Stop, Collaborate, and Listen: How Jason Gann of Beyond Pricing Used Humor & Authenticity to Build his Personal Brand

In our latest episode, we’re joined by a guest who has not only made a name for himself in the vacation rental industry, but has also brought something truly unique to the table: humor, vulnerability, and an authentic personal brand.

Meet Jason Gann, Enterprise Account Executive at Beyond Pricing, content creator, and, if you ask us, one of the most engaging voices in short-term rentals right now.

From Hair Shears to Hospitality

Jason’s journey into vacation rentals wasn’t traditional by any means. In fact, it started with selling hair-cutting shears on the road, traveling from city to city. After deciding he wanted to be home more for his family, he pivoted, landing a sales role, where he got his first look into the wild world of vacation rental tech. Fast forward nearly a decade, and Jason has worked with multiple top-tier platforms, before finding his current home at Beyond Pricing.

The Power of Humor and Authenticity

In this episode, Jason reflects on a shift that changed everything for him: showing up as himself.

For years, he hesitated to post content, unsure if his voice “really mattered.” Imposter syndrome held him back, despite having years of experience and deep industry knowledge. But when he finally decided to lean into humor, authenticity, and his love for connecting with people, everything changed.

Jason’s now known for his viral “Finish the Lyric” videos from conferences, unexpected LinkedIn gems, and his ability to make revenue management (yes, really) fun.

A New Stage: Co-Hosting VR Nation 2025

Jason’s growing visibility and creativity also opened new doors, most notably, being invited to co-host VR Nation 2025 alongside industry leader Julie George. What started as a “crazy idea” turned into an exciting new role that allows Jason to blend his natural charisma with his deep knowledge of the industry.

He shares what attendees can expect from the event, including fresh speaker voices, high-energy networking, and a reimagined approach to industry education.

Real Talk: Imposter Syndrome & Personal Growth

One of the most powerful parts of this episode comes when Jason opens up about battling imposter syndrome - a challenge that many professionals quietly face. Even with a background in music and public speaking, he shares how hard it can be to hit “publish” on a video or speak up in a room full of seasoned experts.

With support, reflection, and some real talk, Jason found the confidence to show up - and in doing so, he's encouraged others to do the same.

“If you connect with just one person in the room, you may change their entire world.” – Annie Holcombe (quoting Amber Hurdle)

Key Takeaways

• Career transitions aren’t always linear—and that’s okay.
• Personal branding isn’t about being perfect; it’s about being real.
• Humor is a powerful tool in networking, sales, and leadership.
• Imposter syndrome doesn’t go away—but you can work through it.
• Conferences and events are evolving—and VR Nation is one to watch.

Watch the full episode here: