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Owned by Ryan

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Timing of STR purchase in late 2026
Hi all, my husband and I closed on a cabin in the Smoky Mountains in September, are well on our way to exceeding the MP rule, and have done the cost seg. We were wondering— is it too late for 2026 to find another property to offset W2? We could close, do a cost seg, and put it up for service before year end, but we may not get to the 100+ hours. Do the hours have to be before year end, or before April 15th? Thank you!
3 likes • 4h
The hours do have to be before 12/31. Remember you also can do 500 hours between both properties and qualify, or 100 hours each and more than anyone else. One thing to consider is your tax bracket. If the first property takes you from a 32/35% bracket down to 22-24%, you may want to consider only doing the cost seg on 1 property in 2026 and save the other for 2027 when you’re back in a higher tax bracket.
Newbie
Good afternoon! After shopping many CPA's - I landed where I first began. I want to save the most on taxes to reinvest. I own/manage one STR currently and trying to get my hubs on board to what the possibilities are. My biggest challenge is getting my books organized and on the path to success, the right way.
0 likes • 2d
Welcome. We are glad to have you! What have you tried in the past for books that didn't work?
1 like • 2d
@Tiffany Helf-Porter hook it up to Claude and let's get going!
I Wanna Learn! Let's go!
Hi Ryan! Glad to be a new participant in the community. I'm fairly new to the rental world but want to learn more to capitalize on what I'm currently doing. Looking forward to future strategy to maximize what i want to do. Currently i have one STR and one LTR. I have the option of owning my current commercial building my companies office out of but not sure if that's the best route. Ultimately my goal is to build a nice retirement income through this space and leave a legacy of properties for my kids.
0 likes • 2d
Welcome. The owning your commercial building that you run your business in is a very good strategy because you don't have to be a REP/STR Loophole to take the depreciation from the building to go against your active income.
Seller Financing - Things to Ask?
Hello! I'm looking at a seller-financed property purchase and wanted to make sure I could still use the mortgage interest as a deduction and still do a cost segregation study? Is there anything else to consider in a seller-financed deal?
0 likes • 3d
@Mycah Bain is it 100% seller financed or are you getting a loan for some and the seller is carrying the rest?
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Ryan Bakke, CPA
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🇺🇸 Skool Mayor: Chicago 🧑‍💻CPA for real estate investors and business owners 🏆 Longest Skool Webinar (12.5 hours)

Active 4h ago
Joined Aug 8, 2025
Chicago
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