Episode Summary
It’s the busiest (and most emotional) time of the year — and if you feel pulled in 12 different directions, this episode will feel like a deep exhale. Kelli and Cyndi sit down for a candid, heartfelt conversation about navigating holiday overwhelm, unlearning chaos culture, breaking the constant “hustle” loop, and building healthier rhythms in life and business.

Together, they explore everything from mom guilt to entrepreneur guilt, from phone boundaries to dopamine addiction, from the pressure to “do more” to the relief that comes from aligning your time with your values. Plus, they offer practical strategies that help travel advisors shift out of reaction mode and step into intention — not only for the holidays, but for 2026 and beyond.

This one is warm, relatable, needed… and packed with wisdom that hits home.

In this episode, we cover:
• Why December feels overwhelming for entrepreneurs
• How to break the chaos cycle and stop glorifying busy
• Reframing the pressure to “show up everywhere”
• Boundaries that actually work: email, social, notifications, time blocks
• Why scrolling steals more than just your time
• How to measure your success by impact, not hours
• Permission to slow down and fully enjoy your life
• How Cyndi reframed work after loss
• Why “it’s never all done” is actually freedom
• How to prep your business for wave season without burning out

Resources Mentioned:
• Create your free Wanderlust Campus account: wanderlust-ceo.com
• Explore Certifications, Skills Lab, WanderBots, and 2026 updates
• Follow Wanderlust Campus on Instagram
• Careers on Vacation® application & info

If this episode gives you the breath of fresh air you needed, share it with a fellow advisor who is juggling all the things right now.

Episode Summary
In this heartfelt and deeply practical episode, Kelli and Cyndi are back together and kicking off December with the reset every travel advisor needs. From navigating hard seasons to redefining success, they share real stories and the exact framework they use every year to build clarity, intention, and momentum for the year ahead.

You’ll learn how to get out of hobby mode, step confidently into business ownership, and map your goals in a way that actually moves your life and business forward. Plus, the big announcement inside Careers on Vacation — including major 2026 upgrades and the launch of the brand-new Skills Lab and WanderBots.

This episode is your first step toward a grounded, aligned, and wildly abundant 2026.

In this episode, we cover:
• Why December is the most important month for travel advisors
• The reflection process that helps you leave behind what no longer fits
• How to get crystal clear about the life you’re building
• Why clarity shifts fear, increases momentum, and attracts opportunities
• The real difference between a dream and a goal
• How goal mapping works (and why advisors swear by it)
• What’s new inside Careers on Vacation
• How the WanderBots help you master real-world client situations
• Why investing in education is one of the highest ROI moves you can make

Links & Resources Mentioned:
• Create your free Wanderlust Campus account: wanderlust-ceo.com
• Find the complimentary Goal Mapping Workshop inside your free account
• Learn more about Careers on Vacation® certification
• Explore the new Skills Lab + WanderBots

If you loved this episode, make sure to subscribe and share it with another travel advisor who needs clarity for the year ahead.

Kelli is back with Cyndi after a whirlwind month to unpack Wander Beyond Orlando—our biggest, most heart-full retreat yet.

We walk through VIP day at the Disney monorail resorts, Student Ambassadors, the Legacy Scholarship in memory of Evie, Cyndi’s Hero’s Journey keynote, community moments (yes, the custom ears 🤩), and two huge announcements for 2026: Kenya with Tembo Wild (Nov 2026) and Alaska on Royal Caribbean (July 2026).

We also share new creative perks (the Abby Grace Collection inside Wanderlust Social) and answer a listener voice memo on AI disclosures.

In this episode you’ll learn:

• How we build retreats around your business growth (workshops, audits, content labs—not just supplier talks)

• Why community and mentorship fuel sustainable momentum (and what our Student Ambassadors actually do)

• What’s changing for 2026 retreats (smaller caps, deeper experiences, more sellable niche content)

• New creative resources: Abby Grace limited photo licenses (subscriber-only) and our partner Suitcase Designs website offer for the WLC community

• How we’re honoring Evie through the Wanderland Legacy Fund scholarship

Mentions & Links:

• Create your free Wanderlust Campus account to access dashboards & first-to-know drops: wanderlust-ceo.com

• 2026 Retreats (going live to grads/community first): Africa (Kenya, Nov 2026) • Alaska (July 2026)

• Partner Perk: Suitcase Designs (COV grad-founded) — done-for-you websites from $129/mo, exclusive to WLC members

• Wanderlust Social x Abby Grace limited collection (subscriber-only access)

• Follow on IG: @careersonvacation @wanderlustceo

Have a question for the show?
Send us a voice memo via Instagram DM to @careersonvacation and we may feature it in a future episode.