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🏠 Lower Taxes w/ Ryan

1.5k members • $1/year

3 contributions to 🏠 Lower Taxes w/ Ryan
New Here
Answering the quesitons from the intro video. 1. Why do I want to save money on taxes? Hoping to execute this STR Tax Loophole correctly to help offest our W2's to then come in with a decent downpayment on our next STR, hopefully being able to repeat the process to boost our portfolio. 2. Where are you in the journey? My wife and I closed on our first STR, beach house in Florida on Friday. Prepping and working on it right now to get ready for guests hopefully before 1 October. 3. Number 1 challenge for me right now would be the lack of understanding of tax code/taxes in general. Tie that with the lack of time available to learn it. If I could easily understand/quickly understand it all, it would definitely help.
0 likes • 4d
@Alex H Port St. Joe beach! We live in Georgia, but it’s only about a 4 hour drive for us to there. Actually packing up to head back down right now lol
My Starter Post.
Eager to get going! My wife and I have been lucky enough to have worked for startups that eventually IPO'd, generating large (at least "large" to us) Cap Gains. A blessing. Year after year writing large checks to the IRS made me sick. Our former CPA was hardly strategic and we got tired of hearing "paying Uncle Sam all that money is a good problem to have, right?" Two or so years ago I left my w-2 job and focused on buying a business. The idea was to implement the "Buy then Build' blueprint, but after countless deal reviews, LOI's and offers that didn't stick... I went back to the drawing board. Oh- and we also had our second child. How could I simply keep more of the money that we earned each year? Enter STR "loophole". We close next month on our first STR property in Maine... and that's what led us to Ryan and his team.
2 likes • 4d
Hey Matt! Very similar situation with my wife and I. Our CPA actually stated to us "You can't eat dirt" when we mentioned wanting to hop into STR's and real estate. My response to her was "you can't eat money either, but you can make money grow from dirt if you use it right." When I heard Ryan talk about outgrowing your CPA I knew I had to jump on this for the training and guidance to get this done right. Good luck on your journey! Maine is one of our next vacation spots (we have been trying to go to a new state every year for our vacations) so I might have to hit you up once your STR goes live to book!
Excited to find this community
My wife and have decided to launch a STR business to help change our family’s legacy. We have purchased 2 properties that will go live early 2027 and, as a result, seek to minimize our tax responsibilities as best as we are legally able.
1 like • 4d
Hey Alex! My wife and I just started out as well. I feel like we are kind of drinking from the firehose at this point with all of the information being tossed our way. Hope you're able to get your desired results!
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Samuel Lewis
2
15 points to level up
@samuel-lewis-5026
Recently purchased an STR, learning as much as I can.

Active 57m ago
Joined Sep 1, 2026
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