Jim and Alan spend some quality time talking about the most common technology challenges that we uncover when we acquire a founder owned technology company. This is not a criticism of how these companies are run, but rather a testimony to how much a small team is able to accomplish when they put their minds to it. Given that we buy smaller companies that we end up selling to larger companies -- these are the most technology issues that we need to address during our ownership period. We both have a pragmatic view of how difficult it is to keep all of these systems/processes up to date -- we don't let good become the enemy of great.

Devin sits down with Chris Morgan, the founder of Lantern Partners, an executive search firm focused on hiring C-Suite executives at PE-backed companies. We cover how to get in the candidate flow, what characteristics are required for the job, how much you will get paid and other lessons from our collective experience looking for and hiring management teams. 

Alan and Jim spend some quality time talking about the Shiny New Toy problem (SNTS) in software development.   The tendency for software teams to pin their hopes and dreams on leading edge technology that will solve all of their problems -- easier, faster better.  We discuss the problem in detail and offer non-technical founders strategies for dealing with SNTS.

Jim and Alan spend a fast hour talking about technical debt.   It's everything that a CEO/CFO/COO or Founder needs to know about technical debt -- and how to start paying it down.   What causes technical debt?  Is technical debt the result of a bad development team?  Is it possible to develop a software platform without incurring technical debt?  Is the solution to technical debt a complete platform rewrite or can you pay it down without "dry docking the boat"?  These are just a few of the questions that we answer on today's show.