Upcoming Workshops with Jess Eastman Stewart

Tools for living an easier life at work and home.

Want all the workshops — and more?

Join the Joyfully Managed Life Society for access to every workshop below, plus:

  • Replays of past workshops like Jess's Weekend Reset System and Decision-Making in Teams
  • Printables, templates, and videos on work and home topics
  • Ask Jess your questions anytime — and see everyone else's Q&A
  • Topical Get-It-Done Weeks with accountability, prizes, and support

$27/mo

or $270/year — 2 months free

Join The Society
May 2026 27 2:00 pm Eastern

Create Your Management Memo to Better Lead Your Team

The best managers aren't mysteries. In this workshop, you'll build your own Management Memo — the values, communication style, and working preferences that help your team work with you. Borrow and adapt from a memo Jess has been refining for 15+ years.

June 2026 27 1:00 pm Eastern

How to Set Up a Home Maintenance Tracking System

Jess and her husband Jonathon walk you through how they stay on top of home maintenance — including their actual task list, the binder system in use at their house, and the apps that support it.

July 2026 9 1:00 pm Eastern

How to Create Team Communications Norms

Build a shared set of internal communication norms your team will actually use. We'll work through the questions every team needs to answer — when do we email vs. text vs. call, what does an X-hour response really mean, who needs to be in the loop — so you leave with a strong draft to take to your team.

Still deciding? The Society gives you every workshop plus the full library.

Learn About The Society
Jessica Eastman Stewart

Meet Jess

I'm a mom of 2, have spent decades in professional leadership roles (including ones with very tricky external dynamics and multi-million dollar fundraising needs), and I'm the kind of person who my friends go to for all the questions about home systems and what to do when work is overwhelming.

Jessica Eastman Stewart is a former nonprofit Executive Director who now helps organizations strengthen their teams through high-quality workshops on project management, energy management, and operational effectiveness. Through her company, Joyfully Managed Life®, she has led hundreds of workshops for nonprofits and mission-driven organizations, including Teach For America, Foundation for Jewish Camp, The Oakland REACH, National Equity Project, and the U.S. Department of Justice.

Her clients consistently describe her sessions as engaging, practical, and immediately applicable. Jessica's approach is grounded in two decades of experience in the education and nonprofit sectors, where she learned firsthand that talented teams need practical systems — not just inspiration — to thrive. She lives in the Bay Area with her family and remains deeply committed to supporting the people who do the hard work of strengthening our communities.