuveke, a founder turned VC at Jabroni Capital, challenges the traditional startup narrative. He argues that fundraising is far more important than traction and shares secrets on faking user growth to create FOMO. Jack advocates for quitting quickly to pivot effectively, highlighting unconventional strategies for success. He humorously critiques the tech industry and emphasizes that secondaries can enrich you before your startup even fails. From hiring hacks to the absurdity of venture capital, this conversation is packed with unconventional wisdom.
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13 snips
Mar 27, 2025 • 41min

The secrets to mastering product-led growth. | Wes Bush, Author of the #1 Bestselling Book on Product-Led Growth

Wes Bush, the author of the #1 bestselling book on Product-Led Growth, shares invaluable insights into mastering PLG for startups. He explains common pitfalls early-stage founders face and how to identify your product's 'million-dollar free problem.' Wes reveals strategies for effective onboarding, including the 'bowling alley framework,' and discusses the nuances between freemium and free trial models. He emphasizes the importance of simplifying user experiences and making initial value apparent to drive better engagement and retention.
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5 snips
Mar 24, 2025 • 1h 1min

He sold SkipTheDishes for $200M—then grew Neo Financial to a $1B valuation. | Jeff Adamson, Co-Founder of NeoFinancial & SkipTheDishes

Jeff Adamson, co-founder of SkipTheDishes and Neo Financial, shares his remarkable journey from launching a food delivery service that dominated Canada to creating a billion-dollar digital bank. He discusses overcoming initial rejections and adapting strategies to build trust with customers. Jeff reflects on the emotional weight of selling Skip and how he pivoted to take on the banking industry. He also emphasizes the importance of resilience, continuous improvement, and the messy but crucial beginnings of any venture.
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11 snips
Mar 20, 2025 • 28min

How to tell if you have true product-market fit—& what to do if you don't. | Matt Watson, Host of Product Driven

In this engaging discussion, Matt Watson, host of Product Driven, dives into the nuances of achieving true product-market fit. He explains why metrics like demo to close are critical indicators. Discover why the Sean Ellis test surpasses NPS in gauging market resonance. Matt emphasizes retention as the best long-term metric, though it can take time. He also shares insights on recognizing when to pivot or persist, highlighting the importance of asking the right questions to customers for authentic feedback.
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16 snips
Mar 17, 2025 • 1h 2min

He got rejected by 40 VCs & had 6 months of runway—2 years later, he raised $100M from a16z. | Edo Liberty, Founder of Pinecone

Edo Liberty, founder of Pinecone and former AWS AI services leader, shares his entrepreneurial journey filled with challenges. He faced 40 rejections from VCs while launching his innovative vector database startup. However, a strategic pitch pivot enabled him to secure a $10M seed round, transforming Pinecone into a vital resource for AI applications when ChatGPT hit the scene. Liberty emphasizes the importance of market timing and practical solutions, providing invaluable insights for early-stage founders navigating the startup landscape.
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Mar 13, 2025 • 47min

Post-YC, he split with his co-founder—then grew profitably to $2M ARR with just 5 people. | Jon Yoo, Founder of Suger

Jon 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 listen:•Navigating a founder breakup – What happens when co-founders split and how to handle it.•The real YC experience – What worked, what didn’t, and how they pivoted mid-program.•Landing major customers – How they got big logos like Snowflake.•Fundraising insights – What really matters to investors at the seed and Series A stages.•Why startups need forcing functions – The tactics that drove fast product development.•How to know if you have product-market fit – The signals John saw at Sugar.•Burn rate discipline – Why they raised millions but barely spent it.Keywordsentrepreneurship, startups, investment banking, Salesforce, Y Combinator, founder dynamics, product market fit, scaling, cloud marketplaces, business strategy, fundraising, startup, YC demo day, customer acquisition, product-market fit, founder dynamics, early stage startup, team building, scaling, challengesTimestamps(00:00:00) Intro(00:07:55) The Origin of Suger(00:13:30) Going All In(00:19:08) The first 10 customers(00:24:20) The Hardest Pain Point(00:30:29) Becoming Profitable(00:37:05) Celebrate The Small Wins(00:39:56) Finding Product Market Fit(00:42:27) A Piece of AdviceSend me a message to let me know what you think!
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Mar 10, 2025 • 1h 14min

From mushroom-picking in Belarus to $200M/year. How he built Flo Health into a $1B health app. | Dmitry Gurski, Founder of Flo Health

Dmitry Gurski, founder of Flo Health, shares his extraordinary journey from picking mushrooms in Belarus to leading a billion-dollar health app with 75 million users. He reveals how simplicity in product design outperformed rivals and emphasizes that user retention is key for success. Dmitry discusses the brutal fundraising process, facing over 200 rejections, and the importance of team dynamics for startups. Learn why targeting a broad audience and embracing failure can lead to lasting impact in the competitive health app market.
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Mar 6, 2025 • 53min

He started Groupon for SMBs, grew to $36M ARR—then exited for $170M. | Saurav Chopra, Founder of Perkbox

Saurav 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 the cash from that business and built Perkbox. The idea was a subscription-based offering that that gave perks to SMB customers. Telcos started buying it and attaching it to their products to drive sales. Then, they pivoted again, this time moving away from customer perks and to employee perks.This time, it worked. They grew from $2M in ARR to $14M in just 2 years. They kept growing and hit $36M in ARR. Then he sold the business to PE for $170M.It took longer than expected. There were more pivots than expected. But it was a huge success.Here's how it happened.Why you should listen:How to use new social media channels to drive growth.How to leverage partnerships to get end user adoption.Why having a profitable agency can be a great way to get started.Why capital efficiency can be a huge edge.Rebranding can help clarify market positioning.What it feels like to make $10s of millions in one day.KeywordsPerkBox, Groupon, startup journey, business model, SMB market, marketing strategies, recurring revenue, partnerships, entrepreneurship, exit strategy, venture capital, entrepreneurship, startups, employee benefits, social media marketing, capital efficiency, business growth, acquisition, rebranding, emotional marketing, lessons learnedTimestamps(00:00:00) Intro(00:01:48) The origin of Perkbox(00:04:52) Going after SMBs(00:12:16) The Pivot(00:26:35) Creating Viral Ads(00:32:28) Demo to Close Rate(00:40:12) Selling to PE Firms(00:49:38) A Piece of AdviceSend me a message to let me know what you think!
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7 snips
Mar 3, 2025 • 1h 10min

It took him 7 years to hit $1M ARR—now his $1B public company does $1M every day. | Noah Glass, Founder of Olo

Noah Glass, founder of Olo, a leader in restaurant technology, shares the fascinating journey from launching a pre-order app in 2005 to leading a $1B public company. He discusses the challenges of raising funds during the financial crisis and the strategic pivot from a marketplace to a B2B SaaS model. Noah reveals how early guerrilla marketing and a pivotal partnership with La Colombe propelled Olo into the spotlight. He emphasizes perseverance, adaptability, and embracing adversity as keys to success in the competitive tech landscape.

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