The SaaS Podcast - Building SaaS in the AI Era

Omer Khan

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Product-Market Fit: From Edtech Vitamin to $100M Painkiller

2/19/2026 • 61 min

Seven years selling a nice-to-have. Then 1,000 customers in year one. Adam Markowitz spent nearly a decade grinding in edtech before finding product-market fit at Drata. In this episode, founders will learn how to tell the difference between a vitamin and a painkiller - and why that distinction changes everything. Adam shares how experiencing a compliance pain … Play episode

Product-Market Fit: From a School Project to $20M ARR
Bootstrapped SaaS: From Agency to $5M ARR in 2 Years
Product-Market Fit: How Tito Goldstein Found It After 2 Years of Near-Zero…
First Customer: Living in His Customer's Basement to $100M | Qualia
Enterprise Sales: How Blings Landed McDonald's in 9 Months | Blings
Enterprise Sales: Closing Deals in 9 Days, Not 9 Months | Briq
Founder-Led Sales: How He Closed Instacart and LinkedIn | Nexla
AI SaaS Pivot: From Consulting Trap to $1M ARR | Cotera
Freemium SaaS: From $8/Month to 7-Figure ARR | Polly
Bootstrapped SaaS to 8-Figure Exit (No VC, No Problem) | GoProposal
SaaS Pricing Trap: Usage-Based With No Minimums Nearly Killed This Startup…
Bootstrapped SaaS to $30M ARR: Why Scarcity Forces Focus | Everflow
Product-Led Growth Playbook: 8-Figure ARR with $0 Ad Spend | Read AI
Bootstrapped SaaS Strategy: $0 to $27M ARR by Serving vs Selling | Spectora
Product-Led Growth: From 20,000 Email Disaster to 7-Figure SaaS | Mailtrap
Bootstrapped SaaS: 5 Years of Nights & Weekends to $10M ARR | Accelevents
Agency to SaaS: Scaling an AI Tool from $1M to $18M ARR | Fyxer
Enterprise AI Strategy: From Hacker News Launch to 7-Figure ARR | Stack AI
SaaS Growth Strategy: From $0 to $100M ARR | Proof
Pendo: From Two Failed Startups to $200M ARR SaaS Success
Building AI SaaS for Early Adopters and Finding PMF | Lindy
SaaS Retention: From 0.1% to 8-Figure ARR | Fathom
Product-Market Fit: 7 Years of Zero Revenue to $100M | Sigma
First Customers to $5M ARR: The Consulting-to-SaaS Playbook | Aditude
Bootstrapped SaaS Growth: $0 to $1M ARR in 90 Days | Submagic
SaaS Referral Strategy: Scaling to $2.5M ARR with Viral Loops | Cello
SaaS ICP Pivot: From Enterprise Trap to $1M ARR | Salesbricks
First Customers: From Free Reddit Demos to $1M ARR | Supademo
Product-Market Fit in a Category Nobody Asked For | Prodoscore
Enterprise Sales: 18 Months of Zero Deals to $7M ARR | Exacaster
Product-Market Fit: Why Excited Customers Still Said No | Salto
Product-Market Fit: How Metabase Grew to 8 Figures by Ignoring Expert Advi…
Bootstrapped SaaS to $82M Exit: No VC, No Sales Team, No Problem
437: Countly: Building a Privacy-First SaaS Without VC Funding - with Onur…
436: LodgerIn: From 850 Rejections to a 7-Figure SaaS Business - with Osca…
435: Acquire.com: Buying & Selling Bootstrapped SaaS Startups - with Andre…
434: OnRamp: From No-Code MVP to 7-Figure B2B SaaS - with Paul Holder
433: Summize: SaaS Lessons on Narrowing Your Target Market - with Tom Dunl…
432: N.Rich: From High Churn to Profitable ABM Platform - with Markus Ståh…
431: Konnect Insights: From 50 Failed Sales to $7M+ ARR - with Sameer Nark…
430: Pocus: From Founder Pain to First $1M ARR in One Year - with Alexa Gr…
429: Huntress: From NSA Hacker to $120M ARR Security SaaS - with Kyle Hans…
428: Teqtivity: From Failed Hardware Pivot to 7-Figure SaaS Success - with…
427: TeamGantt: Bootstrapping a 7-Figure SaaS with Focus and SEO - with Na…
426: AgentSync: From $5K Customer to SaaS Unicorn in 3 Years - with Jenn K…
425: Sapia.ai: Rescuing & Rebuilding an Enterprise SaaS - with Barb Hyman
424: Vista Social: Building a Million-Dollar SaaS in a Crowded Market - wi…
423: Jobs-to-be-Done: Customer Interviews That Drive Growth - with Bob Moe…
422: Oyster: From Wizard of Oz MVP to 8-Figure Global HR SaaS - with Tony …

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