The Business Sleepover
An all-inclusive Intuitive Business Retreat for Creative & Values-Driven Entrepreneurs to reflect, strategize, and connect in-person
Picture 4 days, 3 nights in Clearwater, FL
January 25-28, 2027
Think great weather and sunshine. Colorful, vibey lodging. Workshops and downtime. Private-chef-made meals. 2 pre- and post-retreat calls. All included with your ticket.
I can’t wait to hang out with you at The Business Sleepover!
I’m your host — Jess. I’m a Business Doula, Brand Designer, and Colorful Muralist who uses intuitive business strategy to work with creative + wellness entrepreneurs to help them fall back in love with their businesses. I’m also a mom to 2 littles and 2 rescue pups. You can learn more about me and my values here to make sure we vibe.
Reach out by email or Instagram DM at any time to ask questions, or book a vibe check call with me here when you’re ready.
Here's the vibe …
Picture a cozy, colorful home with a beautiful crystal clear pool.
Big living room with comfy couches for meditation circles and workshops. Large dining table for reflecting on your business metrics from 2026 and setting new intentions for 2027, pulling tarot and oracle cards, and connecting over shared meals made by a private chef.
Breakout spaces, pickleball and basketball courts, mini golf, a game room, and a karaoke spot. Cute area out back with Adirondack chairs for s'mores and campfire chats at night.
A fun session with our incredible photographer so you walk away with a new headshot that captures your essence.
Like a grown-up business-y sleepover!
The Itinerary
This strategic and intuitive retreat experience allows us to hang out across 4 new moons (from Sagittarius season to Pisces season) with the retreat smack dab in the middle from Monday, January 25 to Thursday, January 28, 2027. We’re chatting pre- and post- retreat to build those deep connections with one another! All the details below.
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December 9, 2026
The whole point of these pre-retreat calls is to get to know one another, so that if you’re attending alone, you’ll start to meet people!
Our first pre-retreat call is near the Sagittarius New Moon to connect, do a quick new moon meditation, journal, and set intentions for the retreat ahead.
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January 7, 2027
Our second pre-retreat call is near the Capricorn New Moon. This mainly acts as a check-in to make sure you're all set and prepped for the retreat! I’ll send calendar invites for all of these once you sign up!
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Monday, January 25, 2027
Arrival between 2–5pm (30 min from TPA airport and only 12 minutes from PIE airport!)
Chef-Made Dinner + Opening Circle
Downtime + Swim
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Tuesday, January 26, 2027
Chef-Made Breakfast
Morning Meditation
Workshop 1: 2026 Reflections
Chef-Made Lunch + Downtime
Sound Bath
Workshop 2: Vision Boarding
Chef-Made Dinner + Downtime
S’mores + Campfire Chat
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Chef-Made Breakfast
Morning Meditation
Workshop 3: 2027 Intentions
Chef-Made Lunch + Downtime
Headshots
Chef-Made Dinner + Downtime
Closing Circle
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Thursday, January 28, 2027
Grab ‘ Go Breakfast + Goodbyes
Depart by 10am
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Monday, February 8, 2027
We'll follow up the in-person retreat with a virtual call on the New Moon in Aquarius to check in on progress, intentions, and feelings.
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Monday, March 8, 2027
Our final call with be for the New Moon in Pisces to fully wrap up the experience!
Don’t forget, you’ll forever be invited to free Quarterly Reflection workshops that I host every quarter to check in on numbers, metrics, and feelings and to set new intentions!
This retreat is for the creative, intuitive, and values-driven entrepreneurs. The ones who give a damn and want to make a larger impact on the world and their local communities with their services. The ones who lead with their core values at all times. The ones who crave genuine connection with like-minded souls.
The All-Inclusive Investment
Rooms vary between $1,750-$2,500 based on twin vs. king bed, shared vs. private room, and shared vs. private bathroom.
Payment plans OF COURSE are available. All meals and snacks, lodging, and everything else above is included except transportation (so airfare and to/from TPA or PIE airports if you're flying or gas, etc. if you're driving).
If you're ready to sign up or have thoughts and questions, reply to this email! Next steps: book your vibe check call here to chat first, then sign the contract and make your deposit to secure your spot.
The FAQ’s
What you really need to know!
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We’ll be in Clearwater, FL right near Tampa. You’ll fly into one of 2 airports: Tampa International Airport (TPA — about 30 minutes away) or St. Pete/Clearwater International Airport (PIE — only 12 minutes away).
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Everything listed above besides transportation is included. So that means:
Your stay in the vibey, colorful retreat home for 4 days and 3 nights — you can show up as early as 2pm on Day 1 and you’ll head home by 10am on Day 4
2 pre-retreat virtual calls (recorded too in case you can’t make one live!)
2 post-retreat virtual calls
All meals made by a cool private chef
Plenty of coffee, tea, and snacks
A headshot from my wonderful retreat photographer
Templates to help you reflect on yearly and quarterly numbers and set aligned intentions for the next year and quarters ahead
Access to The Colorful Collective slack group with a private channel just for the retreat
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Transportation is not included. So that would be airfare and to/from TPA or PIE airports if you're flying or gas, etc. if you're driving.
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Absolutely! Make the initial deposit, and then we’ll build out a custom payment plan that works for you!
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OF COURSE! I’ll be working closely with a private chef to determine a custom menu that works for everyone.
I’ll ask after you sign a contract for food preferences, any allergies, and if you’re gluten- or dairy-free, or if you have a vegetarian/vegan diet.
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There will be space for 2-3 additional cars for local/driving in attendees. We’ll coordinate with one another to carpool if absolutely need be.
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Great question! While I can’t promise what the weather will look like, and we’ll chat more closer to for packing purposes, I will say it averages around 70° F most days with very little rain. Temperatures usually drop at night (which is perfect for our campfire chats!).
P.S. The pool will be heated for swimming!
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No problem! I’ll be sending out recordings for everyone to access those whenever you want them!
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Everything will be ready by 2pm on Monday, January 25, 2027. We’ll coordinate individually for when you’re arriving to see who is able to carpool or catch a ride together from the airports.
We’ll be departing at 10am on Thursday, January 28, 2027.