Seasonal work is awesome. It’s also hard. Let’s build the systems that make it work.
The Shoulder Season Series is a four-week virtual cohort for seasonal outdoor workers: river guides, ski instructors, lifties, outdoor educators, trail crews, and anyone whose year runs on seasons instead of paychecks. It’s built by seasonal workers, for seasonal workers.
Seasonal work brings irregular income, moves between homes, gaps in benefits, and the strange quiet of the shoulder season. Most advice is written for people with a steady W-2 and one address. This series is built around one idea: the fat months have to carry the lean ones, and you need to see your whole year at once.
What we’ll cover
Life Audit & Goal Setting (Mon, Nov 2)
Map your year, your seasons, and what you want out of the next one.Financial Systems & Income Planning (Mon, Nov 9)
Build a money system that works with irregular income.Health, Wellness & Benefits Navigation (Mon, Nov 16)
Healthcare, insurance, and taking care of yourself between seasons.Next Season Plan (Mon, Nov 23)
Turn seasonal experience into a strong resume and lock in what comes next.
Details
Mondays, Nov 2–23 · 6–7 PM MT
Live on Google Meets. The link goes out after you register.
Before each session, you’ll get a printable Seasonal Passport packet, the planning workbook we use in the room. Print it, punch it, and build your binder as you go.
Who it’s for
Anyone working seasonally in the outdoors, wherever you’re based. No prep needed. Bring your calendar, a pen, and whatever’s keeping you up at night about this off-season.
Limited spots so the group stays small and conversation stays real.
$25 for all four sessions · Includes your Seasonal Passport packets. Spots are limited so the group stays small.
Register for the November Cohort →
Pause. Reset. Design Your Year. By Seasonal Workers, for Seasonal Workers.