James Wasilewski

Customized Sessions for Your Group

The sessions below are a sampling of James’s most popular past sessions — not the full menu. Every session is customized to your group’s goals, and James also offers keynotes, MC/emcee services, retreats, and improv training. Don’t see what you’re looking for? Let’s talk.

The Unconventional Fundraiser sessions sharpen the skills of the ask — donor discovery, storytelling, and confident conversations that move people to give.

The Art of the Ask

Making the ask is the moment fundraising becomes real — and the moment many of us freeze. Through interactive exercises and facilitated discussion, participants practice making clear, confident, authentic asks — learning to embrace the pause, read the room, and stay present when the stakes feel high.

Discovery Questions That Open Doors

Great fundraising starts long before the ask. This session explores the discovery conversation: the questions, listening skills, and curiosity that uncover a donor’s values and motivations — building relationships that make giving a natural next step.

People talking together at a table over coffee

Applied Improv for Fundraisers

Improv and fundraising share a secret: both are about listening, adapting, and saying “Yes, and.” This session applies improv principles to donor conversations, events, and team culture — helping fundraisers stay nimble, recover from surprises, and turn every interaction into forward motion.

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