Latest / Grow A Small Business Podcast

Dean Mathews of On The Clock: How He Bootstrapped from a Kitchen Table Startup to a $10M SaaS Powerhouse with 280K+ Users—Built a People-First Culture and a Self-Sustaining Business That Runs Without Him. (Episode 683 - Dean Mathews)
In this episode of Grow a Small Business, host Troy Trewin interviews Dean Mathews, the founder of On The Clock. Dean shares his evolution from a solo software developer in 2004 to leading a team of 23 professionals, supporting 170,000 to 280,000 active users. Originally launched as a time-tracking app, On The Clock has expanded to include employee scheduling and payroll services, with ambitious goals of reaching $10 million in revenue and one million monthly active users. Dean discusses the critical role of consistency, hiring the right talent, and leveraging tools like Asana for effective…
The skinny
The skinny isn't ready yet — notes appear once the transcript is processed.