
One Night. One Extraordinary Conversation with Questlove.
Academy Award-winning filmmaker, six-time Grammy Award-winning musician, bestselling author, producer, DJ and cultural historian Questlove joins Conversation Host Jenna Hanchard for a live, wide-ranging conversation about music, memory, joy and belonging—and how we find the imagination to create something better.
Saturday, September 26, 2026
Town Hall Seattle
Main program begins at 7:30 p.m.
Drawing from his acclaimed work exploring how culture shapes our lives, Questlove will reflect on joy as resistance, the stories that define communities and why the places we call home matter so deeply.
This is an evening for anyone who cares about art, history and culture—and believes in our collective power to shape what comes next.
We Know an Affordable Future Is Possible
Homestead has been building it since 1992.
Proceeds from this event support Homestead’s work creating permanently affordable homeownership so people can put down roots, build stability and thrive in the communities they love.
Reception Hosted by Kiesha B. Free
Reception Ticket Holders begin the evening with Kiesha B. Free from 6–7 p.m., before the main program with Questlove and Jenna Hanchard. Homestead's Legacy Award Winners are announced during the reception, which also honors the donors and sponsors who made An Evening with Questlove possible.
Advance tickets are required. Tickets will not be sold at the door.
"A Conversation With" is supported by:

Civic Commons, First Federal, SMR Architects, Urban Pacific Real Estate,
Washington Homeownership Resource Center, Dare2B
Sponsorship opportunities are still available. Please contact getinvolved@homesteadclt.org for details.


HOMESTEAD IN THE NEWS
Land Trust Acquires Hilltop Site for Community-Centered Development, Permanent Affordability
South Sound Business, Jan. 27, 2025
Nonprofit land trust aims to keep homes permanently affordable — here's how
Puget Sound Business Journal, Oct. 7, 2024
A Seattle home for under $300,000? Yes, but with some strings attached
Seattle Times, Sept. 22, 2024



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