Building Wealth with Vacation Rental Properties

Schedule

Wed Mar 11 2026 at 05:00 pm to 07:00 pm

UTC-07:00

Location

4250 Morena Blvd | San Diego, CA

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Discover the secrets to successful rentals, as our speakers share their insights into Airbnb arbitrage and property ownership.
About this Event

Join us as our guest speakers share their expertise and unique strategies with rental properties.


Matt Floyd and Craig Gerulski, founders of Stay Classy Homes, share their firsthand experiences and expertise in short-term rental investing. Discover the exciting journey of how they ventured into this thriving industry and learn the key distinctions between Airbnb arbitrage and traditional home ownership for vacation rentals.


Matt Floyd

Matt grew up in a small town in Wisconsin and graduated from Beloit College in 2013. He has lived in Spain, Boston, St. Maarten in the Caribbean, and now San Diego and started investing remotely in multi-family properties in Wisconsin in 2018. Since then he's focused on growing a short term rental portfolio with 7 properties in Nashville, Scottsdale, Wisconsin and San Diego. He met his business partner, Craig Gerulski, at a real estate meetup in San Diego and they combined their knowledge to start a property management business at the end of 2019. After persevering through some initial struggles during Covid, they have now built a 7 figure business, left their W-2 jobs, and plan to leverage their hospitality expertise to acquire hotels around the country.

https://www.stayclassyhomes.com/


Craig Gerulski

Craig graduated from Purdue University with an engineering degree in 2014. While working in San Diego as an engineer, he founded his short-term rental business in 2019 and 3X his salary with the cash flow from his rentals in just 3 years. He left his W2 in March 2023 and is financially free. He personally owns 6 short term rental properties in San Diego, Nashville, and Scottsdale. He founded a rental arbitrage and short-term rental management company with Matt Floyd in 2020. That company currently has 5 rental arbitrage units and 18 other properties under management. He spends a couple hours a week running the business compared to spending 40-50 hours a week working as an engineer. Talk about time freedom! His focus now is to keep expanding his personal short-term rental portfolio, take on new management clients, and purchase a boutique hotel by the end of the year.

https://www.stayclassyhomes.com/


Whether you're a seasoned investor or new to the field, this event promises valuable insights that will help you make informed decisions and excel in the world of short-term rental investments.



Networking, food and drinks

But that's not all - this event is also a great opportunity to network with other like-minded investors, share your experiences, and make valuable connections that could lead to even more profitable deals down the line. Plus, we'll have some tasty snacks and drinks on hand to keep the energy high and the conversation flowing.

So don't miss out on this chance to level up your real estate game and have some fun while you're at it. Reserve your spot today!

As always food and drinks will be served + FREE Parking available



Agenda

🕑: 05:00 PM - 05:30 PM
Check-in / Grab Food
🕑: 05:30 PM - 06:30 PM
Speaker Presentation
🕑: 06:30 PM - 07:00 PM
Networking Session
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Where is it happening?

4250 Morena Blvd, 4250 Morena Boulevard, San Diego, United States

Event Location & Nearby Stays:

Tickets

USD 0.00

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