
Mastermind
Making Business Fun Again
A Meditative Motorcycle Ride to Build Connections and Foster Ideas that Transform your business
What’s perfect for finding the clarity necessary to decide your next moves?
Not a conference hall — but a road trip. Where the meditative state of motorcycling and a group of vetted entrepreneurs help you think through your biggest challenges and opportunities.
Through a five-day, all-inclusive motorcycle trip in Thailand we will taste local foods, relax in beautiful hotels, explore ancient cities and mastermind with entrepreneurs who are each making over $100k annually.
The meditative state delivered on a motorcycle will bring clarity to our mastermind sessions, and our masterminds will bring new ideas to meditate on while we ride.
Whether you’ve just exited your business or you’re pushing through the next glass ceiling, a Ride of Passage is designed to bring you forward on your path.
Location: Chiang Mai, Thailand is our start and end point
Dates: October 27 - 31st, Monday to Friday
(and yes you’ll be back for Halloween night)
Reach out via email or WhatsApp to see if you’re a fit.
The Ride of Passage Brings Clarity
Vetted Entrepreneurs Only
We have a live conversation with every entrepreneur who applies for the Mastermind, ensuring only high quality, growth-focused entrepreneurs with serious businesses are attending.
The Ride of Passage Mastermind is for you if:
✅ You’re building a business and looking to level up (beyond just tactics). Agency, affiliate, e-commerce, SaaS are great fits.
✅ You value outside perspectives on your problems.
✅ You value time away from screens, meditating on your next move.
The Ride of Passage Mastermind is NOT for you if:
❌ You’re not interested in growing your brand or business.
❌ You’d rather sit behind your computer screen than engage with people who can help you.
❌ You’re looking for technical assistance, like setting up a website, instead of higher level business guidance.
❌ You’re dreaming of building a business but haven’t won a customer or a dollar yet.
Past alumni include Niels Zee (Affiliate portfolio owner and founder of Traffic Family), Daniel+Elena Buetler (Owners of Investors Club among others), and Joe Armstrong (Founder of 90 Day Korean).
If you’re curious about joining, enter your email or WhatsApp us (button in bottom right) to see if you’re a fit. The longer you wait, the higher your price.
A Slower Pace For more Business Breakthroughs
This ride is designed to foster connections and creativity among our group of 4 - 8 entrepreneurs. Traveling slowly and spreading mastermind sessions across the trip helps us avoid fatigue within the group.
That means each participant can have a full hour in the “hot seat” workshopping their business problems with the group. Here’s our open source guide on how we run masterminds.
The end result is more breakthroughs on your business while building relationships that you will carry — and will carry you — through your career.
Don’t worry about logistics: everything is planned, booked and paid for including your motorcycle, hotels, meals, routes and activities.
We are offering only one 5-day ride in 2025, capped at 8 entrepreneurs.
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- Meet at a high end cafe in Chiang Mai.
- Pick up our motorcycles.
- Ride east into the rolling hills of San Khampaeng, where we’ll stop for a short rest at a natural hot spring before having lunch in an organic garden.
- Ride through the mountains to the peaceful lakeside town of Phayao.
- Dinner together under the stars on the lakeside.
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- Breakfast at the hotel.
- Meet at a modern cafe in Phayao for our first mastermind sessions, then eat lunch.
- Ride through rice paddies and local villages to the ancient capital of the Lanna kingdom: Chiang Rai.
- Dinner together near the river in an old rice barn - Thai fusion and western food.
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- Breakfast at the hotel.
- Settle in at an art-filled cafe for more mastermind sessions. We have lunch here after.
- FREE AFTERNOON: Enjoy the afternoon in our boutique hotel catching up on work or exploring the city of Chiang Rai.
- Dinner together at a fantastic Isaan (Eastern Thailand) restaurant.
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- Breakfast at the hotel.
- We ride to a cafe by a stream for more mastermind sessions in the morning, and have lunch here.
- Ride across several mountain ranges in to the mystical town of Chiang Dao.
- Burgers and craft beer for dinner at a unique spot in town - the best burgers in Thailand!
- Late night hidden hot springs
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- Breakfast and final closing commitments
- Ride back to Chiang Mai with an eclectic cafe stop
- One final dinner together at Goodview or Riverside - Thai food on the river.
If you’re curious about joining, enter your email or WhatsApp us (button in bottom right) to see if you’re a fit. The longer you wait, the higher your price.
Going off the beaten path Stokes creativity
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Our route takes us through the beautiful hills and rice paddies of Thailand to several ancient cities: from Chiang Mai to Phayao, Chiang Rai, and Chiang Dao. Chiang = “city” in the traditional Lanna language of this region.
The first day’s ride is about three hours of mostly straight roads with some broad mountain turns later in the day. This is a great warm-up to riding together, with several awe-inspiring vistas.
The second day’s ride is about two hours through the lowland rice paddies between Phayao and Chiang Rai, where we’ll see small Thai villages and a very unique temple wrapping an entire hill. This route takes us on back roads through the “real Thailand” - no tourists here.
On the third day we stay within Chiang Rai, exploring the ancient city’s streets and temples.
The fourth day’s ride is over three hours through several mountain passes from Chiang Rai to Chiang Dao, with unending beautiful vistas as we ride.
The fifth day’s ride is only two hours with both mountain passes and a winding back road following a canal through the rice paddies. This is a perfect end to the trip, a relaxing mix of scenery to help us integrate what we’ve learned together.
An Environment Of Inspiration
level up your business and life
The meditative state of a motorcycle trip spent with other high-performing entrepreneurs will bring you to the next level. Who said business and pleasure don’t mix?
Included with your ticket:
A new-model 500cc adventure motorcycle like a Honda NX500 to ride - the perfect machine for this route.
All meals at the best restaurants in each location.
Your own luxury hotel room on each night of the tour.
All activities such as guided rides through beautiful back roads, hidden cafes with epic views, and local temples.
Facilitated mastermind sessions and craft coffees in beautiful cafes.
Conversations over five days with other six-figure+ entrepreneurs.
Peace of mind as you know everything is taken care of on the journey.
Dates: October 27 - 31, Monday to Friday
Start and End Point: Chiang Mai, Thailand.
Ride Difficulty: Easy to Intermediate, with all paved roads and gentle inclines. Plenty of twists to keep things interesting.
Price for Next Rider: $1,800 (this goes up with each rider who books)
Enter your email or WhatsApp the host (bottom right) to secure your spot.
BROUGHT TO YOU BY
Evan Rally
Evan knows Thailand well - riding across the country 20k+ kilometers a year. When he’s not on two wheels, he’s an active participant in the Chiang Mai SEO community while leading the Ride of Passage and It’s Better On The Road as they develop in to premier adventure travel companies.
FAQs
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The motorcycle rental shop provides full face helmets and motorcycle jackets for rent with your bike. I will also rent you a Cardo comms unit so we can communicate while we ride.
I usually ride with helmet, mesh motorcycle jacket and gloves, jeans and sturdy shoes or boots. I also always carry a rain jacket or poncho during this season, as there is a chance we hit rain.
Expect warm temps with cool breezes in the day around 80 F / 27 C. When night falls, temps can drop down to 60 F / 15 C.
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Yes, we’ll have down time each afternoon and evening where you can catch up on work. Additionally, Wednesday afternoon will be cut out entirely for free time so you can catch up then.
If you need to take a call or handle something urgent at any time, you can do so and catch up with the group using the itinerary. Every stop is detailed out in the itinerary.
The hotels we’ve chosen have fast wifi speeds, and with a local SIM or eSIM (via Airalo app) in your phone you’ll get 4G/5G speeds anywhere in the country.
However, we recommend blocking out this time to be as present as possible with the group. That’s how you’ll get the most out of this ride.
Use this as an opportunity to unplug - you’ll move faster if you do.
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Every applicant is first vetted through an application read by our team. If they pass that round, we get on a call with them to learn more about their business, skillset, and challenges. Only if they are making $100k annually and have thought-out challenges to discuss and nuggets to contribute do we allow them to join the mastermind ride.
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Yes, all the hotels and cafes we’ll visit have high speed wifi.
For about $20 you can also have unlimited data for your trip via a local SIM or eSIM. Thai cell networks are fast and coverage is great, with spotty signal only when riding through the mountains. Use the Airalo app.
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You’re getting at why we developed this concept in the first place. Our team's own personal experiences have taught us the importance of adventure and novelty in moving the business forward, and both conferences and other motorcycle tours each lack one half of the equation: business discussions with likeminded peers, or adventure activities to generate novel ideas and forge bonds.
Conferences are great for soaking in information and shaking hands; but they often fail to deliver clarity and lasting relationships.
A Ride of Passage is designed to create memories that bond the group and clarity that serves your next moves.
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To legally ride in Thailand you need an international driving permit - the fine is 500 baht (~$15 USD) if you are caught without one.
Lack of international driver's permit stamped for motorcycles or local Thai license for motorcycles might mean your insurance won't cover you in the event of a crash. Know the risk you're taking here and ride safe!
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Depending on the passport(s) you hold, you may or may not need a visa. Many countries get 30 days on arrival in Thailand, which is plenty to do this ride. Check with your government’s embassy in Thailand for more information.
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Everyone on this ride will be vetted to ensure they're high-level entrepreneurs making at least 6-figures in revenue annually.
This mastermind is meant to bring you variety, which is almost guaranteed with this small group format. What you need are completely novel perspectives on your problems - you won’t get that from your direct peers.
Those fresh perspectives from people in dissimilar situations are exactly what you need to break through the issues you’re facing.
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You need to come prepared to play all out, meaning you will openly share ideas, support, contacts, and feedback with the group. You can keep your proprietary business info to yourself, but that’s it.
You also need to be running your own business at making at least $100,000 per year in revenue, and be able to competently ride a motorized ~150cc automatic scooter in Thailand.
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We recommend you take an hour before we set off to review where you're at with your business so far and what your goals are over the next 12 months. List out where you’re stuck and what's going well. All of this will be valuable starting points during mastermind sessions and informal discussions on this ride.
Also, be sure you can ride a 500cc motorcycles on Thailand’s roads. This is a leisure ride, not a race, but you should be able to handle your machine. Thailand’s roads are often windy and small by Western standards, so we’ll average speeds of 40-80 mph / 60-120 kph.
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The Ride of Passage Mastermind is all inclusive: your motorcycle rental, luxury hotel rooms, three meals per day, and all activities come with your ticket. Alcohol, snacks, gifts, massages and other amenities you may want along the way are not included.
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Masterminds are simple yet powerful. We use a 'hot seat' format where each entrepreneur gets a full hour to work through their business problems with the help of the entire group. Whereas most masterminds are a marathon done in a day or two, we break up masterminds over the entire trip so fatigue doesn't set in and hurt our focus as a group.
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Absolutely. All we ask is that you both have different problems you’re trying to solve to keep the group discussion as varied as possible.
If you're bringing a romantic partner who will ride on your motorcycle and not participate in the mastermind, they can come for free. Please let our team know ahead of time.
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The Ride of Passage community is built on a foundation of trust; the more we trust each other, the more we can grow through these shared adventures. The more open you are on this ride, the more value you get out of it. If you only speak in vague terms about what you’re working on, the other participants can only give you vague help. That said, how private you want to be about your life and businesses is entirely up to you.
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Hello! This is Evan, the founder of the Ride of Passage. My team has extensive experience guiding tours around Thailand, and we work with all Tourism Authority of Thailand tour guides and companies as local partners.
Our team has extensive cross-cultural experience both in the Western world and in Thailand, so we can bridge the gap for you in to this foreign world. Our facilitators for the mastermind are also entrepreneurs in their own right with experience running personal growth and networking workshops at top-tier American universities.
We've personally tested the locations for this ride and weighed them against many other options to ensure we're picking the absolute best hotels, restaurants, and cafes for this ride.
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Our ride leader will have preparations in place to make sure first aid and medical services are accessible if necessary. You will be required to sign a waiver releasing the Ride of Passage of liability and you will need your own medical insurance. You are ultimately responsible for your own safety on this ride. If you are deemed a danger to other riders at any point on the trip you may be removed from the ride without refund.
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The possibility of bad weather in Chiang Mai during this season is very low, however we do have contingency plans in place to move around the schedule so we can avoid riding in the rain. There’s always a chance we get caught in a shower while on the road, but a $1 poncho will keep you dry.
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We understand that plans change when you’re living the lifestyle of a nomadic entrepreneur. So if you cancel up to 60 days before your trip’s departure, we’ll give you a full refund. If you find someone to take your seat, we’ll even lock in the price you paid for next year’s trips (prices will go up next year).
Planning a ride like this involves a ton of moving parts, so canceling your reservations is no easy feat.
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Many local hotels will store luggage for a fee, and there is a luggage storage counter at the CNX airport. If you’re really struggling to find a place, reach out to us at evan@rideofpassage.live. Don’t let a bag hold you back from going on the ride of a lifetime.
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Absolutely. After the ride, you’ll still be in contact via group chat so you can continue discussing long after the ride is over. Additionally, accountability will be built in to the structure of the mastermind itself; what you commit to on this ride will be followed up on after we return.