Show Notes:

00:46 Starting your first business

03:30 As a company, how do you provide value to your employees? Is offering high commissions sustainable?

06:30 Losing a business isn’t the end of the world, there’s no shame in taking a job while you regroup

09:20 Outsourcing labor in the days before Upwork etc

11:25 Getting the mojo back: starting a second business after the first one failed

13:30 Discovering a market for listing online businesses

14:55 Collaborative team sales vs. individual sales - sharing sales commissions across the whole team

16:00 How do you incentivize your team to act in the best interest of your company?

18:35 Using equity and open strategy meetings to encourage all employees to work towards your company’s long-term success

28:45 How to effectively implement sales goals: top down vs. bottom up approach

32:20 Forecasting problems of the future to discover a new market niche

34:00 Know what kind of entrepreneur you are and build a team with complementary skill sets and interests

36:00 Challenges of working with a remote team based across the globe

40:55 The value of community - sharing successes and failures with trusted business peers

48:55 Making decisions on data vs. on gut

52:10 Taking over an established business with an established team

53:30 Differences between a founder-led business vs. a private equity-led business

59:45 When to sell a SaaS business, why, and how