Mr. Bear San Diego 2025Â
Jimmy Trimble
(He/Him)
- Dining Out For Life 2026!
It’s that time of year again, and The Center San Diego needs our help. Bears San Diego is proud to support one of our communities premier organizations with this years DOFL day. The Vice President 2026-27 Donnie Vella and Treasurer 2026-27 J. Keith Henry will be working with our particular host location, which is R’ Place [DIRECTIONS] from 3:00 p.m. to 9:00 p.m. PDT this Thursday, April 23rd. For a full list of participating restaurants, please visit the Centers DOFL page [HERE].
- Elections of the Board Are Done!
The Election of Officers for Bears San Diego has been completed with a quorum, and we are grateful to everyone who was able to get their vote in this year.
This year, we implemented a digital option using the Membership Chairs’ Adobe Acrobat account to send ballots directly to dues-paying members who were unable to attend the vote in person, and it was crucial to confirming quorum. With more time and clarity, we plan to expand this to include future options.Serving Bears San Diego for the term of 2026 through 2027 we have the following individuals.
- President: Sir Jeff Breeze
- Vice President: Donnie Vella
- Secretary: Jason McCallister (upon acceptance)
- Treasurer: J. Keith Henry
- Membership Chair: J. Keith Henry
- Web Advisor: Joseph Valle
- Social Coordinator: Joseph Valle
- Public Relations: Michael Vera
- Member at Large: Brad Herring
This year, we will revisit the organization’s By-Laws to better align them with today’s fast-paced, demanding, and frankly stressful environment. Among the important matters to deliberate are the reclarification of the Board Titles. For example, Public and Social relations will now answer directly to the Vice President as a committee structure, as will the Web Advisor.
During the special board meeting held last Saturday, April 11th, the members discussed expectations and obstacles in not only communication but also in representation. We’ve identified this as important to address concerns raised before the board by one of our current committees and further attract new individuals to the Board in the future.
- San Diego Bootblack, Leather Bear, and Leather (MX | MS | MR) Contest Week
It’s here again! Come out and join the Contestants, Judges, Fans, and Support Businesses in this years largest Leather Event Week.
Summary of Events
What: Contestant Interviews
Where: Pride Room @ Number One Fifth Ave. (3845 Fifth Ave)
When: 6:30 p.m. March 10th, 2026
Followed By: Leather Pictionary on the PatioWhat: Naughty Bingo Leather Invasion
Where: Negociant Winery (1263 University Ave)
When: 7:00 – 9:00 p.m. March 11th, 2026What: Skate Night
Where: Ringers Roller Rink (6060 Federal Blvd)
When: 6:00 – 9:00 p.m. March 12th, 2026What: Meet & Greet
Where: AWOL (1475 University)
When: 7:00 p.m. March 13th, 2026What: Open Shine
Where: The Brass Rail (3796 Fifth Ave)
When: 9:00 – 11:30 p.m. March 13th, 2026What: Volunteer Brunch
Where: Rosemary & Thyme Cafe (1475 University)
When: 10:00 a.m. March 15th, 2026Culminating: Leather Contest
Where: Rich’s (1051 University)
When: 1:00 – 5:00 p.m. March 14th, 2025
Suggested Donation: $20 (Pay What You Can- At the Door) - 2026 Bears San Diego Chili Cookoff And Cub In-VEST-iture!
Join us Sunday, February 15th, for our annual Chili Cookoff Contest! Come on out and have some fantastic grub, choosing from a variety of chili styles and heat. Currently at 7! contestants this year. You’ll find us at the Loft, running from 2 PM to 5 PM, or we run out of chili, of course. Bring your appetite, grab a beverage from the bar, and enjoy yourself! Always a great time and everyone who joins in the feast gets a vote.
- San Diego Leather Bear and San Diego Bootblack Leather
Would you like to get involved more with Bears San Diego? Here is a prime opportunity to do so. Applications are due January 31, 2026. Do not hesitate to get in contact with one of the Bears San Diego Board or the current San Diego Leather Bear, Giovanni T!
