Bob Brown

✈️ From Project Manager to Travel Advisor

Before launching Jackpot Journeys, I spent years as a project manager—coordinating moving parts, building timelines and solving problems before they even surfaced. Today, I bring those same skills to travel design. My own journeys are shaped by a love of immersing in local culture, cuisine, and spirits, and I use that same approach to craft trips that go beyond the ordinary—thoughtful, seamless, and memorable.

🌍 Why Travel Advising?

I’ve always been the go-to planner among family and friends—the one who maps out the perfect route, finds the hidden-gem restaurant, and keeps everyone on schedule without making it feel like one. Travel isn’t just about checking boxes; it’s about finding that sweet spot between structure and spontaneity. Becoming a travel advisor was the natural next step: it allows me to share my passion for exploration while giving others the freedom to simply show up and enjoy.

💡 What I Offer

• Custom itineraries designed around your travel style.
• Seamless logistics so your trip flows effortlessly.
• Insider recommendations that go beyond guidebooks.
• One point of contact before, during, and after your journey.

🌟 Why Work With Me?

• Project management skills that anticipate roadblocks and keep plans on track.
• Traveler’s curiosity that adds depth and authenticity to each trip.
• Balance of excitement + relaxation tailored to your pace.
• Personal touches that make every journey feel uniquely yours.
• Wanderlust that works for you: I love sharing knowledge of places I’ve experienced, but some of my favorite trips to plan are to destinations I haven’t yet visited, where research and connections bring fresh ideas to every itinerary. 

🌎 Some of My Favorite Experiences

I’ve been fortunate to explore destinations that inspire my work daily. Highlights include:

• Savoring whisky at distilleries along Scotland’s rugged Islay coast.
• Drifting through the canals of Venice and soaking in Vienna’s rich culture.
• Raising a stein in Munich and wandering Budapest’s festive Christmas markets.
• Exploring history and flavor in Beijing and across India
• Escaping closer to home with sun-soaked adventures in Cabo San Lucas and Hawaii.

❓FAQ

Do I only book luxury travel?

Not at all. I believe every trip should feel like a “jackpot”—whether it’s a once-in-a-lifetime bucket-list journey or a weekend escape.

How do you work with clients?

We’ll begin with a discovery call to understand your style, preferences, and goals. From there, I’ll design a customized proposal, refine it with your feedback, and handle all the bookings. I’ll stay in touch leading up to and during your trip so you can focus on enjoying the journey.