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