How to Make Money With Retreats When You Already Have an Online Coaching Business

Retreat Planning Tips

Shannon Jamail

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Shannon Jamail

She is a best-selling author, podcast host, retreat leader, therapist turned mentor, Yoga Teacher trainer, and tequila connoisseur (not really, but she does enjoy sipping on a good pour).

A Guide for the Entrepreneur Who Wants to Host Retreats Profitably

Let me guess; you already have a coaching business. A program, a membership, a group container, maybe a podcast and an email list. Clients are getting results. And somewhere in the back of your brain there’s a little voice saying, “I should do a retreat.”

Then the overwhelm kicks in. Venues. Contracts. Pricing. Who would even come? Do I need a whole new audience? A whole new brand? A whole new business?

No. Babe, no.

If you’re an entrepreneur who wants to host retreats profitably, the biggest advantage you have is the business you already built. You are not starting from zero. You’re adding a room to a house that already has a foundation, plumbing and people living in it. Let’s talk about how to make money with retreats by plugging them into the model you already run.

Stop Treating Your Retreat Like a Side Quest

A mistake I see over and over: a coach with a solid online business plans a retreat like it’s a completely separate thing. A new theme. New audience. With new messaging. Zero connection to anything they already sell.

Then they’re shocked when it’s hard to fill and/or barely breaks even.

By the way breaking even is not success. A retreat that sits off to the side of your business has to do all the heavy lifting by itself. A retreat that’s built into your business gets help from everything around it: your content, your list, your clients, your offers.

So before you pick a single venue, ask yourself one question: Where does this retreat live in my client journey?

There are three spots that work really well for online coaches:

  • The front door. A smaller, lower-cost retreat that lets new people experience you in person and then roll into your online program.
  • The upgrade. An in-person experience for current clients who want to go deeper, faster. Think of it as the VIP level of what you already do.
  • The graduation. A celebration and next-level retreat for people who finished your program and aren’t ready to leave you yet.

Pick one. You can add the others later. But pick ONE so your retreat has a job.

Your Online Business Is Your Unfair Advantage (Use It)

Every entrepreneur who wants to host retreats profitably needs three things: people who trust them, a clear transformation, and a way to reach buyers without spending a fortune. Guess what? You already have all three.

Your current clients are your first buyers

The easiest retreat seats to sell are to people who already pay you. They know your style. They’ve gotten results. They don’t need ten emails to decide if you’re legit. Before you post a single thing publicly, tell your current clients first. Give them early access. Watch how fast seats go.

Your curriculum is your itinerary

You don’t need to invent new content. Take the framework you already teach and ask: what part of this would work ten times better in a room together, without distractions? That’s your retreat. The online program teaches it. The retreat makes it stick.

Your content already speaks their language

Look at your best-performing posts, your most-asked questions, the exact words your clients use in DMs. That’s your retreat messaging, already done (more on messaging in this week’s podcast, which is linked below…trust me, it’s a good one).

Your list is your launch

A warm email list, even a small one, beats a big cold audience every single time. You don’t need 50,000 followers. You need 10 to 20 of the right people who already know and like you.

How to Turn Retreats Into Recurring Revenue (Not a One-Time Event)

A one-off retreat is a nice weekend. A retreat built into your model is a revenue stream. Here’s how to turn retreats into recurring revenue without burning yourself out:

  • Put it on the calendar every year. Same season, same general format. When people know it’s coming, they plan for it, save for it and ask about it.
  • Build your offer ladder around it. Online program leads to retreat. Retreat leads to your mastermind, 1:1 coaching or next-level program. Every guest should know what’s next before they pack their bags.
  • Sell the next one at the current one. Your happiest, most excited guests are standing right in front of you on the last day. Open early registration for the next retreat while the magic is still fresh.
  • Fold it into your higher-tier pricing. Some coaches include the retreat as part of a premium program package. That raises the value of the whole offer and makes the retreat feel like an obvious yes.

This is the difference between “I hosted a retreat once” and “retreats are one of the most profitable parts of my business.”

Price It Like the Business Owner You Already Are

You would never price your coaching program at cost. So why do so many coaches price their retreat to “just cover expenses”?

Here’s the simple version of how to price for profit:

  • Add up every hard cost: venue, food, activities, swag, insurance, travel for you and your team.
  • Add your time. Planning, marketing, hosting and follow-up. That’s real work and it gets paid.
  • Add your profit. This is the part people skip. Profit is not a bonus. It’s the point.
  • Then check it against the value. If your online program is $3,000 and your retreat is three days of in-person access to you, it shouldn’t cost less than your program.

One quick legal note while we’re here: you can host a retreat and sell the experience, but you can’t bundle and sell travel, like flights, unless you’re working with a licensed travel professional. Keep airfare off your package and let guests book their own travel.

And remember, wellness travel isn’t a fad. Wellness travel is one of the fastest growing travel markets out there. People are already spending money on experiences like the one you’re about to create. They might as well spend it with you.


FAQs

Do I need a big audience to add a retreat to my coaching business?

No. Most coaches fill their first retreat with 8 to 15 people, and a lot of those seats come from current clients and past clients. A warm email list and an engaged community matter way more than follower count.

Should my first retreat be for current clients or new people?

If you want the easiest first sell, start with current and past clients. They already trust you, so you spend less time and money on marketing. Once you’ve run one, you can create a front-door retreat that brings in new people.

How much should I charge for a retreat if my online program is already priced?

Your retreat should usually be priced at or above your core online program, because it includes in-person access, lodging, food and a deeper experience. Start with your full costs, add your time and profit, then make sure the price reflects the value, not just the expenses.

How do I turn retreats into recurring revenue instead of a one-time event?

Host it on a consistent annual or semi-annual schedule, connect it to the offers before and after it, and open registration for the next retreat during the current one. When your retreat is part of your offer ladder, it feeds your business instead of being a standalone event.

Can I include flights in my retreat package?

Not unless you’re working with a licensed travel professional. Selling bundled travel like airfare without the right licensing can get you in legal trouble. Keep flights separate and give guests clear travel guidance instead.


Ready to Build a Retreat That Actually Pays You?

You already did the hard part. You built the business. Now let’s make your retreat the most profitable piece of it.

Join me at the Profit with Purpose Retreat Leader Mastermind this January. It’s my semi-annual, in-person mastermind where we map out your retreat strategy, price it for real profit, and build the plan to fill it. You’ll leave with a retreat that fits your business like it was always supposed to be there. And yes, Retreat Leaders Academy access is included when you join.

Grab your spot here: https://mindbodycomplete.com/profit-with-purpose-mastermind/


This week on The Retreat Leaders Podcast

This episode of The Retreat Leaders Podcast, I sit down with brand messaging strategist Lucy Bedewi to talk about why “This sounds amazing!” isn’t enough to fill your retreat. We break down how to move beyond pretty, generic retreat language and create messaging that makes the right person think, “This is for me. Where do I book?”

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