Building a successful business doesn’t happen overnight; it’s a journey filled with trials, triumphs, and endless learning.

In this episode of The Business OS, host Tom Burgess sits down with Matt Tait, CEO of Decimal, as he shares his journey from being a lawyer to becoming a successful entrepreneur. Matt discusses his initial business failure in restaurant tech and the valuable lessons it taught him about resilience and the importance of openly discussing failure.

Now leading a fully remote company serving over 650 clients with a strong emphasis on values and culture, Matt talks about the challenges and strategies of remote work. He also touches on the significance of personal and mental health for CEOs, the importance of having a coach and peer group, and knowing when to delegate tasks.

You’ll Learn:

• How complementary skills and shared values between co-founders drive both business and personal success
• The importance of personal well-being in leadership, enhancing both individual and team performance
• How maintaining company values and leveraging AI are essential for scaling modern businesses effectively

Timestamps:

(00:00) The power of iteration and reflection

(01:00) From lawyer to entrepreneur

(05:30) Challenges and strategies in remote work

(06:44) The importance of company culture

(11:11) Leveraging technology and AI in business

(14:05) The co-founder relationship

(23:46) Personal health and peer support for CEOs