BossMakerDisguise Your Boss Challenge 2026

Disguise your boss for a good cause

Your managers and team leaders agreed to play along. For every $5 donation, add hats, glasses and moustaches to the photo of the person of your choice. At the end of the campaign, one creation is drawn for each of them: it becomes their Teams profile photo for one day.

Creations open until December 5, 2026 at 12:00 am

On the donation site, choose the “Disguise Your Boss Challenge” activity.

How it works

  1. Donate

    $5 per creation, on the campaign's donation site (“Disguise Your Boss Challenge” activity).

  2. Send your proof

    Sign up here with your receipt. You get your access by email, usually within 24 hours.

  3. Disguise

    Pick a person, place your accessories, then submit your creation.

  4. The draw

    One approved creation is drawn per person and shown in Teams for one day.

The participants

$5 raised so far thanks to you, for 1 participant(s).

Key dates

Opens

October 19, 2026 at 12:00 am

Last day to create

December 5, 2026 at 12:00 am

Draw from

December 12, 2026 at 12:00 am

Photo shown in Teams

December 18, 2026

Fun and respectful

The accessories are chosen to laugh with the person, never at them. Every creation is checked by the administrators, and every participant can remove any they are not comfortable with before the draw.

Try it for free