The SaaS Podcast - Real Lessons on Gr...

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.

Business
Entrepreneurship
Technology
76
SaaS Side Project to $1M ARR in 2 Years Solo
Will Van Der Sanden (Dux-Soup) on how a simple Chrome extension became a seven-figure freemium SaaS
53 min
77
Open Source Monetization: 40M Users to 8-Figure...
Peter Wang (Anaconda) on turning free Python tools into enterprise revenue through community-led growth
57 min
78
Niche SaaS: One Pain Point to $5.5M ARR in 12 Y...
Erling Linde (CV Partner / Flowcase) on building a niche SaaS for consulting firms and bootstrapping for 10 years
51 min
79
Viral SaaS Growth: $1M ARR in 4 Months With No ...
Martha Bitar (Flodesk) on how viral loops and flat-rate pricing drove bootstrapped growth to $27M ARR
59 min
80
SaaS Content Strategy That Built $70M in ARR
Colin Nederkoorn (Customer.io) on how content education drove SaaS growth from $50 MRR to $70M ARR
50 min
81
B2B Product-Market Fit: 5 Years Then Takeoff
Dan Uyemura (PushPress) on how B2B product-market fit from domain expertise and help-first support grew a vertical SaaS to 8-figure ARR
42 min
82
SaaS Pricing: Sell Training, Give Software Free
Todd Dickerson (ClickFunnels) on how SaaS pricing innovation with webinar funnels bootstrapped $15K to $140M ARR
62 min
83
SaaS Retention: Why Firing 40% of Customers Worked
Caleb Avery (Tilled) on how fixing SaaS retention by firing 40% of customers unlocked 500% year-over-year growth
48 min
84
Serial SaaS Founder: $1M ARR 3 Times, Faster Each
Adam Robinson (Retention.com, RB2B) on how a serial SaaS founder hit $1M ARR in 17 months, 27 weeks, then 16 weeks without funding
57 min
85
SaaS Onboarding: 7 Flows That Drive Growth
Peter Loving (UserActive) on how SaaS onboarding and 6 other user flows drive activation, reduce churn, and boost trial conversions
69 min
86
Enterprise Sales: From Poverty to 700K Workers
Jason Radisson (Movo) on how enterprise sales through warm intros and C-level conversations landed nearly 100 Fortune-level customers
61 min
87
Selling SaaS Without Sales Experience to 20K Users
Patrick Barnes (AMP) on selling SaaS without sales experience using personalized outbound, free tools, and a Shopify app acquisition
57 min
88
SaaS Subscription Billing: $20K to $1M ARR
Jonathan Rhyne (PSPDFKit) on how switching to SaaS subscription billing and customer segmentation drove $20K MRR to $1M ARR in 8 months
66 min
89
Early Traction: 60 Waitlist Signups to $2M ARR
Lav Crnobrnja (Vacation Tracker) on how early traction from a forgotten waitlist and Slack-first positioning built a $2M bootstrapped SaaS
64 min
90
Bootstrap to Profitability: $1K to $26M ARR
Guillaume Moubeche (lempire) on how building in public and warm outbound drove bootstrap to profitability at $10M EBITDA
63 min
91
SaaS Product Validation: 3 Startups, 2 Exits
Jake Stein (Common Paper) on SaaS product validation lessons from RJ Metrics, a $60M Stitch exit, and giving away free contracts
64 min
92
Self-Funded SaaS: Side Project to $5M+ ARR
Dean Mathews (OnTheClock) on how a self-funded SaaS grew to 18,000 customers with SEO and zero paid ads over 20 years
51 min
93
SaaS Product-Market Fit: A Year of Wrong Words
Michael Zuercher (Prismatic) on how SaaS product-market fit clicked after a year of failed sales messaging in a new category
48 min
94
SaaS Retention: 8-Figures on Just 2 Channels
Kaveh Rostampor (Planhat) on how SaaS retention focus and bootstrap discipline drove 8-figure ARR with paid ads and cold calling
43 min
95
Building AI Products: Cold Calls to High 7 Figures
Zach Rattner (Yembo) on building AI products from LOIs and trade show demos to an AI startup serving 30 countries
43 min
96
Sales Pipeline: 60 Customers at One Event, New ...
Evan Liang (LeanData) on building a sales pipeline when nobody searches for your category, from 3-year cycles to 8-figure ARR
47 min
97
SaaS Acquisition: 18 Deals to a $60M ARR Portfolio
Tim Schumacher (saas.group) on SaaS acquisition strategy, 2-3x ARR acquisition valuation, and what makes a SaaS exit attractive
40 min
98
SaaS Pricing for Exits: Sell Your Business for ...
Juan Ignacio Garcia (Boopos) on SaaS pricing for acquisitions, 4-8x SaaS valuation multiples, and selling a SaaS business on marketplaces
49 min
99
SaaS Partnerships: Two Exits to 19,000 Companies
Bob Moore (Crossbeam) on how SaaS partnerships, a $60M exit, and solving the cold start problem built an ecosystem of 19,000 companies
63 min
100
SaaS Sales Process: From Failed Outbound to 7-F...
Lars Gronnegaard (Dreamdata) on building a SaaS sales process after cold outreach flopped and LinkedIn content strategy replaced it
48 min