SaaS Interviews with CEOs, Startups, Founders

Golf course SaaS founder Jason Pearsall shares how Club Caddie scaled from $450K to $9M ARR in 5 years, sold to Constellation Software (CSI), and keeps growing with 600+ golf courses paying ~$15K ACV. If you're building vertical B2B SaaS, this is a masterclass in niche foc...

Callum Mckeefery built Reviews.io from scratch with his wife—no funding, no equity dilution, and no fluff. In this episode, he shares how they scaled to $12M ARR, outpaced VC-backed competitors, and exited for $82M in an all-cash deal.

He breaks down the exact viral loop that created SEO-fueled growth, how they hit $240K revenue per employee, and why he chose not to give employees equity—but still made m...

How do you scale a consumer AI company to 100,000+ paying customers… without raising VC and while staying profitable?

Ricardo, founder of DreamStories.ai, joins Nathan to break down how he built an AI-powered personalized children's book studio that's already done

Ry Walker, serial entrepreneur and founder of Tembo.io, walked away from his first company, Astronomer.io (yes the Coldplay one) during their $213 million Series C in 2022. The company was doing tens of millions in revenue.

Now, he's building Tembo.io, an AI developer teammate that's already processing 1,000+ merged pull requests for 200 organizations just 2 months after pivoting. He previously co-founded Astronomer in 2015, which...

Bassem Handy, CEO of Briq.com, survived the VC apocalypse by firing 215 humans and replacing them with robots, growing from burning $1M/month to hitting $25M ARR with just 135 employees.

After raising $50M including a peak-bubble Tiger Global round, he took a flat $150M valuation in 2024 and used his own robot technology to automate 80% of his sales team, achieving the lowest customer acquisition costs in company history.

In this...

Sid Bendre and his co-founders at Oleve built a $6 million ARR mobile app empire with just 6 people, generating $500,000 monthly revenue and 10-30% profit margins from their education apps Quizzard and Unstuck.

Their first TikTok video exploded to 2.3 million views overnight, converting to 10,000 users instantly, and they've since scaled to 4 million total downloads by running 6-7 A/B tests simultaneously and building AI agents tha...

Romain Torres bootstrapped ARCads.ai from zero to $6 million ARR in just 16 months with only 5 employees, achieving an extraordinary $1.2 million in revenue per employee while staying completely profitable. He launched in January 2024, hit $5,000 MRR in his first week, crossed $1 million ARR by June 2024, and recently added $1 million in new ARR in a single month between April and May 2025. ...

Ricardo Ghekiere bootstrapped BetterPic.io from $3,000 to $270,000 monthly revenue in just 12 months, building a $3.2M revenue AI headshot empire with 13 people and zero churn using a one-time purchase model.

His affiliate program converts at 12% (versus the industry standard of 0.5-1%) with just 7 top performers driving $77,000 monthly revenue, while generating $230,000 revenue per employee.

In this episode, Ricardo screen-shares ...

Jake Mor is the founder of Superwall (superwall.com), a mobile app paywall platform that generates $3.6 million ARR with just 12 employees by powering over 100 million paywall views monthly for 3,000 customers.

His company processes $25-50 million in customer revenue each month and has built over 4,000 custom paywalls while facilitating 4-5 million new user conversions monthly across their customer base.

Jake reveals his exact hybr...

Alan de Souza built Reachbox.ai (Zapmail), an AI-powered cold email outreach platform offering email warmups, campaign automation, and lead enrichment. He scaled from zero revenue to $6 million ARR in just 18 months, serving 4,500 paying customers at $110 average revenue per user while growing 25% month-over-month with only 7.5% churn rate.

His 27-person team generates $230,000 in revenue per employee, with 280 active affiliates dr...

John Rush went from building 7 VC-backed startups as a CTO to creating a $3.5 million ARR empire of 20+ AI tools, with his biggest product SEO bot generating $120,000 monthly recurring revenue using just a 2-person team.

He reveals his exact 30-30-30 growth formula (30% SEO, 30% cross-promotion, 30% social media) and how his listing bot makes over $50,000 per month sellin...

28-year-old French founder David Zitoun bootstrapped Submagic to $8 million ARR in just 3 years with only 13 employees, generating $615,000 revenue per employee without raising a single dollar of VC funding.

He reveals how he hit $1 million ARR in exactly 90 days using the most generous affiliate program in SaaS - paying 30% lifetime commissions to 10,000+ affiliates who now drive $1.6 million of his annual revenue while processing...