In this episode, hosts Dave Kerpen and Jess Milanes sit down with returning guest Jason Lew—friend, entrepreneur, and candidate for Town Clerk of North Hempstead. But this time, it’s not just a catch-up. It’s a milestone. If elected, Jason would become the first-ever Asian American to hold a town-wide office in one of the largest towns in America.
From identity and representation to cultural hesitancy and humility, Dave and Jason dive into what it really means to put yourself on the ballot—and in the spotlight. They explore the quiet pressure many Asian American families feel to stay behind the scenes, and how stepping into leadership can break generational cycles.
This episode isn’t just about politics—it’s about purpose, identity, and the quiet courage it takes to lead with both.
With humor, heart, and the occasional awkward “are you related?” moment (spoiler: Christine and Jason are not cousins), this conversation is a powerful look at what it means to represent—and why it’s not the only reason to run.
Topics Discussed in the Episode:
Why Jason Lew is running for Town Clerk—and how it could make local history
The cultural nuance of humility and how it clashes with campaigning
What representation means in a town where 30% of residents are Asian American
Identity politics vs. qualifications—and how Jason balances both
The power of showing up—and how leadership can ripple across communities
Connect with Dave Kerpen: www.davekerpen.com
Connect with Jess + Smart Podcast Solutions: www.smartpodcastsolutions.com
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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