I’m writing from the passenger seat of a Subaru Forester from somewhere in Alabama. I’m on a road trip from Massachusetts to Southern Utah, up to Western Montana and back via the Great Lakes region that should take about two months to complete. This trip has been a pipe dream for seven years but up... Continue Reading →
The Dark Side of Mini-Retirement
Six years ago, I made a deal with the Debt Devil. The deal was this: I would suffer however I needed to to pay off $40k in debt in return for assured success. To honor myself, I vowed that when the debt was paid, I would save up enough money to take a ‘mini-retirement’ (multi-month,... Continue Reading →
I Am An Aspiring Snowbird
On the first Friday during my mini-retirement that I wouldn’t receive a paycheck, I found myself in Hood River, Oregon with a good friend at a garden party. My friend introduced me as her “friend from Boston who had paid off all her debt and saved up a year’s salary so she could take a... Continue Reading →