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In this Improvisation episode, we sit down with Richard Kenski, founder of TrueRep and Make Voters Matter, whose unconventional journey has taken him from yacht captain to real estate entrepreneur to political reformer. Along the way, he’s launched businesses in aerial photography, taught kids to ski, and flown paramotors for a living.

Through it all, Richard’s story is a masterclass in living the entrepreneurial mindset: define your mission, stay open to change, and improvise your way forward. Whether selling $145 prints door-to-door or challenging how we think about representation in politics, he brings sharp insights and unfiltered wisdom on what it means to lead with purpose.