SaaS Interviews with CEOs, Startups, Founders

TimeDoctor CEO Liam Martin has used his community to bootstrap his SaaS to $20m. He'll show you how he grew 202% in 2020 and continues to grow profitably. Can they hit $25m by Dec 2024?

Metadata CEO Gil Allouche almost killed his company in April 2020 when he only had $500k cash left in the bank and less than 2 months of runway. He used 4 growth tactics to turn things around, hitting $15m in ARR last week. Can he break $20m before Dec 2024?

Founder of Brightedge Jim Yu teaches us the 3 weekly candences he ran to hit $20m, how he set up his org chart from $20m to $100m, and 3 non-standard metrics he tracks. Will they break $150m ARR this year?

Eugene Levin joined SEMRush at $3m ARR after the founders wouldn't let him invest. As president, he's grown the business to 100,000 paying customers 850k free users, $2,500 ACV and 25% YoY revenue growth. Will they break $350m ARR this year?

Adam Robinson had a 6 person team doing $10m in ARR. Then he went all in on linkedin, pivoted to B2B, and broke $20m in ARR. He did $1,858,399 MRR in Jan 2024 and profited $509,984. Can he break $5m in profits this year?

Jason Cohen founded WPEngine in 2010 and broke $20m within 4 years. Today, the company does $400m+ in Revenues. In this podcast Cohen teaches 9 rules he used to change his org chart, optimize roles, and replace himself as CEO as he scaled. Will they break $500m revenue this year?

Ryan Allis launched iContact when he was 18. He made $15m cash when he exited in 2011 for $169m. He shares his negotiation with Salesforce Marc Benioff, how he found 10 profitable acquisition channels, 70,000 customers, and broke $50m in revenues. Will he buy it back for $1 one day?

LMS365 raised $20m in 2023 at a $100m valuation - a 5x multiple on $20m of ARR. As of April 2024, they do $30m in ARR. Their 200 person team is focused on building software for the Microsoft ecosystem. Can they hit $40m ARR this year?

They hit $3m ARR fast using MTU tiers on their pricing page. Raised $7m in 2023 at a $35m post money valuation and are burning $30k per month today. Focus is profitability before Q2 2025, will they hit it?

Rural mom and pop shops love him. 13,000 have purchased his POS and software system processing over $1.85 billion in GMV in 2023 across 35m transactions. Can he crack $2b GMV in 2024?

Companies like Samsung are sourcing college talent using Scholarship Owl. The firm hit $6m in 2023 revenue, bootstrapped. 150,000 college students join the platform monthly increasing the size and quality of the talent pool the company’s B2B customers can pay to access. Can he hit $10m this year?

CEO Alex Shvarts shared a default rate of 15%, charge off rate of 6.8%, along with significant expenses related to acquisition costs, and interest expenses. The firm is targeting $300m in capital deployed in 2024. If it hits its target, does this FinTech SMB factoring company have enough margin to survive long term?

Reveeler grew ARR 100% from $25m to $51m in 2023 and took $5m to the bottom line as profits. What interest rate do they pay Hercules on their new $65m debt facility for acquisitions? How does CEO Jay Ackerman plan to hit $100m in revenue this year (2024)? Who will they acquire next?

20 year old wins $3m playing poker, launches SaaS. He raised $18.2m. After 7 years and dilution down to under 50% he left to launch his new bootstrapped company. Whippy helps lawyers run their operations and hit $4m ARR this month. Can he hit $10m bootstrapped?