December 5–7, 2026 · Cancun, Mexico
2.5 days of sun, sand, and scaling your SaaS
Come to TinySummit: the in-person retreat for 7-figure B2B SaaS founders
Not a conference. A working retreat.
At ~$1M ARR, you've outgrown most B2B SaaS advice. You need a new kind of guidance — preferably battle-tested strategies from other successful ~$1-10M ARR founders and operators.
But those operators are too busy running their own companies to spend time sharing. Except when they're at TinySummit.
This winter in Cancun, join an intimate group of your $1M ARR peers for 2.5 focused days. You'll take part in topic-focused roundtables, swap growth tips, and leave with the focus and motivation to make 2027 your most ambitious year yet.
“More new connections than I thought. Really great tactical conversations.”
“I have a whole new motivation to grow the business.”
“By far the best event, of any sort, I’ve ever been to.”
Be in the room with founders who get it
The people
FOUNDERS WE CAN ANNOUNCE SO FAR
Jason Buckingham & JD Huntington
Senior Place · seniorplace.com
Kirkland, WA
TinySeed Spring 2021
—
Software for senior placement and referral agencies.
Ricardo Lasa
Kilken · kilken.ai
Tampa, FL
SaaS Institute
—
Automated advertising for small ecommerce businesses.
Colin Bartlett
StatusGator · statusgator.com
New York, NY
TinySeed Fall 2022
11
founders confirmed
—
Status page aggregation and cloud service monitoring.
Plus others not yet announced — more added as applications are accepted
Adam McCrea
Judoscale · judoscale.com
Columbus, OH
TinySeed Spring 2021
—
Autoscaling for Heroku, Render, Railway, Fly.io, and ECS.
Kieran Delaney
FlatPlan · flatplan.io
London, UK
TinySeed Fall 2022
—
Distributes publisher content into Apple News.
Josh Humphries
Guroo Learning · guroolearning.com
Sydney, Australia
SaaS Institute
—
Training business management platform for professional education providers.
James Kennedy & Richard Greenane
ProcurementExpress · procurementexpress.com
Dublin, Ireland
Independent
—
Purchase order and spend control for SMBs.
Chris Patton
Punchpass · punchpass.com
Burlington, VT
Independent
—
Class management and booking software for yoga, fitness, and dance studios..
Open Spot
Could be you!
APPLY →
PLUS THE TINYSEED TEAM
Rob Walling
Co-founder
Einar Vollset
Co-founder
Tracy Osborn
General Manager
Alex McQuade
VP of Programs
Justine Clark
Program Manager, SaaS Institute
9
Sonia Leung
Event Producer
spots remain
Not a SaaS Institute member yet?
Join before TinySummit, and your ticket is on us.
Designed to give you the highest ROI for your time
The programming
Picture this: You’re lounging poolside, sipping a frosty margarita and strategizing your next big move with a fellow founder. (Last year, they went through the same issues you’re currently dealing with, so they’re giving you the lowdown.) Welcome to TinySummit!
We love talking tactics, and expect conversations on topics like:
Churn diagnosis and reduction
Enterprise deal structure
Paid ads
AIO/GEO/AI SEO/whatever we're calling it these days
Scalable sales processes
More effective hiring
Exit and buyout conversations
Tax strategy
We'll also be hosting work sessions, so you can put what you're learning into action while it's fresh. The goal isn't to leave with a notebook full of to-dos. The goal is to leave having already made progress on your next step to scale.
Be prepared to get vulnerable, receive insights, and share your own feedback with fellow founders.
The gorgeous 5-star venue
Bring your swimsuit and your family
We've hosted several events at the JW Marriott Cancun Resort & Spa, and we keep coming back because this all-inclusive resort is perfect for work-cations.
Just 16 minutes from the Cancun International Airport, our hotel sits directly on a white sand beach with sparkling turquoise waters. It's got multiple pools and hot tubs, cabanas galore, excellent restaurants, and of course, a spa. A startling number of reviewers describe the JW as their "best stay ever" and say they were "treated like royalty."
So bring your spouse and kids. They'll find plenty to do while you're deep in discussion with fellow founders.
The plan
Event schedule
DAY 1 · SAT, DEC 5
3:00 PM · Arrivals & check-in
6:30 PM · Opening reception by the pool
8:00 PM · Welcome dinner on the beach
DAY 2 · SUN, DEC 6
7:30 AM · Morning group exercise (optional)
9:30 AM · Roundtables + masterminds
12:30 PM · Lunch together
2:00 PM · Group excursion
7:30 PM · Dinner & cocktails by the sea
DAY 3 · MON, DEC 7
9:30 AM · Roundtables + work sessions
12:30 PM · Lunch together
2:00 PM · Afternoon adventure
7:00 PM · Closing dinner
Draft schedule — final programming to come
Get to know your fellow founders outside Slack
The adventure
The TinySeed team has been running founder events for nearly 15 years. We've learned that combining work and play is a crucial part of the experience. That's why, along with plenty of informal hangouts, like morning group runs and cocktails by the pool, TinySummit includes a group excursion.
Last year, we took founders on a Caribbean boat ride for saltwater snorkeling, handmade margaritas, and ceviche so fresh it was almost still wriggling.
Fun is guaranteed, but the real benefit is deeper. These group outings are how you build friendship and community with your fellow founders. Get to know them as people, and you'll have a support network that steps up when you need it.
"Fantastic! I found it was a great combo of relaxation, networking and idea sharing that I needed."
TinyFest 2025 attendeeAt $1M+ ARR, one decision is worth more than the ticket
The ROI
You're past the stage where tactics move the needle. You're now making a handful of decisions each year that swing six figures apiece.
Get one of those wrong and you lose a year finding out. Most founders at your stage do, because there's nobody good to ask. Your team can't answer them. Founders at $50K ARR can't either. And the blogs and podcasts stopped being useful somewhere around $300K.
At TinySummit you'll spend 2.5 days with ~20 founders who have already made the exact decision you're staring at. They'll tell you what actually happened: the real numbers, the part they got wrong, what they'd do differently. Then you'll sit down in a work session and act on it before you fly home.
· Do you hire the sales rep or the second engineer?
The decisions in front of you· Is your churn a pricing problem or an onboarding problem?
· Do you take the enterprise deal with the custom SLA and the security questionnaire, or walk away?
· Is that acquisition email worth answering?
One pricing change.
One hire you don't make.
One churn cohort you finally diagnose.
Any one of those pays for the trip several times over, and you leave with a group of peers you can text for the next twelve months.
One ticket, everything included
Get tickets
This is an all-inclusive resort, meaning your retreat programming, 3 nights of accommodation, meals, and drinks are all included in the price below. Get yourself to Cancun, and we've got you from there.
Attendance is by application — nothing is due until you're accepted.
FOUNDER TICKET
$2,945
Single-person room. Includes three nights of accommodation, three meals per day, drinks, all sessions, and our excursion.
Most attendees expense this as professional development.
COMPANION TICKET
+$900
Double room. Your partner is warmly invited to join all receptions, meals, and the included group excursions.
Kids' rates and extra nights available on request.
Added during checkoutBringing family, or extending your stay? We've negotiated a group rate. When you buy your ticket, you'll tell us how many people are attending with you, and we'll reserve your accommodations accordingly.
“It was a lot of time and money to attend, but I feel it was well worth it. I would definitely do it again."
TinyFest 2025 attendeeApply to attend
Who's in the room matters
This is not a conference — it's a small-group retreat built on facilitated knowledge sharing and relationship building. So the people in the room are an important part of the experience.
The majority of attendees will be ~7 figure+ ARR companies from the TinySeed SaaS Institute and Accelerator programs, but we're opening a few additional spots for other founders who we think will be a strong addition to the conversations.
We'd love to learn a bit more about you and see if you'd be a good fit.
We review applications on a rolling basis and reply within a week.
At a glance· December 5–7, 2026 · JW Marriott, Cancun
· ~30 founders, limited invite list
· Founders only — no employees or vendors
· All-inclusive · $2,945 if accepted
Hosted by your
favorite familiar faces
TinySeed
FAQ
-
Founders inside the TinySeed community (either TinySeed Accelerator or SaaS Institute members) at or approaching $1M ARR. Mentors and LPs from both programs are also invited.
We’re also saving a few spots for qualified $1M+ ARR founders who aren’t part of TinySeed. If you’re interested, email tracy@tinyseed.com -
Yes. Book the Companion Ticket along with your Founder Ticket, and your partner will be able to join all receptions, meals, and the included excursion.
Since this is an all-inclusive resort, the companion ticket is required for your significant other to stay on the property. -
Absolutely! Kids 5 and under stay for free. Kids ages 6-12 are $103/night; ages 13-17 are $154/night; and kids 18+ are $205/night. Please note that there is a max of 4 guests per room. When you buy your ticket, you'll be able to tell us how many people are attending with you.
Childcare is not available at the JW Marriott, but is available at the sister Marriott hotel next door. CAMP Club at Marriott Cancun offers a 5,000-square-foot indoor/outdoor space with themed activity zones, including crafting, dance, music, and outdoor play areas with ziplining and wall-climbing, designed for children ages 4-12.
Need a babysitter? Childcare is not available at the JW Marriott, but is available at the sister Marriott hotel next door.
Roundtables and work sessions are limited to founders only, while partners (but not kids) are welcome on our optional excursion.
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Yes. We've negotiated a group rate for additional nights before or after the event. Email sonia@tinyseed.com and we'll get you set up.
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Possibly! There are two ways to join the retreat if you’re not already in TinySeed.
1) We’re saving a few spots for qualified $1mil+ ARR founders who we think would bring valuable perspectives to the conversations. Email tracy@tinyseed.com for more info.
2) You can join the SaaS Institute ahead of the event. If you go this route, we’ll cover your first event ticket costs.
Join us in Cancun this winter
Spend 2.5 days on the decisions that set up your next year
And who says work and vacation have to be separate? You didn't start your SaaS to feel trapped.
Or apply to join the SaaS Institute and attend TinySummit 2026 for free