Outreach Resources
MiddWinter Challenge 2026 is here!
The structure this year looks a bit different than recent years…
- DATES: The challenge will run February 9–12 … FOUR days only!
- GOAL: Raise $1 million from across the Middlebury community.
- REWARD: Magnify our impact thanks to $300k in generous matching gifts. Gifts of any amount will be MATCHED dollar-for-dollar when donors support any of the following Middlebury funds:
- Alumni Fund (matched up to $100k by Ted ’83 and Kathy O’Connor Truscott ’83)
- Parents’ Fund (matched up to $100k by two anonymous Midd parents)
- Financial Aid Fund (matched up to $100k by an anonymous donor from the Class of ’94)
This is Middlebury’s biggest fundraising push of the year—so put your thinking caps on, get those creative gears cranking and good ideas cooking, and prepare to rally for the MiddWinter Challenge!
Send Emails
1. Visit the volunteer portal on GiveCampus to email your assignments.
2. Request an list of classmates who usually give during the challenge and use our MiddWinter Challenge outreach templates on GiveCampus to email or text them.
Create a challenge!
Class competition heats up during the MiddWinter Challenge and creating your own match or challenge on GiveCampus is a great way to draw your classmates into the winter fun… and get your own class to the top of the leaderboard!
Learn how to set up your own match or challenge with our videos. If you run into any questions or issues, please email Esther, she’s standing by to help!
Share on Social
You can share links to the MiddWinter Challenge right from the campaign page.
You can use our toolkit to make the most of your social sharing. View or download your preferred version below.
Got questions?
Please feel free to email or call your staff liaison with questions anytime about how to make the most of your outreach.
For GiveCampus help, email or call Esther Palmer.
If you just need a general introduction to GiveCampus, please check out our videos on the Volunteer Portal Intro page!
Strategy Session Replay
Missed the Class Agent Strategy Session?
It was a lively session with good questions!
We encourage you to read the follow-up message; it includes several requested resources.
You can also read through the slides or watch the replay video to get the full context.
Please be in touch with any questions or requests that arise when you review these materials—thanks for all you do for Midd!
Class Giving Progress
Check your class giving participation numbers for the 2025-2026 fiscal year.
If the above link doesn’t work, email us and we’ll send you the direct link in a jiffy!
About the Outreach Resources page
We use this page to gather campaign-specific resources, tips, and tools for your volunteer work. It’s a great first stop when you’re getting organized to do your outreach.