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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Episódios
SaaS Sales Process: 116 LinkedIn Calls to $10M ARR 19.10.2023 55:51
Peter Ord searched LinkedIn for second-degree connections with "implementation" in their title. He found 116 people, asked all of them the same 16 questions, and signed 9 as paying customers. That founder-led sales motion became the foundation of GUIDEcx's SaaS sales process. In this episode, Peter reveals how he built a repeatable SaaS sales process from pure outbound, why he priced at $100 per u...
Net Revenue Retention: The Metric That Saved Banzai 12.10.2023 1:07:17
Joe Davy bootstrapped Banzai for four years, hit seven-figure ARR, and raised a Series A. Then COVID wiped out over 90% of his business overnight. His response: make net revenue retention the single most important metric at the company. In this episode, Joe reveals how he acquired Demio, pivoted from field marketing to webinars, and rebuilt Banzai to eight-figure ARR. You will learn why net revenu...
SaaS Go-to-Market: Why Selling to Startups Failed 05.10.2023 55:22
Josh Ma and his co-founder interviewed 46 engineers before writing a single line of code for Airplane. Their SaaS go-to-market strategy started strong - but selling to tech startups stopped working when budgets tightened in 2022. In this episode, Josh reveals how Airplane pivoted its SaaS go-to-market from Silicon Valley startups to fintech and healthcare verticals, reaching 7-figure ARR. You will...
SaaS Product-Market Fit: 5 Years of Wrong Customers 28.09.2023 48:38
Alex Yaseen launched Parabola in 2017 and spent five years attracting enthusiastic users who rarely converted to paying customers. His SaaS product-market fit breakthrough came when he noticed a pattern buried in feature requests - the highest-value users all wanted collaboration tools. In this episode, Alex reveals how finding product-market fit required separating "false positive" customers from...
Building AI Products: From Zero Data to $1M ARR 21.09.2023 54:01
Nate Sanders needed customer data to train his AI SaaS product - but had no customers. Building AI products with machine learning creates a painful chicken-and-egg problem that most founders never solve. In this episode, Nate reveals how Artifact cracked the cold start data problem by recruiting design partners who handed over proprietary data and paid $1,000-$1,500 deposits before the product exi...
Founder-Led Sales: 5 Demos a Day at $15M ARR 14.09.2023 50:55
Brian Elrod still does five customer demos every single day as CEO of a $15M ARR company. That founder-led sales habit is the reason Text Request keeps winning - it took five years to reach $1M ARR, then scaled from $3M to $15M in just three years. Learn how founder-led sales powered this bootstrapped SaaS company from zero to $15M ARR without a dollar of outside funding. Brian shares how Twilio's...
SaaS Content Marketing: $1M ARR With Zero Outbound 07.09.2023 1:02:38
Dominik Angerer built one of the most effective SaaS content marketing engines in the CMS space - with zero outbound sales. Storyblok grew to $1M ARR with just two founders and 25,000 users, powered entirely by long-tail SEO articles and a live chat widget that became a content flywheel. Learn the SaaS content marketing strategy that ranked Storyblok #1 for "headless CMS explained" - writing techn...
SaaS Positioning: From Nice to Have to 4,000 Customers 17.08.2023 56:43
Jonathan Fields and three co-founders built Assembly nights and weekends for over three years. Their SaaS positioning challenge was clear from day one: they launched a nice-to-have SaaS recognition tool, had no idea what an ICP was, and struggled to find their first paying customer. Learn how Assembly's SaaS positioning evolved from a nice-to-have engagement tool into a must-have employee intranet...
SaaS Positioning: 100 Customers in 100 Days After Pivot 10.08.2023 51:49
Adam Nathan built a templates marketplace that was growing fast - tens of thousands of users per month during COVID. Then he killed it. He walked away from traction, laid off team members, and went back to square one to fix Almanac's SaaS positioning. Learn how Adam navigated the hardest SaaS positioning challenge: a horizontal SaaS product that works for everyone but attracts no one. He spent mon...
Competitive Differentiation: 10 Years Then 400% Growth 03.08.2023 59:11
Anshu Sharma spent 10 years thinking about one problem before writing a line of code. When he finally launched Skyflow with a SaaS go-to-market strategy built on competitive differentiation through deep expertise, the first customer call ended in a sale. Learn how Skyflow achieved competitive differentiation by creating an entirely new product category - a privacy API for sensitive data. Anshu bui...
B2B SaaS Sales: Weekend POC That Won a Fortune 500 27.07.2023 54:23
Nabeil Alazzam had 48 hours to prove his startup could handle enterprise sales compensation for a Fortune 500 company. He got the data at 5pm on a Friday. The meeting was Monday. That weekend B2B SaaS sales play won one of his most important early customers. Learn how Forma.ai bootstrapped B2B SaaS sales for nearly four years before raising $58M, building the initial product in 8 months from a din...
SaaS Product Design: Why Wireframing Saves Months 20.07.2023 47:06
A team spent months building their product, ran user testing, and shipped it - only to get devastating feedback because they skipped the SaaS product design exploration phase. They had to scrap everything and start over. Leon Barnard, Education Team Lead at Balsamiq and co-author of Wireframing for Everyone, delivers a wireframing masterclass for founders. Learn why the cheapest time to make SaaS...
Niche SaaS: 18 Months in Back Offices to $10M ARR 13.07.2023 53:19
Sufian Chowdhury burned through $80,000 building the wrong product, then COVID wiped out 70% of his customers. Instead of quitting, he built a niche SaaS company that now handles 7 million rides a year and is approaching $10M ARR. Learn how Kinetik became the first vertical SaaS platform for non-emergency medical transportation by physically sitting in customer back offices for 18 months. Sufian s...
B2B SaaS Sales: 2 Years of Discovery Then $10M ARR 06.07.2023 51:10
Brett Turner spent two years talking to customers, VCs, and bank treasurers before writing a single line of code. Then he made a bet that could have killed the company - he started building before banks had the APIs he needed for his enterprise SaaS product. Learn how Trovata survived a two-year wait for bank APIs, turned JP Morgan into both an investor and a B2B SaaS sales channel, and grew to $1...
SaaS Retention: From 60% Churn to Zero in 3 Years 29.06.2023 47:50
Ulf Arnetz watched his revenue drop from $5M to $2M after switching from services to SaaS. Then he discovered a devastating SaaS churn rate of 60% was destroying everything. The product only served CEOs - managers and employees got nothing from it. Learn how Howwe fixed SaaS retention by rebuilding the product so every employee could see their financial impact on company strategy. The result: zero...
SaaS Product-Market Fit: 5 Founders Share What Worked 31.05.2023 47:29
What if the fastest way to SaaS product-market fit was to walk into a train station and start asking strangers questions? That is exactly what Jeremy King did before building Attest into an eight-figure ARR business. Five SaaS founders share hard-won lessons on customer discovery, product quality, monetization, and finding product-market fit - including Rahul Vora's product-market fit engine that...
SaaS Positioning: One Customer for 2 Years to $1M ARR 18.05.2023 55:35
Thomas Kunjappu spent two years building for just one customer. Then he had to figure out how to sell his SaaS positioning to the rest of the market - without a real website, a sales team, or a category anyone understood. Learn how Cleary evolved its SaaS positioning three times - from "external internal tools team" to "employee experience platform" to intranet replacement - and why having Square...
Free Trial Conversion: 70% Close Rate Framework 11.05.2023 50:54
John Li had 1.5 months of runway when he launched Vimcal. He jumped on SaaS onboarding calls with every user, pitched a $15 subscription at the end, and achieved 70% free trial conversion. One user offered a $5,000 investment check instead. Learn the 4-step onboarding call framework that drove this free trial conversion rate: tease with keyboard shortcuts, deliver the magic moment (drag-to-schedul...
SaaS Growth: How JotForm Scaled to 20M Users 04.05.2023 51:24
Aytekin Tank was helping millions of people automate their work while doing everything manually himself. When Google launched a competing product, he realized SaaS growth depended on applying his own automation principles to his business. In this episode, the JotForm founder walks through the six-step Automation Flywheel that powered scaling SaaS operations from a solo project to 20 million users...
SaaS Product Validation: 100 Interviews Before Code 27.04.2023 55:43
Brandon Foo spent four years building his first startup only to realize nobody needed it. The second time, he flipped the playbook - running SaaS product validation through 100+ customer interviews and charging $30 via Stripe before writing a single line of code. Learn how Paragon used iterative SaaS product validation to pivot from a Firebase-like backend to an embedded integration platform, then...
Enterprise Sales: Services to $1M/Yr Contracts 20.04.2023 46:28
Neha Sampat bootstrapped a services agency side project for 11 years before spinning it out as a standalone enterprise SaaS company - then raised $169M and grew enterprise sales contracts from $250/month to over $1 million per year. If you want to understand how to transition from services to enterprise sales and close Fortune 1000 deals, this episode walks you through the entire journey - from bu...
Product-Led Growth: Competing With DocuSign at $30/Month 13.04.2023 56:15
When Sunil Patro launched SignEasy in 2010, DocuSign already owned the e-signature market. His product-led growth strategy was radical - instead of matching features, he made signing documents so simple that Apple featured the app in all 400+ retail stores worldwide. That competitive differentiation turned a mobile app into a 7-figure SaaS business. If you are exploring product-led growth to compe...
Sales Pipeline: Outbound Drove 90% of $13M ARR Bootstrapped 06.04.2023 46:03
Daniel Wikberg built his first CRM in 120 hours from his apartment. His server was a computer under his desk that crashed weekly. That scrappy start turned into a B2B SaaS sales platform generating $13M in ARR with 1,800 customers - all bootstrapped. The sales pipeline he built through outbound SaaS sales drives 80-90% of revenue. If you need to build a sales pipeline that competes with Salesforce...
SaaS Metrics That Drove $10M to $40M ARR in Two Years 30.03.2023 53:23
Two years ago, LinkSquares was doing $10M in ARR with 70 people. Today it is at $40M ARR, 430 employees, $161M raised, and an $800M valuation. The SaaS metrics that drove that growth were not vanity numbers - they were unit economics tracked with relentless discipline. If you are scaling SaaS past $10M and need a framework for go-to-market predictability, this episode delivers the playbook. Vishal...
SaaS Product Validation: Deleting a Year of Code to Find PMF 23.03.2023 53:51
Mike Adams started Grain with a solution looking for a problem. His first year of SaaS product validation was brutal - the ideal customer profile was literally "anyone who thinks it's cool." After running blind customer research, he threw away the entire codebase and rebuilt around a single feature. If you are struggling with finding product-market fit or unclear on your ICP, this episode reveals...
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