I fell into bookkeeping in 2014.
Although I’d made money using all kinds of online business models, I’d never figured out how to manage that money. I went through some feast and famine, got in and out of debt, and finally sold my online businesses and limped away in early 2013.
I took a job working for my good friend, Jesse Mecham. He was the founder of a personal budgeting software called You Need A Budget (aka YNAB, pronounced why-nab). I spent my first year at YNAB as the staff writer, but then I wanted to make more money.
I asked Jesse if I could start coaching small business owners, using YNAB as the platform. He said go for it. There turned out to be demand for the help, and within a year I was back on my own as a full-time money guy, working almost exclusively with coaches, online business owners, and freelancers.