I quit my corporate finance job, packed my car, and moved to Vail knowing nobody.
That was the start. Now I bartend at the South Jersey Shore in the summer, live on my boat while I do it, and spend the winters surfing in Mexico.
So Long Sunday Scaries is about building a life outside the 9-to-5 — and actually affording it. I have a background in finance (JPMC, for what it’s worth) and I use it differently now: figuring out how seasonal income works, why I bought a boat instead of paying rent, and where to put your money when you don’t have an HR department. Work hard for six months, disappear for five — Argentina, Mexico, Ecuador, Asia. If you’re curious about seasonal living, boat life, slow travel, or just want to know the real numbers behind an unconventional life — you’re in the right place.
Quitting Corporate
💼
I left a VP role at JPMorgan and never looked back. The identity crisis, the financial reality, and why walking away was the best decision I ever made.
🌊 Seasonal Living
Ski towns, beach towns, how to find work, what it actually costs. The real guide to living and working seasonally.
🚤 Boat Life
I bought a 1985 Silverton with zero experience and made it my home. Here’s everything I learned the hard way.
Off-Season & Travel
✈️
Six months of work funds five months of freedom. Argentina, Chile, Nicaragua, Mexico — what the off-season actually looks like and what it costs.
💰 Money & Finance
How to budget on irregular income, where to put your savings, and why the numbers on my boat actually made sense.
