I quit my corporate finance job, packed one bag, and moved to Vail knowing nobody.
That was the start. Now I bartend on the 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. If you’re curious about seasonal living, boat life, 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.
