78: Are DMOs Missing the PTO Hacking Opportunity? (Caleb Sullivan)

Destination Discourse · Apr 23, 2026 · 44m

What happens when travelers start treating their vacation calendar like a strategy game?

In this episode of Destination Discourse, Stuart Butler and Adam Stoker welcome back Caleb Sullivan for a conversation that starts with podcast banter, Claude productivity talk, and a plug for Caleb’s new podcast, Give Me Some Good News — then quickly turns into a smart discussion about a timely tourism marketing question:

Are destinations overlooking the growing trend of PTO optimization?

Caleb makes the case that “PTO hacking” — where travelers use holidays and strategic time off to stretch a few…