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Omer Khan ยท Business

The SaaS Podcast - Real Lessons on Growing Profitable SaaS

Building software is easier than ever. Growing it into a profitable business is the hard part. Every week, a founder gets specific about what actually moved the needle: finding product-market fit, landing customers, pricing, defensibility, and durable growth. Host Omer Khan has interviewed nearly 500 software founders, from their first customers to real scale. You get what actually worked, not theory. Lately that includes the honest take on AI: what it changed about building and selling software, and what it didn't. New episodes every week.

Episodes

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457: Spectora: Bootstrapping to $27M ARR by Serving vs Selling - with Kevin Wagstaff

16 Oct 2025
57m
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In this episode of The SaaS Podcast, Omer Khan interviews Kevin Wagstaff, the co-founder of Spectora, a SaaS platform for home inspectors. Kevin shares Spectora's journey from a bootstrapped startup with $5,000 to a $27 million ARR business, detailing their initial market research, the development of their mobile-first...

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456: Mailtrap: From 20,000 Email Disaster to 7-Figure SaaS - with Sergiy Korolov

09 Oct 2025
58m
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In this episode of The SaaS Podcast, Omer Khan interviews Sergiy Korolov, co-CEO of Railsware and co-founder of Mailtrap, about building Mailtrap into a successful email testing and delivery platform. Sergiy shares the origin story of Mailtrap, which began as an internal tool to prevent accidental sending of test email...

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455: Accelevents: How 5 Years of Nights & Weekends Built a $10M ARR SaaS - with Jonathan Kazarian

02 Oct 2025
42m
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In this episode of The SaaS Podcast, Omer Khan interviews Jonathan Kazarian, the founder and CEO of Accelevents, an event management platform. Jonathan shares his journey from working at a hedge fund to building Accelevents, initially bootstrapped with Upwork contractors while working 60-hour weeks at his day job. He d...

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454: Fyxer: From Executive Assistant Agency to $18M ARR AI SaaS - with Richard Hollingsworth

25 Sep 2025
50m
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Omer Khan interviews Richard Hollingsworth, the co-founder and CEO of Fyxer, an AI email assistant company. Hollingsworth shares his journey from running an executive assistant agency with his brother to leveraging data collected from that agency to build Fyxer after the advent of GPT-3. He discusses early bootstrappin...

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453: StackAI: From MIT PhD to 7-Figure Enterprise AI Platform - with Bernard Aceituno

18 Sep 2025
43m
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In this episode of The SaaS Podcast, Omer Khan interviews Bernard Aceituno, co-founder of StackAI, a no-code platform that allows enterprises to build AI agents for back-office workflow automation. Bernard shares his journey from pursuing a PhD at MIT to starting StackAI, initially a dataset management tool, which pivo...

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452: Proof: SaaS Growth Lessons from $0 to $100M ARR - with Pat Kinsel

11 Sep 2025
46m
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In this episode of The SaaS Podcast, Omer Khan interviews Pat Kinsel, the founder and CEO of Proof, a transaction security platform. Pat shares his journey from selling his social search startup to Twitter to founding Notarize (now Proof) after a notary error nearly cost him his acquisition money. He discusses the init...

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451: Pendo: From Two Failed Startups to $200M ARR SaaS Success - with Todd Olson

04 Sep 2025
48m
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Omer Khan interviews Todd Olson, the founder and CEO of Pendo, a product experience platform. Todd shares his entrepreneurial journey, including lessons learned from two failed startups and how those experiences shaped his approach to Pendo, particularly his obsession with product-market fit. He discusses the early day...

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450: Lindy: Pivoting a $50M Startup to Build AI Agents - with Flo Crivello

17 Jul 2025
44m
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In this episode of The SaaS Podcast, Omer Khan interviews Flo Crivello, the founder and CEO of Lindy, an AI agent platform. Flo discusses the pivot from his previous startup, TeamFlow, and how a simple request from his sales team led to the idea for Lindy. He shares the challenges of launching an early version of the p...

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449: Fathom: Why Fixing Retention First Was the Key to Hitting $1M ARR - with Richard White

10 Jul 2025
56m
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In this episode of The SaaS Podcast, Omer Khan interviews Richard White, the founder and CEO of Fathom, an AI note-taking app. Richard shares his entrepreneurial journey, from early coding projects to founding UserVoice and then Fathom. He discusses the challenges Fathom faced, including slow initial growth due to trus...

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448: Sigma: The Gutsy Rebuild That Took This SaaS from Zero to $100M - with Rob Woollen

03 Jul 2025
53m
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In this episode of The SaaS Podcast, Omer Khan interviews Rob Woollen, co-founder and CTO of Sigma Computing, about his journey building a data analytics platform. Rob shares the challenges and pivots Sigma Computing faced in its first seven years, including early product failures and near-zero revenue. He discusses th...

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447: Aditude: From Scrappy Consulting to 7-Figure SaaS - with Jared Siegal

12 Jun 2025
58m
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In this episode of The SaaS Podcast, Omer Khan interviews Jared Siegal, the founder and CEO of Aditude, a monetization platform for digital publishers. Jared shares his journey from running a consulting business, where he manually fixed ad tech for clients, to building a seven-figure SaaS business. He discusses turning...

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446: Submagic: How a Scrappy MVP Hit $1M ARR with TikTok - with David Zitoun

05 Jun 2025
56m
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In this episode of The SaaS Podcast, Omer Khan interviews David Zitoun, co-founder and CEO of Submagic, about turning videos into viral shorts. David shares Submagic's origin story, starting from identifying a personal pain point to building an MVP in 45 days and quickly achieving $1 million ARR through TikTok demos an...

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445: Cello: How a Scrappy MVP Became a 7-Figure SaaS with 7M Users - with Stefan Bader

29 May 2025
53m
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In this episode of The SaaS Podcast, Omer Khan interviews Stefan Bader, the co-founder and CEO of Cello, a referral platform for SaaS companies. Stefan shares his journey from identifying the need for a user referral system to building Cello, overcoming challenges in compliance, international banking, and initial custo...

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444: Salesbricks: How a Failed Go-to-Market Strategy Sparked a Breakthrough

22 May 2025
46m
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In this episode of The SaaS Podcast, Omer Khan interviews Jonathan Festejo, co-founder and CEO of Salesbricks, a platform designed to streamline quoting, billing, and payment processes for startups. Jonathan shares his background in RevOps, where he consistently encountered the same inefficiencies in early-stage startu...

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443: Supademo: From Cold Outreach Failure to 7-Figure SaaS - with Joseph Lee

15 May 2025
59m
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This episode explores Joseph Lee's journey from a pandemic-stricken B2B seafood marketplace, Freshline, to founding Supademo, an AI-powered platform for creating interactive product demos. Lee recounts how the near-total loss of Freshline's revenue due to COVID-19 forced a series of pivots, ultimately leading to a whit...

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442: Prodoscore: Creating a New SaaS Category No One Asked For - with Sam Naficy

08 May 2025
43m
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This episode explores Sam Naficy's journey as CEO of Prodoscore, a SaaS platform leveraging AI to analyze employee productivity data from cloud tools. Against the backdrop of his previous success in building and exiting a data analytics company for the restaurant industry, Sam discusses the challenges of entering Prodo...

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441: Exacaster: 18 Months of Zero Sales to Multi-Million SaaS - with Egidijus Pilypas

01 May 2025
58m
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This episode explores the journey of Egidijus Pilypas, co-founder of Exacaster, a SaaS company specializing in helping subscription-based businesses, particularly telecom companies, increase revenue by leveraging customer data and machine learning. Against the backdrop of Egidijus's failed attempt at algorithmic tradi...

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440: Salto: From Early Missteps to 8-Figure ARR SaaS - with Rami Tamir

24 Apr 2025
54m
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This episode explores the journey of Rami Tamir, co-founder and CEO of Salto, an eight-figure ARR SaaS business helping teams manage SaaS application configurations. Against the backdrop of Rami's three prior successful startups, the episode details the unique challenges of building Salto, including initial misinterpr...

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439: Metabase: How Ignoring Expert Advice Led to Real Growth - with Sameer Al-Sakran

17 Apr 2025
55m
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This episode explores the journey of Metabase, an open-source BI tool, from a side project to an eight-figure ARR business. Against the backdrop of a crowded BI market, founder Sameer Al-Sakran initially prioritized product development over monetization, forgoing revenue for four years to build a user-friendly tool. ...

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438: Reviews.io: From Scrappy SaaS MVP to $82M Exit - with Callum Mckeefery

10 Apr 2025
1h 1m
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This episode explores the entrepreneurial journey of Callum McKeefery, founder of Partner.io and Reviews.io. The discussion begins with Partner.io, a platform streamlining tech company partnerships with agencies. Against this backdrop, McKeefery recounts his Reviews.io story, detailing how a chance question during a f...

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