Lilliane Ballesteros (Latino Community Fund) and Lindsay Boswell (Yakima Valley Community Foundation) join us to challenge philanthropy’s biggest myths and self-imposed rules.

Together they explore what it looks like to move money differently: from buying pom poms for community events to setting up ESG investment portfolios and even to making grants directly to individuals – and yes, all while staying in compliance. They share how they embrace compliance not as a barrier, but as a creative tool for showing up for community in authentic ways.

This episode underscores a central truth: relationships don’t happen over email. They happen when philanthropy shows up where community already is — at BBQs, celebrations and neighborhood gatherings — and when funders rethink data, time and compliance as levers for equity rather than excuses for delay. See the full episode guide.

Each episode of season 3 spotlights lessons from Toward Transformation, Philanthropy Northwest’s equity-focused guide, and brings you real-world case studies, tough questions and tangible ideas you can bring back to your organization.