SaaS Interviews with CEOs, Startups, Founders

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?

CEO Griff Parry launched m3ter in 2020 after selling his first company Gamesparks to AWS. Today 10-100 customers pay him platform fee's and usage fee's to use his usage based billing API tool. He doesn't code but across his team of 56, more than 25 are engineers. Can they scale into their last round valuation?

Launched in 2016 selling software to Music Repair Shops, TudoDesk exited for $1m+. This is the low stress, high wealth way to build a software company. TC won't write about you, but it doesn't matter, you'll get wealthy fast!

Launched in 2016, CEO Matt Prados got rich off dividends and profits. He's bootstrapped to $20m in revenue with plans to hit $32m in 2024. Can he do it? His outbound call center strategy might get him there.

Tarja recognizes that energy in Finland is a hot space. She's launched a marketplace connecting 100 apartment complex owners with 100 providers of energy services like solar and heat. Shes raising a $15m fund to then back these projects that go through her marketplace. Will she get the $15m SPV closed and change the course of energy efficiency before 2025?

Matt Britton sold his agency for $50m in 2010 then launched Suzy.com in 2011. The original version, Crowdtap, was a mobile app where consumers could test new enterprise products like candy bars, detergents, and other items. The firm struggled and then doubled down on Enterprises paying for user research through its software, hitting $10m Revenue in 2018. Last year the firm did $65m in revenue and burned $12m. Britton says “We’ll hit $82m revenue this year and plan to burn $9m with a track to $100m ARR by mid 2025.” Will he get there?

Despite large competitors like CloudBooking, Guesty, and other hotel management platforms, RoomChecking CEO Jonathan Weizman has carved out a $2m niche. He specifically helps hotel owners in France organize cleaning schedules by hotel cleaners as guests check out.

He turned down $20m in 2021 for his Slack competitor, Chanty.com. Today, the company has over 24,000 paying customers and does $3m revenue, profiting $1.2m in 2023. The company is fully bootstrapped. Can he find a sales co-founder willing to hustle hard for 15% equity?