What to Outsource (and What to Keep): A Bootstrapped Founder Framework

Synopsis

Kevin Graham, founder of bootstrapped hosting portfolio Site Arrow, applies Jeff Bezos's 'beer taste' test to SaaS work and walks through what he outsourced at his company. He covers finding a 24/7 support agency for $1,000/month that dropped first response to under 15 minutes (from 18 hours in-house), handing sales-tax compliance to Paddle across the US/EU/India/Singapore/Australia, and a 20-hour outage caused by outsourcing development without holding source code. He closes with four questions to ask before outsourcing any function.