I’ve been a workaholic my whole life. I haven’t had a sick day in the last 9 years, typically averaging 60 hr work weeks with maybe a week off a year and the occasional 3 day weekend over holidays. I’ve had countless stints of 70-80 hour work weeks. From December 2017-June 2018 I alternated 72/84 hr work weeks for 6 months (every other Sunday off). My life has always been a habit of routine, and I enjoy the routine.
What did it for me, was taking my first 4 month sabbatical in 2016. I’ve always loved my routine so didn’t know what life not working would be like. At the start, even my parents said that I’d be “back to work in a week or two,” and I didn’t disagree. Turns out, I can actually relax. It took a bit, but my wife and I bought one way tickets to Asia and ended up staying two months. We came back, and rode a motorcycle through Baja for nearly a month, camping on the beach every other night.
It took that sabbatical to fully understand and visualize my life in FIRE. I now can taste that dream, that dream that I never truly knew if I would “enjoy” or just get stir crazy. I have a lot of hobbies I want to do, but I also just want to travel, hike, etc. Our travel was pretty dang basic.. Motorcycle camping.. We did 2 months straight in a tent on an old military trailer pulled behind our 4Runner on another sabbatical through North America/Canada.. Our next long sabbatical (or FIRE if it comes first) will likely involve an airstream, doing similar trips, but just never having to stop or go back to work lol. We don’t own a home, but will then also find somewhere to settle down, we have absolutely no idea where yet. Somewhere north, likely in the mountains..
I know not everyone is able to, but I would really suggest a long sabbatical for a lot of people for a true evaluation of what they may expect in FIRE.