In this episode, Dave shares how one boring software demo sparked a wild fundraising idea—reviving singing voicemails from his sales days at Radio Disney.

Dave opens up about what it really takes to stand out in politics today—and why playing it safe is a losing strategy. From creative fundraising (like a 1,000-person Mets game night) to “likable leadership” webinars and smile-powered disruption, this episode is a masterclass in bold, human-centered campaigning.

Topics Discussed in the Episode:

• Why innovation is missing in local politics
• The origin story of Dave’s famous singing voicemails
• Turning boring tech features into bold fundraising moments
• Standing out with joy (and a polo shirt) in a suit-and-tie world
• Fundraising ideas beyond traditional events: webinars, baseball, and beyond
• The power of smiling through adversity—and ignoring the haters
  

Connect with Dave Kerpen: www.davekerpen.com

Connect with Jess + Smart Podcast Solutions: www.smartpodcastsolutions.com