- I want to not only save as much on taxes as I can, but I also want to profit from them. I am so sick of letting the government hold my money all year when I could be using it to earn more money. I want my money to do multiple things for me at once. This will change my whole investment outlook and provide additional funds for more investments in my life and my children's lives. - We are just beginning our adventure of purchasing our first Short Term Rental and are very excited to get started and looking forward to growing our business and expanding our portfolio. - Our number one challenge is setting the Business side of it up for success, maximizing the money we have up front to be able to grow and expand at a quicker rate and the lack of knowledge to navigate the legalities of the system.

Hello. Need some clarification about Tax benefits for STR using the STR look hole. Here is my situation. Year 1 (2025): Purchased the STR property. Financed with a bank. Did Cost Segregation. Will get a good size bonus depreciation for year 1 including some other set up costs. Did 100 hour material participation and more than anyone else. Will get to offset W2 income Year 2 (2026): Did major changes in property like installed pool and turf outside. Redecoorated and furnished the STR. Will claim all these expenses for 2026. Will do 500 hour material participation. Will get to offset W2 income. Year 3: For year 3 or 4 are there any other expense I can carry over from prior years to offset my W2 income tax ? ? I do not anticipate any major expenses. The only expense I can create is to pay down the mortgage from my own money and count it as "capital contribution". Thanks @Ryan Bakke, CPA @Mason Kimball, CPA @Kevin Medina, CPA, MBA