He started as a police officer, nearly lost everything in his first business, then built and sold a capital-heavy security company before going again.

In this episode of 2 Commas, I sit down with Joshua Parsons to unpack a founder journey shaped by early responsibility, hard-earned judgement, and an obsession with solving problems properly. From policing at 17 to bootstrapping Crosbies Security, learning the real difference between revenue and cash, and building a business that could run without him, Joshua shares the lessons most founders only learn the hard way.

We also explore how one unresolved failure inside his first company led to the creation of Watchful, a software business now scaling rapidly across international markets. This is a practical conversation about resil ...