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Save My Seat — Tickets From $27

Streamline Your STR Journey:

Two Day Workshop to Start or Optimize Your Short Term Rental Business

 

Beginners Welcome! 


November 11th - 12th 2026

1:00PM - 2:30PM EST
10:00AM -11:30AM PST

LIVE ON ZOOM


*3 Days for VIP : November 11th-13th

GRAB MY TICKET!

PRESENTED BY Streamlined Education Co.

 

100% bonus depreciation is back, and it’s a big deal.

The 2025 tax law (the One Big Beautiful Bill Act) restored 100% bonus depreciation for qualifying property acquired after January 19, 2025.

Under current tax law, and combined with the STR tax loophole, short-term rental owners may be able to:

✓Write off big costs like furniture and renovations in year one

✓Use those write-offs to lower taxes on W-2 or 1099 income

✓Keep more cash to reinvest and grow

Want the write-off on this year’s taxes? Your property must be placed in service (ready and available for guests) by December 31. That makes now the time to plan. On Day 1, I’ll show you how the STR tax loophole works, and Day 2 attendees get my STR Tax Loophole Guide.

Let's Make It Happen!

This is education, not tax or legal advice. Tax laws can change, and the rules depend on your situation, so talk to a tax professional before you act.

Heard in the live chat

Jenny in the live chat: Worked my property through the calculator and it was helpful to have the tax savings calculated into the equation.
Inside page of the companion workbook Streamline Your STR Journey Companion Workbook cover

Heard in the live chat

Rich in the live chat: I was missing key pieces of the equation from the spreadsheet. Wish we'd had it last fall!!
INCLUDED WITH EVERY TICKET

The 30-Page Companion Workbook

It follows the workshop page by page. Fill it in live, and by the end you'll have your own STR plan on paper.

  • âś“Find out what you can really afford before you shop
  • âś“Run a real deal by hand, start to finish
  • âś“Audit your own listing, live, with me
  • âś“Do the direct-booking math for your property
  • âś“Map your systems, guest emails + extra income streams
PLUS, STAY TO THE END OF EACH DAY FOR:
Day 1: My property analysis spreadsheet
Day 2: My STR Tax Loophole Guide
Save My Seat + Get the Workbook
 

VIP Ticket

$137

REPLAYS INCLUDED FOR 60 DAYS

  • Our exact formula for Analysis + Acquisition of a first or next property  
  • The real secret behind setting up your first or next property for success 
  • Automation Best Practices we use inside our business so we only work less than 5 hours a week
  • The things AirBNB and VRBO don't want you to know about marketing your properties
  • Printable Workshop Companion Workbook — follow along, complete the exercises & build your personalized STR action plan each day
  • VIP EXCLUSIVE: Photography Shot List
  • VIP EXCLUSIVE: Social Media Marketing Templates
  • VIP EXCLUSIVE: 5 Star Messaging Templates
  • VIP EXCLUSIVE: 30 Mistakes Every New STR Should Avoid
  • VIP EXCLUSIVE: Best Business Practices
  • VIP EXCLUSIVE: Bonus Day for Q&A with Madeleine and Her Entire Team of Expert Coaches
Get Your VIP Ticket

GA Ticket

$27

Replays available for one week

  • Our exact formula for Analysis + Acquisition of a first or next property  
  • The real secret behind setting up your first or next property for success 
  • Automation Best Practices we use inside our business so we only work less than 5 hours a week
  • The things AirBNB and VRBO don't want you to know about marketing your properties
  • Printable Workshop Companion Workbook — follow along, complete the exercises & build your personalized STR action plan each day
  • VIP EXCLUSIVE: Photography Shot List
  • VIP EXCLUSIVE: Social Media Marketing Templates
  • VIP EXCLUSIVE: 5 Star Messaging Templates
  • VIP EXCLUSIVE: 30 Mistakes Every New STR Should Avoid
  • VIP EXCLUSIVE: Best Business Practices
  • VIP EXCLUSIVE: Bonus Day for Q&A with Madeleine and Her Entire Team of Expert Coaches
Get Your General Admission Ticket

BONUS:

Surprise giveaway to those who attend!

Featured in

Straight from the live chat

Real messages from people who sat where you are now. Some made offers. Some rewrote their listings that night.

Kristi in the live chat: Made an offer!
KB in the live chat: I'm closing on March 10th and looking forward to implementing your strategy to kick off my STR journey the right way! Thank you for all of this information, it's phenomenal!
Cindy in the live chat: Pricing has been an issue and I'm more confident
Allison in the live chat: the time freedom issue has been one of the biggest things holding me back. now I see the path forward!
Dottie in the live chat: This is so new to me and I have to say everything is gold nuggets and that I can do this. Didn't feel very confident and now I can do this with your help
Dru by text: This is top 3. I have taken a LOT of classes in my life. I don't say this lightly, that was fantastic. Holy cow
Dru in the live chat: This was the most valuable hour and half I've spent lately
Chantel in the live chat: Thank you, this has helped me realize I'm ready to take the leap in the STR market. I have more resources, the language, and the blueprint to start.
Allison in the live chat: the quality of the content you shared has been unlike anything I've come across before
Renata's direct message thanking Madeleine for the workshop and listing what resonated with her
I’m Ready to Take the Leap

Nov 11–12 · Live on Zoom · Tickets from $27

Step Into

The Next Era of STR Success

Are you ready to streamline your short-term rental journey? Whether you're starting fresh or enhancing an existing property this is where you need to be!


For both newcomers and established entrepreneurs in the STR market, the 'Streamline Your STR Journey' Two-Day Workshop provides actionable insights and tools to bring you success.

SIGN ME UP!

Former Attendee Insights


 

Why join us?

 

Because in the evolving world of STR, standing still is not an option. This workshop is your golden ticket to leapfrogging from where you are to where you dream to be.

We're combining cutting-edge strategies, deep dives into guest psychology, and the power of digital innovation to unlock unparalleled profit and ease during your STR journey even if you don't have a property yet.

 

SECURE MY SPOT!

Inside The Workshop:

DAY 1 · NOV 11 · ALL TICKETS

Analysis, Acquisition + Set Up for Success

  • 3 ways in: owning, arbitrage or co-hosting
  • Find your lending power and pick a market by drive time
  • 8 questions to ask the city before you buy
  • Run a real deal, start to finish
  • Insurance, asset protection + the STR tax loophole
🎉 Stay to the end BONUS: Get my property analysis spreadsheet
DAY 2 · NOV 12 · ALL TICKETS

Systems, AI + Marketing

  • Audit your own listing, live, with me
  • How to use AI for titles, descriptions, reviews + guest messages
  • The systems that run your rental without you
  • How to get more direct bookings and skip the platform fees
  • Automated guest emails + extra income streams
🎉 Stay to the end BONUS: Get The STR Tax Loophole Guide
DAY 3 · NOV 13 · VIP ONLY

Live Q&A with Me + My Team

You'll have done the work on Days 1 and 2. Now get expert eyes on it.

  • Bring your deal and get a second opinion on the numbers
  • Bring your listing and get your audit reviewed
  • Bring your market and get answers for your city's rules
  • Ask about financing, taxes, setup, anything
Coaching like this is normally reserved for mentorship clients only. VIPs get it included.

What attendees did next

Marlene in the live chat: Ran a few props through the spreadsheet - thank you!
Jenny in the live chat: Worked on my listing last night and this morning because of your input. Thank you so much, again!
Julie in the live chat: Changing up my listing; terminating agreement with current property manager
Turn My STR Dreams Into Reality!

Questions You Might Have

What if I can’t make it live?+
Every ticket comes with replays. General Admission gets 1 week to watch. VIP gets 60 days. But come live if you can! The Day 1 and Day 2 bonuses are only for people who stay to the end, and you can ask me questions in real time.
What time is it for me?+
Each day runs 90 minutes: 1:00–2:30 PM Eastern / 10:00–11:30 AM Pacific. Day 1 is Wednesday, Nov 11 and Day 2 is Thursday, Nov 12. VIP Day 3 is Friday, Nov 13.
Do I need to own a property?+
No. You can start by co-hosting (running someone else’s rental for a fee) or with rental arbitrage (renting a place long-term and hosting guests in it). Day 1 walks you through all three ways in, including owning, so you can pick the one that fits your money and your life.
I’m a total beginner. Is this too advanced?+
Not at all. Day 1 starts at zero: finding your budget, picking a market and running a real deal start to finish. The 30-page workbook walks you through each step, so you’ll never feel lost.
I already host. Will I learn anything new?+
Yes. Day 2 is built for you. I’ll walk you through a listing audit live, show you how to use AI for titles and guest messages, and cover the systems and direct bookings that help you earn more while working less. VIPs can bring their own property to my coaching team on Day 3.
Isn’t the short-term rental market too crowded now?+
It’s crowded for average listings, not for well-run ones. The hosts who win have better listings, a better guest experience and smarter pricing. That’s exactly what this workshop teaches.
How much time does a rental really take?+
Doing everything by hand can take 15–20 hours a week per property. With the systems I teach, most of that goes away. Most hosts get it down to a few hours a week.
What’s the difference between GA and VIP?+
Both tickets get you the two live days and the workbook. VIP adds Day 3 live coaching with me and my team, the full VIP Toolkit, and 60 days of replays instead of 1 week. Compare tickets →
Can I upgrade to VIP later?+
Yes, you can upgrade any time before Nov 13 by paying the $110 difference. Email us at [email protected]
How do I join on the day?+
Right after you buy, you’ll get an email with your Zoom link and workbook. Check your spam folder if you don’t see it.
What’s your refund policy?+
All ticket sales are final, and we don’t offer refunds. If something comes up and you can’t make it live, you won’t miss out: every ticket comes with replays (1 week for General Admission, 60 days for VIP), so you can catch up on your own schedule.

Ready to Streamline?


This is more than a workshop –


It's a commitment to excellence, most importantly, to yourself. If you're ready to redefine success and create an STR business that's not only profitable but also fulfilling, attending this workshop
 is your next step.

Join a community of hosts setting new standards in the STR industry. Let's streamline together.


Spaces are limited to maintain an intimate learning environment & ensure personalized attention for every participant.


Stop Waiting – Start Earning with STRs Now!

Former Attendee Insights