He turned a love of D&D into $30k bookings. $35 events = 5-figure bkgs. Meet Rocky.

He turned a love of D&D into $30k bookings. $35 events = 5-figure bkgs. Meet Rocky.

Author: Host Agency Reviews July 29, 2025 Duration: 1:56:46

 ****** Transcript, Images + Show Notes: https://har.news/vol33 ******

What happens when you combine a Lord of the Rings obsession, a dragon-themed jeep, and a charismatic entrepreneur? You get Rocky Dimico, the owner of Flights and Fables - one of the most uniquely branded travel agencies we've ever featured! 

Rocky went full-time from day one after a life-changing trip to New Zealand sparked his "aha" moment. But this isn't just another niche story - it's a masterclass in building a brand that people can't ignore. We're talking dragon logos on Jeeps, black tents with gold dragons at vendor events complete with a travel advisor dressed as a wizard, and a business name that came from surveying his Dungeons & Dragons community.

You'll hear how Rocky's gone from zero to hero in just 20 months, selling 6 Lord of the Rings themed trips to New Zealand , expanding into anime/Japan travel, and booking his first groups. His vendor event strategy alone has generated multiple five-figure bookings from $35 investments.

But here's what makes this episode special: Rocky's approach to partnerships, networking, and community building that every entrepreneur can steal. From his Chamber of Commerce connections that led to 4 media articles, to his creative partnerships with map makers and IV therapy businesses, to finding a mentor advisor as his agency grew.

Whether you're looking for inspiration on niche development, want to see what fearless branding looks like, or need ideas for finding clients through in-person events, this episode will knock your socks off.

Plus, stick around to hear about Rocky's big dreams for brick-and-mortar fantasy travel shops in downtown areas across the country and how he successfully found a travel advisor mentor.


Hosted by the team at Host Agency Reviews, this audio channel blends two distinct formats into one practical resource. The first is Travel Agent Chatter, a quarterly series of spotlight interviews that dive deep into the experiences of working travel advisors. These longer conversations explore the real stories behind the careers, covering the nuances of building a business, personal client triumphs, and the cultural insights gained from a life in travel. The companion series, Friday 15, operates on a completely different rhythm. Every week, a focused fifteen-minute episode tackles specific questions from the travel industry, offering direct advice and timely insights that are both concise and immediately useful. Together, this podcast creates a balanced mix of inspirational narrative and actionable strategy. Whether you're seeking motivation from peer journeys or need quick answers to pressing professional questions, the channel is designed to support the daily realities of travel entrepreneurs. It’s a resource that understands the industry's blend of passion and pragmatism, delivered through the authentic voices of those who are deeply embedded in this world. Tune in for thoughtful perspectives that are as varied and dynamic as the travel profession itself.
Author: Language: English Episodes: 100

Travel Agent Chatter | Friday 15
Podcast Episodes
DMC Quotes? IC vs Employee? IC vs Independent? [not-audio_url] [/not-audio_url]

Duration: 27:44
This week’s Friday 15, we're welcoming Lori Speers from KHM Travel Group! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! Can you talk about the practice of DMCs presenting quotes i…
FITs? Switching Hosts? Planning Fees? [not-audio_url] [/not-audio_url]

Duration: 17:35
Welcome to this week's Friday 15 podcast! This week Shayna's live on location at ASTA, with Carolyn Okon from Exodus Travels. And thanks to our sponsor Outside Agents for making this episode possible. Here's the question…
IC vs Independent? Selling? Marketing Activities? [not-audio_url] [/not-audio_url]

Duration: 25:20
This week’s Friday 15, we're welcoming Vanessa from Global Travel Collection! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! I am an IC with about 2 years in the business. I'm cons…
Payments? Outreach? Using DMCs? [not-audio_url] [/not-audio_url]

Duration: 22:21
This week’s Friday 15, we're welcoming Samantha from Jus Adventures! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! Hi!! I am a new agent (8 months) working on planning my first gr…
Tour Operator vs DMC? What is Adventure Travel? [not-audio_url] [/not-audio_url]

Duration: 17:05
This week’s Friday 15, we're welcoming Katy from Explore Worldwide! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! A lot of us hear ‘tour operator’ and ‘DMC’ used interchangeably,…
Independent? CRMs? FIT? [not-audio_url] [/not-audio_url]

Duration: 19:00
This week’s Friday 15, we're welcoming Bill from KHM Travel! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! I'm a new-ish agent, under 3 years experience, and I have been entertain…
Quoting? Incentives? Host Agencies? [not-audio_url] [/not-audio_url]

Duration: 22:59
This week’s Friday 15, we're welcoming Jennifer from Dugan’s Travels! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! What I'm still not clear on are things like this: how do I pres…
Travel Insurance? Fees? First 30 Days? [not-audio_url] [/not-audio_url]

Duration: 25:57
This week’s Friday 15, we're welcoming Jenn from HAR! A huge thank you to Avoya Travel for sponsoring this episode. Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! How important is…
$2M in Sales. No Team. No Marketing Budget. Meet Amy! [not-audio_url] [/not-audio_url]

Duration: 1:07:53
****** Transcript + Show Notes: https://har.news/vol35Special thanks to today’s sponsor: Uniglobe Travel CenterToday’s guest took a life-changing leap, selling her home, putting everything in storage, and moving her fami…
Closing a lead? Payment Practices? Trust? [not-audio_url] [/not-audio_url]

Duration: 18:03
This week’s Friday 15, we're welcoming Betsy from Uniglobe Travel Center! Let’s have some fun, plus some questions to discuss this Friday at 12 pm CST. Join us! I just started as a travel agent this past September. And I…