STR AI Summit 2.0 | September 29–30, 2026 | STR Secrets
Registration open · Only 100 seats available

STR AI SUMMIT 2.0

Two days of hands-on AI implementation for short-term rental operators. Less theory, more building — leave with systems running in your business.

September 29–30, 2026  •  The Freedom Factory  •  Beverly, MA
🎁 Your ticket includes ALL AI Summit 1.0 session recordings — free
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Secure Your Seat — $497 View the Agenda
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2
Days of implementation
100
Seats — capped on purpose
$497
Flat price. No games.
100%
Of 1.0 attendees would return
Why 2.0

You asked for another one.
We rebuilt it around what worked.

Every single attendee of AI Summit 1.0 said they'd come back. So we took the feedback and doubled down on what you loved — and fixed what you didn't.

⚡

Deeper dives, slower pace

The highest-rated sessions get extended blocks so you can go A-to-Z without feeling rushed — no more racing to keep up.

👥

Small-group implementation stations

Day 2 is built around rotating hands-on stations, grouped by experience level. Ask your questions, build your systems, get direct help.

🤝

More networking, earlier

1.0 attendees said networking was half the value. We're kicking off with connection from the start — plus the extended evening session is back.

📋

Prep materials 2 weeks ahead

Homework and setup checklists arrive two weeks before the event, plus a live prep call — so you walk in ready to build, not set up accounts.

📶

Upgraded venue Wi-Fi

We heard you. Dedicated bandwidth for the room so nothing slows down your build sessions.

★★★★★
"The STR Secrets AI Summit pushed me forward at least six months in my business."
— AI Summit 1.0 attendee
★★★★★
"Content was excellent. I met many outstanding operators in the industry. Highly recommend — I look forward to the next one."
— AI Summit 1.0 attendee
Ticket Bonus

Get every AI Summit 1.0 recording — included with your 2.0 ticket

Missed the first summit? Every session recording — the revenue management deep dive, AI tools workflows, content automation, and more — is unlocked in your member portal the moment you register. That's a full event of training, free, so you can show up to 2.0 already ahead.

$497 value
FREE
with your $497 ticket
Claim Ticket + Recordings
The Agenda

Two days. Learn it, then build it.

Day 1 stacks the strategies and live demos. Day 2 you implement — in small rotating stations with the speakers at your table.

💡 Sessions run at implementation pace — extended blocks on the topics 1.0 attendees rated highest.
8:30 am

Registration · coffee & light refreshments

9:00 am

The State of STR + AI: What's Changed Since 1.0

Mike Sjogren
AI moves fast. What's new, what actually matters for operators, and the exact roadmap for the next two days.
Keynote
10:00 am

Revenue Management with AI — The Extended Deep Dive

Ryan Lefebvre
The #1 rated session from 1.0 — now a full extended block. Build your pricing brief, automate your daily revenue workflow, and go A-to-Z with time for questions.
Highest Rated at 1.0Extended Session
12:30 pm

Lunch provided · connect with operators at your level

1:30 pm

Claude for Listing Optmization

Ryan Lefebvre
Most Requested Topic
3:00 pm

Agentic Acquisitions
How to use Ai Agents to find, skip trace and close homeowners to grow your portfolio
4:15 pm

From Operator to Owner: The Freedom Timeline

Mike Sjogren & Mike Reilly
The tactical path from self-employed to business owner to investor — how to move from S to B quadrant, what to delegate, what to automate, and in what order.
New for 2.0
5:15 – 7:30 pm

Extended evening networking · food & drinks — the session 1.0 attendees called "half the value"

🔨 Implementation day: rotating small-group stations, grouped by experience level, with speakers at every table. Bring your laptop.
8:30 am

Arrival · coffee & refreshments

9:00 am

Day 2 Kickoff: Your Build Plan

Mike Sjogren
How the station rotations work, your group assignment, and the checklist of systems you'll have running by end of day.
9:30 am

Implementation Stations — Rotation Block 1

All speakers · small groups by experience level
Rotate through hands-on stations: AI revenue workflows · Claude automations · guest communications · content systems. Build with direct help, at your level.
New FormatHands-On
12:00 pm

Lunch provided

1:00 pm

Implementation Stations — Rotation Block 2

All speakers · small groups
Second rotation: hiring & team building with AI · property onboarding machine · your org chart · systems audit. Finish what you started this morning.
Hands-On
3:00 pm

Ask Us Anything: Panel Q&A + Recap

Full speaker panel
Every open question answered before you leave — plus the 90-day action plan to keep momentum after the summit.
4:00 pm

Event concludes — fly home with systems already running

* Draft agenda — session order and speakers being finalized. AI moves fast; we fine-tune topics as we get closer so you always get what's current.
Your Guides

Operators who build this stuff daily

No theory-only talking heads. Everyone on stage runs these systems inside real STR businesses right now.

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Mike Sjogren

Founder, STR Secrets
Read bio ▼
Founder of STR Secrets and host of the Short Term Rental Secrets podcast. Mike has built a multi-market STR portfolio and coached hundreds of operators from their first property to full-time freedom — including the group that's taken down 26 boutique hotels in the last two years. He runs the summit from the Freedom Factory, his HQ north of Boston.
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Ryan Lefebvre

Co-Founder, Solnest AI & Solnest Stays
Read bio ▼
Computer science background with years in banking fraud analysis before going all-in on short-term rentals. Ryan builds the AI systems behind Solnest Stays and teaches operators how to actually integrate AI into daily operations. His revenue management session was the highest-rated of AI Summit 1.0 — it's back, extended, for 2.0.
MR

Mike Reilly

CEO, NCStays
Read bio ▼
Operator's operator. Mike runs a growing STR portfolio and is currently building an AI-powered owner portal and a one-machine property onboarding system — the kind of behind-the-scenes infrastructure most hosts never see. At 2.0 he's showing exactly how those builds work so you can copy them.
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TBA

TBA
Read bio ▼
TBA
HB

TBA

TBA
Read bio ▼
TBA
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More To Be Announced

Lineup being finalized
👆 Tap any speaker to read their bio · Lineup for 2.0 is being finalized — final agenda drops to ticket holders first.
What's Included

Everything in your $497 ticket

🎟

2 full days at the Freedom Factory

All sessions, both implementation station rotations, and the panel Q&A.

🎥

All AI Summit 1.0 recordings

Every session from the first summit, unlocked instantly in your portal.

📋

Prep pack 2 weeks early + prep call

Setup checklists and homework in advance so you build on day one, not troubleshoot.

🍴

Lunch both days + evening social

Meals provided, plus the extended evening networking session on night one.

🤝

Bring your team

The $497 price point means your partner, co-host, or ops lead can build alongside you.

🔑

All templates & resources

Every prompt, workflow, and template from the sessions — linked in your member portal.

Venue & Travel

The Freedom Factory — Beverly, MA

Same HQ as 1.0 — with upgraded Wi-Fi and more charging stations throughout the room.

📍 Location

The Freedom Factory (STR Secrets HQ)
48 Dunham Ridge, Suite 1900
Beverly, MA 01915

~30 minutes from Boston Logan International Airport (BOS).

Open in Google Maps →

🛌 Accommodation

The Cove at Salem — about 3 miles from the venue. Discounted room block for summit attendees:

Book at the Attendee Rate →
★ Your discount is applied automatically through this link.

Late September beats October leaf-season pricing — book early, Salem fills fast in fall.

FAQ

Questions, answered

No. Implementation stations are grouped by experience level — beginners get from-scratch setup help while advanced operators go deeper. You'll also get prep materials two weeks ahead plus a live prep call so everyone starts ready.
No. The price is locked at $497 for everyone, start to finish. No early-bird games, no punishing people who committed first. The only deadline is seats — the room is capped at 100.
As soon as you register, you'll receive portal access with every 1.0 session recording and all session resources — watch them before the event to arrive ahead.
A laptop (required for build sessions), a charger, and your property data. Your prep pack will include the exact accounts and tools to have set up beforehand.
Yes — and we encourage it. Attendees at 1.0 told us bringing a spouse, co-host, or ops lead multiplied what they implemented afterward. Each person needs their own ticket.
Yes — lunch is provided both days, plus coffee, refreshments, and food and drinks at the evening networking session.
September 29–30, 2026

Seats are open now.
Don't watch 2.0 from the sidelines.

100 seats. $497 flat — locked for everyone. All 1.0 recordings included the moment you register.

Register Now — $497

🔒 Secure checkout · Instant 1.0 recording access

© 2026 STR Secrets · The Freedom Factory, 48 Dunham Ridge, Suite 1900, Beverly, MA 01915