Plus you can claim depreciation on any portion of the real estate that has debt on it and the gains (if you are in the right city) far outweigh the UBIT/UDFI costs.

However, with smaller investments, if bonus depreciation isn’t captured in the first year, a cost segregation study’s cost may outweigh the added benefit.Additionally small tenant improvements could have similar benefits with bonus depreciation and new assets.

They handle everything—guest communication, pricing optimization, cleaning coordination, and maintenance—allowing you to focus on scaling or other priorities.While you pay a percentage of your revenue, the time and stress saved often outweigh the cost, especially with larger portfolios.

I don't think those are bad things and sometimes the personal decision for your ideal life outweighs the "conventional hold forever" decision.You have options, that's the best place you can be.

To me the rewards do not come close to outweighing the negatives in this situation.

., deductions, 1031 exchanges), could potentially outweigh your current W-2 salary over time.Suggest a trial period for the first deal, involving him in decisions to build trust and confidence in the process.

I feel like a 100 year old home is going to have a lot of problems even it's renovated - if I hold it long enough it'll appreciate but will my appreciation outweigh all my repairs and Capex.

I think the downsides far outweigh the upside. 

If the deal makes sense I think the pros will outweigh the cons.

Does it outweigh paying the capital gains tax?