Omer Khan
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.
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First SaaS Customers: 100% Conversion From Free to Paid 12.06.2025 57:36
He got his first SaaS customers without spending a dollar on sales or marketing - and converted every single one to paid. Jared Siegal built a consulting business with 30 clients at $2M revenue, then deployed a strategy that made his first SaaS customers completely dependent on his technology before charging them a cent. Jared reveals how getting first SaaS customers meant giving the product away...
AI Startup to $1M ARR in 90 Days With TikTok Affiliates 05.06.2025 55:08
Zero followers. Zero ad budget. $1M ARR in 90 days. David Zitoun built an AI startup from nothing by recruiting 50+ TikTok affiliates who posted daily videos for 30% lifetime commissions. Two years later, Submagic hit $8M ARR with just 14 people. David reveals how he launched his AI startup with a single viral TikTok video from a brand new account, why building with AI means timing matters more th...
First SaaS Customers From a Wizard-of-Oz MVP to $2.5M 29.05.2025 52:27
"This is not a product," one of his first SaaS customers told him. They were right. Cello had no dashboard, no login portal, and no analytics - just shared Notion pages and Python scripts. But those first paying users still paid because the referral program actually worked. Stefan Bader reveals how he landed his first SaaS customers by turning pre-seed investors into design partners, why success-b...
SaaS Go-to-Market: From 3-Month Cycles to 5-Day Closes 22.05.2025 45:06
Two years building an enterprise product nobody wanted to buy. Jonathan Festejo spent years on a SaaS go-to-market strategy that targeted the wrong buyers. Sales cycles dragged to three months, and enterprise teams kept choosing to "do nothing" rather than switch. Jonathan reveals how fixing his SaaS go-to-market by pivoting down-market to founders doing $500K-$2M ARR cut sales cycles from 3 month...
SaaS Content Strategy: Free Demos That Built $1M ARR 15.05.2025 58:56
Cold outreach failed. Product-led growth stalled. Joseph Lee turned to a SaaS content strategy that was anything but conventional - creating free demos for strangers on Reddit, responding to product update emails with personalized demos, and building ungated tools that now drive 50%+ of traffic. Joseph shares the SaaS content strategy that took Supademo from $100K to $1M ARR in 12 months with doub...
SaaS Product-Market Fit in a Category Nobody Asked For 08.05.2025 42:01
Everyone assumed Prodoscore was just another surveillance tool. Sam Naficy had to find SaaS product-market fit for a product category nobody asked for - while employees and buyers assumed his company was spying on them. He flipped the narrative, narrowed the TAM ruthlessly, and grew to high 7-figure ARR. Sam reveals how achieving SaaS product-market fit meant repositioning from surveillance to emp...
Sales Pipeline: 18 Months of Zero Deals Then 35 Meetings 01.05.2025 58:26
Egidijus Pilypas spent 18 months burning cash on outreach and didn't close a single deal. Every cold call, cold email, and RFP response failed because by the time Exacaster entered the buying process, competitors had already built trust. Founders will hear how he transformed a dead sales pipeline into 35 booked meetings at a single conference. Egidijus reveals how a niche podcast for just 1,300 po...
Enterprise SaaS: Why Excited Customers Still Said No 24.04.2025 53:50
A prospective customer wanted to hug Rami Tamir after his pitch. Six months later, she rejected the product. That early lesson in misleading enterprise SaaS validation shaped how Salto grew from a self-funded idea to 8-figure ARR with $69M in funding. Founders will hear why building enterprise software in a new category is harder than it looks. Rami reveals why he refuses design partners after a p...
Self-Serve SaaS: A Buried CTA Beat a Full Sales Team 17.04.2025 55:19
A buried CTA deep in the admin panel generated close to six figures in ARR - with zero salespeople, no support, and no marketing. Sameer Al-Sakran spent four years building Metabase without charging a dollar. When he finally monetized through self-serve SaaS, strangers started paying $300/month just to remove a logo. Then he followed expert advice, built enterprise sales, and nearly stalled the bu...
Bootstrapped Exit: From Foosball Tables to $82M Sale 10.04.2025 1:00:22
Callum Mckeefery was broke in 2012 when he pitched a mobile phone company two startup ideas. Both got rejected. But one last question on the way out the door sparked a bootstrapped exit worth $82 million. Founders will hear how Reviews.io grew from a scrappy MVP to 8-figure ARR using guerrilla marketing and a logo flywheel - all without raising a cent. Callum reveals how positioning as the friendl...
Competitive Differentiation: Open Source to 7-Figure ARR 03.04.2025 1:00:57
Intel found his open-source code on SourceForge and asked to buy an enterprise version - before one even existed. Onur Alp Soner built Countly as a weekend side project with no validation and no customers. Yet through competitive differentiation rooted in open-source SaaS principles, he grew it to 7-figure ARR serving BMW, Coca-Cola, and AWS without a single outbound sales call. Onur reveals why h...
Founder Selling: 850 Meetings Before His First Sale 27.03.2025 47:49
850 meetings. Sleeping in his car. Flying from Spain to knock on doors without appointments. Oscar Rubio's founder selling journey proves that extreme persistence can validate demand that digital outreach completely misses. Founders will hear how Lodgerin grew from zero to 1.2 million euros in annual revenue through startup sales grit. Oscar reveals why 8 years of manual service delivery was the b...
SaaS Acquisition: How Founders Sell for 2x More 20.03.2025 44:46
Andrew Gazdecki bootstrapped his first SaaS to $10M ARR, then discovered that selling a SaaS business was harder than building it. That painful exit inspired Acquire.com, which has now helped over 2,000 startups get acquired with deal volume exceeding $500 million. Founders will hear the exact process for buying and selling SaaS businesses. Andrew reveals how a SaaS acquisition deal schedule broug...
Customer Onboarding Software: No-Code MVP to 7 Figures 13.03.2025 50:51
Two non-technical co-founders taught themselves Bubble, built a prototype that barely worked, and convinced 15 companies to pay for it. Paul Holder's journey building customer onboarding software shows that you don't need engineers to prove demand. Founders will hear how OnRamp went from a no-code MVP to nearly 100 customers and 7-figure ARR. Paul reveals how customer onboarding software validated...
SaaS Go-to-Market: 18 Months Wrong Then 100% Growth 06.03.2025 50:46
Tom Dunlop spent 18 months chasing the wrong SaaS go-to-market strategy. He sold to law firms, in-house teams, companies of every size - riding the dopamine hit of "happy ears" instead of tracking which customer type actually converted. Founders will hear how Summize reached late 7-figure ARR with 100%+ yearly growth after fixing a broken go-to-market strategy. Tom reveals how an unfocused ICP cor...
Enterprise Sales: The 220% Commission Model That Worked 27.02.2025 1:05:11
N.Rich spent a year landing their first 10 customers - then watched most of them churn. Enterprise sales buyers expected instant leads from a product designed for 6-18 months of account-based relationship building. After raising $4M and burning it on 150 unmanaged SDRs, Markus Stahlberg's co-founder was diagnosed with cancer and died a year later. Markus rebuilt alone and invented a 220% commissio...
Partner-Led Growth: 50 Failed Pitches to $7M ARR 20.02.2025 54:32
Sameer Narkar pitched enterprise customers for two years and failed more than 50 times. When he finally broke through, it wasn't through ads or cold outreach - it was through partner-led growth that turned other companies' distribution into his own. Founders will hear how Konnect Insights reached $7M ARR across 30 countries without raising a dollar of outside funding. Sameer reveals how partner-le...
Startup Sales: From $6K Deals to $100K in One Year 13.02.2025 50:27
She had never run a sales cycle in her life. Alexa Grabell's background was sales ops - adjacent, but not the real thing. Yet through startup sales persistence and sheer brute force, she took Pocus from a $6,000 first deal to $1 million in ARR in less than a year. Alexa reveals how she learned startup sales on the fly by recording calls and sending them to advisors for feedback, why she abandoned...
SaaS Growth Strategy: $0 to 8 Figures With Zero Ads 06.02.2025 1:03:44
He spent two and a half years without a paycheck, nearly sold for $30M, and got to $5M ARR without a single ad. Kyle Hanslovan's SaaS growth strategy at Huntress defied every startup playbook. Founders will hear how education-led marketing, MSP channel partnerships, and a radically minimal MVP built a cybersecurity platform now generating $120M in ARR. Kyle reveals his SaaS growth strategy for sca...
Vertical SaaS: $400K Hardware Pivot to 7-Figure ARR 30.01.2025 51:46
Hiren Hasmukh invested $400,000 of his own savings into a hardware company that COVID killed. He pivoted the backend software into a vertical SaaS that now generates 7-figure ARR with 22 people. In this episode, you'll learn how Teqtivity competes against heavily funded IT asset management competitors on just $2,500/month in ad spend, and why separate code bases per customer became a niche SaaS co...
Organic Growth SaaS: 4 Hours a Week to 7-Figure ARR 23.01.2025 59:06
Nathan Gilmore could only work four hours every Saturday morning on his side project. Those four hours a week turned into a 7-figure organic growth SaaS business with 6,000 customers across 180 countries. In this episode, you'll learn how TeamGantt grew almost entirely through SaaS SEO, why focusing on a single feature beat building a full project management suite, and what happened when they fina...
Startup Funding: Kitchen Table to Unicorn in 3 Years 16.01.2025 54:57
Jenn Knight and her co-founder had zero insurance experience and a $5K first customer. Three years and multiple rounds of startup funding later, AgentSync hit unicorn status with 8-figure revenue and 250+ customers. In this episode, you'll learn how outsiders broke into a conservative industry, secured SaaS fundraising from seed to Series B, and scaled from 5 to 200+ employees. Jenn reveals how bu...
B2B SaaS Sales: 15 Pilots to Land a First Enterprise Deal 09.01.2025 51:29
Barb Hyman walked into a startup expecting to scale it - then discovered the product didn't work and she had six weeks of runway. She fired the entire team, rebuilt from scratch, and grew Sapia.ai to near 8-figure ARR. In this episode, you'll learn the B2B SaaS sales approach that relies on referrals over marketing, anchor logos over volume, and published research over pitch decks. Barb reveals ho...
Crowded SaaS Market: $0 to $1M ARR Against 50+ Rivals 02.01.2025 59:34
Vitaly Veksler spent five years building 10% of what customers actually needed. His second attempt in an even more crowded SaaS market worked - Vista Social hit $1M ARR in under two years against 50+ established competitors. In this episode, you'll learn how competitive differentiation through modern product design, aggressive pricing, and exceptional support wins when the market is saturated. Vit...
Customer Interviews: 10 Conversations That Change Everything 12.12.2024 55:59
Most founders think they know why customers buy their product. They're usually wrong. Bob Moesta, co-creator of the Jobs to be Done framework, discovered that just 10 strategic customer interviews reveal 3-5 buying patterns that cover 90% of any market. In this episode, you'll learn the JTBD framework for customer research that has powered 3,500+ product launches. Bob reveals how Basecamp avoided...
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