Work + Wander

About Work + Wander

Work + Wander is where career stories meet dream destinations. Hosted by Jay Cocorullo and Jessica Badlam from Travel + Leisure Co., each episode features engaging conversations with leaders, innovators, and colleagues about their career journeys — and the travel experiences that inspire them. From lessons learned at work to tales from the road, this is your passport to insight, inspiration, and a little wanderlust. Browse Job Opportunities with Travel + Leisure Co: https://c.flockity.com/c/TNLworkwander

Publisher

Jay Cocorullo

Category

business

Language

en

Explicit

No

First episode

15 Aug 2025

Latest episode

26 Oct 2026

Latest episodes

33 episodes in the feed.

1. 

   26 Oct 2026

   Episode 33: Changing the Way We Vacation with Jason Gamel

   What does vacation ownership look like today, and how is the industry continuing to evolve? On this episode of Work + Wander, Jay Cocorullo and Jessica Badlam welcome Jason Gamel, President and CEO of the American Resort Development Association (ARDA), as their first guest from outside Travel + Leisure Co. Jason shares a behind-the-scenes look at ARDA's role in supporting the vacation ownership industry, from advocating for owners and protecting consumers to helping change perceptions of modern timeshare. They also explore how vacation ownership has evolved to offer travelers more flexibility, choices and experiences, along with a few of Jason's own favorite vacation memories and destinations still on his bucket list.

2. 

   12 Oct 2026

   Episode 32: Making an Impact with Larry Lee

   In this episode of Work + Wander, Jay and Jessica sit down with Larry Lee, Vice President of Sales and Marketing at Club Wyndham Glacier Canyon and recipient of Travel + Leisure Co.’s 2026 CEO Impact Award. Larry shares his journey from sales rep to award-winning leader, his approach to building successful teams, and why putting people first makes all the difference. Plus, memorable family travels, unexpected vacation detours, and a little Suitcase Sprint fun!

3. 

   28 Sept 2026

   Episode 31: Leading by Putting People First with Rob Shepard

   What does it mean to put people first as a leader? On this episode of Work + Wander, Jay Cocorullo and Jessica Badlam sit down with Rob Shepard, Area Vice President of Sales and Marketing for Tennessee at Travel + Leisure Co. Rob reflects on a career that began as a sales representative in Williamsburg and the lessons that have stayed with him as he’s grown into leadership, from listening before making assumptions to creating an environment where people have the opportunity to succeed. Rob also shares how his approach to serving guests has shaped the way he leads today, why genuine conversations still matter, and what nearly two decades in the vacation ownership industry have taught him about developing people and building strong teams.

Who has been a guest on Work + Wander

Names identified in recent episode analyses. Showing up to five guests.

• Billy Owens
• Trina Miller
• Summer Rollins
• Adria Van Blarcom
• Cypress Tucker-Wachholz

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

7 ratings

Spotify

5.0 / 5

2 ratings

Contact Work + Wander

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

Questions about Work + Wander