This fall, two cities, two stages, and hundreds of supporters of the Windermere Foundation came together for one incredible purpose: to raise funds and awareness for youth and families experiencing housing instability and hardships in our communities.

In both Portland and Seattle, Windermere agents, clients, partners, and guests gathered for evenings filled with laughter, heartfelt stories, and a shared mission to give back. With standout performances, powerful testimonials, and an outpour of generosity, the 24^th annual Steve Allen Comedy Show and the 3^rd annual Windermere Foundation Comedy Night raised a combined total of nearly $1 million in support of local New Avenues for Youth and the YMCA of Greater Seattle.

24 Years of Laughter and Legacy in Portland, Oregon

For more than two decades, the Steve Allen Comedy Show, founded by Windermere Real Estate, has been a beloved tradition in Portland. This year marked the 24^th annual event, once again benefitting New Avenues for Youth, a nonprofit committed to preventing and ending youth homelessness through housing, education, job training, and wraparound services.

More than 520 guests gathered at the Portland Art Museum on October 28^th for an unforgettable evening starring Emmy- and Oscar-nominated actor and comedian Kumail Nanjiani. Known for his roles in Silicon Valley, Only Murderers in the Building, and Welcome to Chippendales, Kumail brought the house down with his signature mix of sharp wit and relatable storytelling.

Windermere agents and their guests helped raise $580,000 in support of New Avenues for Youth and its vital work helping young people experiencing homelessness overcome the many barriers to stability, well-being, and success.

3rd Annual Windermere Foundation Comedy Night in Seattle, Washington

Back for its 3^rd year, the Windermere Foundation Comedy Night in Seattle brought together 350 guests at Fremont Studios on November 7^th for an evening that blended humor, heart, and high-impact giving.

The night began with cocktails and a silent auction, followed by a warm welcome from emcee and auctioneer Nelson Jay, who kept the energy high and the giving spirit alive throughout the program. Guests enjoyed a festive dinner, cheered during the paddle raise, and shared plenty of laughs thanks to a hilarious live performance from Kevin Nealon—all while raising more than $415,000 for the Windermere Foundation and the YMCA of Greater Seattle.

These unforgettable nights did more than just entertain—they helped strengthen the work of New Avenues for Youth and the YMCA of Greater Seattle by expanding access to housing, stability, and life-changing resources. Thanks to the generosity of our community, the impact of these events will be felt long after the final curtain call.

A huge thank you to all the sponsors for making these events possible:

24^th Annual Steve Allen Comedy Show Sponsors

Windermere Foundation, US Bank, Joan & Brian Allen, Lucky Transportation, Mitch & Elisa Hornecker, The Greenbrier Companies, Ashley & Matt Semler, The Standard, Propel Insurance, TMT Development, Paul & Lory Utz, Ferguson Wellman Capital Management, Casparian, Colas Construction, Legacy Health, Washington Trust Bank, KGW8, Howard S. Wright, Perkins & Co., Bill Kehman & Kari Nelsestuen, Alan Cahn Consulting

3^rd Annual Windermere Foundation Comedy Night Sponsors

Stone Insulation, Morgan Stanley Private Wealth Management, Seabrook WA, Sentry Computing, Miller Nash LLP, Wilson Tile, Symetra, Healthy Paws, NWMLS, Albert Lee, Generations Home Loans, Moreland Insurance, Move Forward Financial, XpressDocs, Gentle Giants Moving Company, Clarity Northwest, SignPros, and Fremont Studios

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

Donate to the Windermere Foundation.