Moab, Utah / the road(Unsplash)
Jonas Hale
Seasonal guiding & winter making
Jonas stacked trail seasons and winter carpentry until the spreadsheet job looked optional. He helps people design a year with two or three paying seasons instead of one exhausted identity — including the unglamorous parts: insurance, shoulder months, and a vehicle that is a tool, not a personality.
Left from: equity research associate in Chicago
How they got off the 9-to-5
He took unpaid leave for a 90-day guiding course, came back, then negotiated a four-day week for one more year while banking winter renovation gigs. The office ended when a full summer of work was already booked. He still files quarterly taxes like a grown-up and does not pretend van life is free.
- Outdoors & Guiding
- Seasonal & Nomadic
- Trades & Making
What you leave with
The session is the conversation. These are the artifacts that follow it.
- Season mapA twelve-month calendar of work, rest, and cash so you are not broke in November.
- Field kit quoteGear you actually need versus gear Instagram wants you to buy, with Market links.
- 24/7 text line for 21 daysFor permit questions, client weirdness, and the first ‘should I take this gig?’ moments.
- Call recording + notesSo you can replay the plan when the adrenaline fades.