A transparent account of bootstrapping an insurance business as a solo founder.
Product-market fit struggles
Despite being 4 years into building With Jack I'm not convinced I have product-market fit. Everyone has a different definition of what PMF is, so I go through some of the popular definitions and talk about how With Jack measures up.
My journey to 250 customers
How has the journey to 250 customers looked for me? In a world where TechCrunch articles celebrate the overnight success story, I share my journey of slow and organic growth. It's important we remember growth doesn't look the same for everyone, therefore we must not give up if we fail to hit 6 digits in 48 hours.