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All Forum Posts by: Matthew Tregoning

Matthew Tregoning has started 14 posts and replied 76 times.

Post: Satellite Beach, FL

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72

Hey Bien!

I live in Satellite Beach currently and absolutely love the area! We lived in many nice places during my military career (Including Hawaii) and this is by far my favorite place we've lived.

I also have a portfolio of STR's across Savannah, Kissimmee (Disney), and the Space Coast area.

While Satellite Beach itself isn't very STR friendly, there are pockets you may be able to operate within the town. Some of the adjacent beach towns like Cocoa Beach and Indian Harbour Beach tend to be more friendly.


Would love to connect with you and any other investors in the market! Would be happy to discuss the area with you!

Post: BPCon 2024 Location?

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72

Can't wait for this!

Post: Who can help me make to best next move?

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72

What's up Larry!

I was a little older than you when I bought my first "live-in-flip" and house-hack! If you are interested in short-term-rentals, make sure your property is properly zoned for it. If I could do my first house-hack over I certainly would've bought a property that could've made an awesome STR when moving out. Great way to supercharge your path to financial freedom.

Post: House-Hacking: My Personal Journey to Financial Freedom

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72
Quote from @Sebastian Marquez:

For all those who have house-hacked at least a couple times, how do you all manage the multiple moves? I hate moving but I'm sure it would be worth it as financial independence is being built... but still, moving is a thorn in my side. Any tips or suggestions? Thanks!


 For me personally, I knew that scaling to financial freedom would take massive sacrifice. I believed in my plan and knew the short term discomfort would be worth it. It was very important to have my girlfriend on board as well, and fully bought into the mission.

Post: Management Software for STR

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72

I started with Hospitable and absolutely love it. My favorite feature is the AI feature in the inbox. This makes managing my 9 listings very easy to do by myself (with a good team of cleaners/handyman of course). 

This is synced up with Turno (Automated cleaning scheduling) and Price labs (Dynamic pricing). 


Love what I use and have never felt a need to look into any other software.

Post: Official: Buy & Sell Your BPCON Tickets Here!

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72
Quote from @Richard Gilsdorf:
Quote from @Carol McMasters:
Quote from @Alex Turner:

Selling my BPCON Ticket 

PRICE: $800

Hi Alex! I’ll be in Orlando and would love to buy your BPCONN ticket. Please let me know how you want to connect to do the exchange.  Thanks! Carol 

 Anyone looking?  I have a ticket available for $800.  Please DM me.  Thanks.

I'm interested, can you please dm me?

Post: Official: Buy & Sell Your BPCON Tickets Here!

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72
Quote from @Patti Uritis:

I'm currently selling my ticket for $850. Let me know if you're interested! 


 I'm interested, can you please dm me?

Post: Looking for STR Advice!!

Matthew TregoningPosted
  • Realtor
  • Melbourne, FL
  • Posts 83
  • Votes 72
Quote from @Michael Baum:
Quote from @Matthew Tregoning:
  1. Ownership Structure: Opting for an LLC provides advantages in terms of tax and legal matters, enhancing your property's protection.
So what tax advantages does an LLC provide? It is a pass through entity...
Certainly, an LLC's tax advantage lies in its flexibility. It allows you to restructure your business to potentially save on taxes depending on the situation. However, keep in mind that tax laws vary, and I'm not a CPA. It's crucial to consult with a certified accountant or tax professional for personalized advice.
Quote from @Andrew Steffens:

Hey Matthew! We operate in several markets but 95% of our properties are in the greater Tampa Bay market.  There are distinct submarkets within Tampa i.e. urban (Tampa/St Pete) and then the beaches.

1. Tampa metro

2. I am very bullish here because of the cities growth.  Cranes everywhere, Water Street project, etc.  The appreciation in the market here is tremendous and the tourist sector is still breaking records even after COVID records were set.  I still believe there is a lot of running room on prices continuing to go up due to all of the jobs coming here.

3. Single Family Homes - Avoid HOA's at all costs!

4. The only challenge I see now is the supply and demand.  When hotels want to build a new hotel they know the competition and the announced new competitors.  It is tough not knowing how much more inventory could be introduced, or taken off the market.  It requires almost daily metrics (thanks LSI tools) tracking.

5. Best practices must be followed.  Gone are the days of buying an outdated house, throwing in Facebook MP or Craigslist furniture and cashflowing $3,000 a month.  The property must be modern, well furnished (professionally unless you are a very good amateur), well located, have all amenities possible (usually a pool here, unless very urban), and have proper bed counts for the space (sleeps as many as possible without overextending the water heater, looking like a gypsy camp).

6. Florida's state level moratorium on local jurisdictions passing new laws or amending old laws regarding minimal rental periods is great. Tampa city council cannot meet tomorrow and pass a new law effectively putting us out of business. That being said, there are jurisdictional areas that have grandfathered in restrictions and it is BEST to working with an agent with a lot of experience. We have met a lot of people who worked with an unscrupulous agent who sold them a house for STR in an illegal area!!

7. As mentioned above I think Tampa will continue to grow both is regards to the market as a whole for real estate as well as for the tourism market.


Thank you for sharing your insights into the Tampa Bay market. It's clear that you have a solid understanding of the dynamics in the area, and I appreciate the valuable information you've provided.

In my markets, I've found a pattern where properties with higher guest capacity tend to perform exceptionally well in terms of pricing and occupancy.

Could you elaborate a bit more on your experiences with larger homes and their performance? Have you noticed any specific strategies or amenities that are particularly effective in maximizing the potential of these larger properties?

Your input and perspective would be invaluable as I continue to explore vacation rental opportunities in the Tampa Bay area.

Thanks again for sharing your insights!

AirBnB Claims to protect against "retaliatory reviews". However, it can be hit or miss and I've been burned by this situation once before. 

As others have said, I wouldn't necessarily worry about $50 as the risk of having a bad review doesn't justify this for me.

I recently had a guest do $300-$400 worth of damage. I insisted that they leave a review and as soon as they did I was able to submit my own review in order to lock theirs in then proceed with the claim through AirBnB. Ended up getting a 5-star review and majority of money back out of the deal.