Hi there - it has been a crazy few weeks but I just listed a new STR in South Bend, Indiana. It has only been a week, no takers yet. Question, what if I do not get the 2 required guests, avg 7 days or less, this calendar year to take advantage of STR tax loophole? Can I take advantage of tax loophole next year, 2026?

Instead of receiving a tax refund in the year we completed the Cost Segregation Study, we converted an IRA to Roth and "paid" the taxes due with the refund owed. Any generic thoughts on this as a tax strategy combined with STR taxes? (We tend to believe in tax-diversification of post-retirement income as well as diversification of investing in both traditional markets and businesses.) Thanks! @Ryan Bakke, CPA

Thanks everyone that joined. Had a great time! Let me know what your key takeaways were below.https://www.loom.com/share/a32cad87be6c43d88a47472c1a8f3b47?sid=c2b8039b-3d96-4808-8303-8c66ecb4d321

- Why do you want to save money on taxes? Not just “to save money” — but what does that money mean for your life? - Where are you right now in your journey? Just starting out? Own rentals? Flipping or doing STRs? - What’s your #1 challenge right now — your “big domino”? The one thing that would make everything else easier?

@Mark Rich @Camille Hoheb @Rachel A @Adriana McLaughlin