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PODCAST

The SaaS Podcast - AI, Growth & Product-Market Fit for SaaS Founders

Every week, SaaS founders share how they found product-market fit, got their first customers, scaled to $1M+ ARR, and navigated pricing, sales, churn, and AI. Host Omer Khan has interviewed 500+ founders and coached 150+ through revenue milestones. Whether you"re bootstrapping to $10K MRR or scaling past $1M+ ARR, The SaaS Podcast delivers proven growth strategies - not theory. Join 5,000+ founders at SaaS Club. New episodes weekly.

business entrepreneurship

All Episodes

49:44

Bootstrapped SaaS: $200 Customer to $4M ARR Solo

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2026/03/05

Joel Griffith's first customer paid $200 a month. His infrastructure cost $50. He was profitable from day one. But it took three years of nights and weekends before his bootstrapped SaaS hit $500K ARR. Then Google Cloud launched a competing product and a startup raised $60M to go after his market. His growth did not flinch - because eight years of content had built a bootstrapped SaaS moat that funding could not replicate.You will learn how to get first customers for a bootstrapped SaaS by

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62:20

Product-Market Fit: From a School Project to $20M ARR

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2026/02/12

$2M to $9M ARR in one year. Then it nearly fell apart. Gilles Bertaux expanded Livestorm into meetings and sales demos after COVID, turning it into a smaller Zoom with no clear differentiator. In this episode, founders will learn how he rebuilt product-market fit by narrowing to a niche most would run from.Gilles shares why 85% of customers on monthly plans was a ticking time bomb, how a failed Series C forced the right strategic shift, and why targeting marketers instead of IT buyers let

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50:42

Bootstrapped SaaS: From Agency to $5M ARR in 2 Years

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2026/02/05

Adam Fard bootstrapped UX Pilot from a UX agency side project to $5 million ARR in under two years—growing from $3M to $5.3M in just five months—without VC funding, with 15,000 paying subscribers and a 30-person team.In this episode, early-stage bootstrapped SaaS founders will learn how Adam discovered a wireframing opportunity by testing competitors and realizing they were all faking AI generation with templates. You'll hear why he spent 6-7 months solving the genuinely hard technical problem of

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45:03

Product-Market Fit: How Tito Goldstein Found It After...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2026/01/29

Two years. Almost no revenue. Tito Goldstein and his co-founder Arjun raised $3 million to build a scheduling tool for hourly workers. But when they took it to market, customers kept telling them the same thing: we need to stand out, not use cookie-cutter software. So they made a call that most founders would never risk - throw it all out and start over.The rebuild took a year. But when they launched the new version built on composable Legos instead of fixed features, it outsold the previous two

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52:13

First Customer: Living in His Customer's Basement to...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2026/01/22

He lived in his first customer's basement for a year. Nate Baker found Qualia's first customer by wearing a Stanford sweatshirt to a conference. That customer, Barry Feingold, didn't just sign up—he taught them the industry, made intros to competitors, and let the team live in his basement. In this episode, founders will learn how to find their first customers through network-based selling and multi-year upfront contracts.Nate shares the brutal early days: building for months without talking to

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45:06

Enterprise Sales: How Blings Landed McDonald's in 9...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2026/01/15

Nine months. Zero revenue. One cold text to a CMO. Yosef Peterseil landed McDonald's as Blings' first enterprise sales customer while bootstrapping—and learned why charging for POCs changes everything. In this episode, founders will learn how to close enterprise sales deals without a playbook, why free POCs kill your priority, and when you're actually ready to hire salespeople.Yosef shares how he validated the wrong ICP for months before discovering customer success managers had no budget, why a

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49:32

Founder-Led Sales: Closing Deals in 9 Days with...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/12/11

Bassem Hamdy almost killed his company with an investor-forced pivot before finding the strategy that saved it. In this episode, early-stage B2B SaaS founders will learn the founder-led sales playbook Briq uses to close enterprise deals in just 9 days.Bassem breaks down the dangers of selling to "Innovation Teams" and why those deals often waste time and money. You will learn how to avoid building "Frankenstein products" from disparate feature requests, why revenue per employee is the efficiency

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42:18

Founder-Led Sales: Landing Instacart & LinkedIn...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/12/04

Saket Saurabh defied standard SaaS advice by skipping SMBs and selling directly to Enterprise giants like Instacart and LinkedIn from day one. Here is the "Enterprise First" strategy that allowed Nexla to become cash flow positive with multiple 7-figures in revenue before their Series A.In this episode, Saket (Co-founder & CEO of Nexla) breaks down exactly how to navigate complex corporate buy-cycles without a track record. Learn how he used "consultative selling" to close 6-figure contracts, the

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57:21

463: Escaping the "Consulting Trap": How to Pivot to...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/11/27

Ibby Syed spent 18 months building a customer analytics product that hit $150K ARR—only to realize he'd accidentally built a consulting business, not a software company. Then his co-founder wrote 100 lines of code using the OpenAI API, and everything changed.In this episode, Ibby shares how he and his co-founder pivoted from a struggling analytics tool to building Kotera, an AI agent platform that crossed 7-figures in ARR. He explains why most vertical AI startups will grow fast and die, and how

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57:26

462: Polly: Lessons on Building a 7-Figure SaaS on...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/11/20

Bilal Aijazi built one of the first Slack apps ever created. The install process was so clunky it required five manual steps of copying and pasting tokens. Yet 80% of people completed it anyway. That's when he knew Polly was solving something people desperately wanted.Today, Polly serves millions of monthly active users across Slack, Teams, Zoom, Google Meet, Google Slides, and PowerPoint, generating multiple seven figures in ARR with just 20 people. But the journey from that first $8/month

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76:40

461: GoProposal: How to Sell a Bootstrapped SaaS for...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/11/13

James Ashford built GoProposal, a pricing and proposal platform for accountants, on a $5,000 WordPress multisite. Five years later, he sold it to Sage for eight figures with just 12 people on the team.But the path to that exit wasn't about raising money or building fancy tech. It was about moving faster than well-funded competitors, staying closer to customers than anyone else, and building systems that made the business sellable from day one. James picked off the top customers of a competitor

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54:23

460: Assembled: From 8 Months Without a Dollar to...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/11/06

Ryan Wang is the co-founder and CEO of Assembled, an AI platform for customer support that helps companies manage both human and AI agents more efficiently. Today, Assembled is an 8-figure ARR company with about 120 people, serves several hundred customers, and has raised $71 million.But getting there was brutal. Ryan and his co-founders spent two years building before launching in March 2020—the same day the WHO declared COVID a global pandemic. About 25% of demos didn't show up. It took them 8

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45:57

459: Everflow: From Selling Just Screenshots to $30M...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/10/30

Sam Darawish sold his first startup for $50M, then invested a few hundred thousand of his own money into Everflow. He didn't pay himself for two years. Most founders would never show screenshots at a trade show instead of a working product, but that's exactly what Sam did — and it landed his first customers.Today, Everflow generates nearly $30M ARR with 1,200 customers and a 120-person team across four continents. They've done it all without raising a single dollar of outside funding, proving that

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56:32

458: Read AI: The 8-Figure Playbook for Product-Led...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/10/23

David Shim sold his first startup for $200M, but when he started Read AI in 2021, he built something that failed spectacularly — 5% retention after 30 days. Instead of pivoting to chase revenue, he focused obsessively on fixing one metric: day-one ROI.Today, Read AI generates 8-figures in ARR, adds a million accounts monthly, and spends virtually nothing on marketing. David discovered that in the age of AI, the companies that win aren't the ones with the biggest models — they're the ones that

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57:26

457: Spectora: Bootstrapping to $27M ARR by Serving...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/10/16

Kevin Wagstaff and his brother Michael turned a $5,000 investment into a $27 million ARR home inspection software business—without raising venture capital for the first six years.After nine months of customer research, they built Spectora by focusing on one philosophy: serve before selling. Kevin answered every support message within 60 seconds for five years, showed up daily in online communities without pitching, and even took a 6AM Sunday demo that unlocked their biggest growth wave. Today,

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58:35

456: Mailtrap: From 20,000 Email Disaster to 7-Figure...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/10/09

Back in 2011, Sergiy Korolov's team accidentally sent 20,000 test billing emails to real customers—a complete disaster. They built a simple internal tool to prevent it from happening again, shared it with the Ruby on Rails community, and it exploded. Fast forward to today: Mailtrap generates seven-figure ARR with 100,000+ monthly active users.The journey wasn't easy. For five years, Mailtrap was just a free side project. When Sergiy finally monetized in 2016, growth was slow and methodical—it took

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42:52

455: Accelevents: How 5 Years of Nights & Weekends...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/10/02

Jonathan Kazarian built Accelevents to $10 million ARR working nights and weekends for five years while keeping his hedge fund day job. But when COVID hit just as he went full-time, every event worldwide got canceled and revenue dropped to zero – forcing him to borrow $75,000 from his father's retirement to survive.Instead of waiting it out, Jonathan pivoted hard to virtual events and started pre-selling features they hadn't built yet. Within three months, they hit a million-dollar run rate and

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50:13

454: Fyxer: From Executive Assistant Agency to $18M...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/09/25

Richard Hollingsworth bootstrapped an executive assistant agency to $5M ARR, then pivoted to AI and grew from $1M to $18M ARR in just 8 months. Today, Fyxer serves thousands of professionals with their AI email assistant, and Richard's team has grown from 4 to 40 employees while raising over $40M.Richard and his brother Archie started with data from their EA agency, waited for the right technology moment with GPT-3, then moved to San Francisco to scale. Their focus on professional services over

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43:33

453: StackAI: From MIT PhD to 7-Figure Enterprise AI...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/09/18

Bernard Aceituno went from PhD research at MIT to founding StackAI, a no-code AI platform that's now generating 7-figures in ARR with over 100 enterprise customers and $16M raised.In this episode, Bernard shares how he pivoted from academia to entrepreneurship, why his first product wasn't solving the right problem, and how a perfectly-timed MVP launch on Hacker News created overnight demand. He explains the painful lessons of chasing too many customer segments before finding focus with enterprise

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46:34

452: Proof: SaaS Growth Lessons from $0 to $100M ARR...

The SaaS Podcast - AI, Growth & Product-Market Fit... ·

2025/09/11

Pat Kinsel went from years of painful struggle at Notarize to building Proof, a SaaS platform approaching $100M ARR with 230 employees and $260M raised.In this episode, Pat explains how a notary error during his first startup exit sparked the idea, why he validated demand with a simple landing page before building, how he endured years of slow traction and false signals, and what changed when he expanded beyond notarization to transaction security. You’ll learn: - How Pat validated demand with a

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409 results

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