A Season of Laughter and Giving: Windermere Foundation Comedy Events Raise $1.14 Million

This fall, supporters of the Windermere Foundation came together in Portland and Seattle for two incredible comedy nights that celebrated laughter, generosity, and community. Featuring world-class performances by Jason Alexander and Micheal Che, along with heartfelt moments and an outpour of support, these events helped raise critical funds for organizations that provide essential services to youth and families in Portland and Seattle. Here’s a look back at these two unforgettable nights.

23rd Annual Steve Allen Comedy Show in Portland, Oregon

Founded by Windermere 23 years ago, the Steve Allen Comedy Show has become a cornerstone event that benefits New Avenues for Youth, a nonprofit organization dedicated to addressing and preventing youth homelessness in the Portland area. Since its inception, this event has substantially impacted the Portland community, raising over $8 million for New Avenues for Youth and their essential services and programs, including housing and meal support, counseling, job training, and more.

Held on October 22 at the Portland Art Museum, this year’s event welcomed 560 attendees for a spectacular night featuring food, fundraising, and a stellar performance from comedian and Saturday Night Live cast member Michael Che. Through the power of laughter and collective kindness, the evening raised more than $600,000, all in support of an organization that focuses on helping young people overcome the many barriers to stability, well-being, and success.

2nd Annual Comedy Night in Seattle, Washington

Following the success of last year’s inaugural event, the second annual Windermere Foundation Comedy Night in Seattle exceeded all expectations, bringing together 440 guests for a truly memorable evening. Held at Fremont Studios on Friday, November 1, the night started with a lively cocktail hour and silent auction. As the evening continued, attendees enjoyed dinner emceed by Windermere agent Nancy Chapin, who introduced the audience to the event’s presenting partner, Seabrook, their new strategic partnership with Windermere, and their shared commitment to supporting local nonprofits in Washington. The program also featured heartfelt testimonials from a few recipient organizations, including Angel Flight West, Treehouse for Kids, and Northwest Hope and Healing, all doing crucial work in the Seattle area to support those in need.

The night was a resounding success with an emotional paddle raise and a side-splitting stand-up performance from comedic legend Jason Alexander, best known for his role as George Costanza on Seinfeld. In total, the event raised an impressive $539,486 for nonprofit organizations in the greater Seattle area that support low-income and homeless families.

This season of laughter and generosity has been a powerful reminder of the profound impact that can be achieved when communities unite to support a meaningful cause. Through great dedication and a shared mission, these two events raised nearly $1.14 million, directly benefitting local organizations devoted to helping families and children throughout Seattle and Portland.

To help support the Windermere Foundation, click the donate button below and be a vital part of our ongoing mission to help low-income and homeless families in need.

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