Dean Matthews
Founder of OnTheClock, a bootstrapped time-tracking and scheduling SaaS used by thousands of businesses; focused on building a people-first company and scaling product-led growth.
Best podcasts with Dean Matthews
Ranked by the Snipd community
14 snips
Oct 1, 2025 • 42min
People First, And Then Profits Follow with Dean Mathews
Dean Mathews, founder of OnTheClock, shares his journey of building a bootstrapped time-tracking SaaS that supports over 200,000 users monthly. He emphasizes creating a people-first culture, viewing his team as the backbone of success. Dean discusses how rapid learning and adaptation fueled growth, the myth of work-life balance, and the importance of trust in delegation. He highlights the shift towards a sales motion while maintaining a family-like work environment, underscoring his commitment to what truly matters in business.
8 snips
Jul 18, 2024 • 55min
403: OnTheClock: Bootstrapping a $5M+ SaaS Without Talking to Customers - with Dean Matthews
Dean Matthews, CEO of OnTheClock, shares how he bootstrapped a $5M+ SaaS without talking to customers. Topics include challenges of full-time work on the business, user-friendly products in a competitive market, acquiring first customers, standing out in SaaS product design, and strategies for growing a SaaS company.
