Would my schedule E losses that I have carried for the last two years fall under this change?

Originally posted by @Norma E.

The property is brand new and will be under warranty for the next 3 years, so I do not foresee needing to replace a roof or water heater in that time.

Being brand new to short term rentals, we are trying to figure out the best process so we don't lose potential reservations by doing something wrong, accept a reservation we shouldn't or get scammed.

Etc.This transition, while the easiest, is actually very difficult because there are a lot of aspects to it including legal (putting together Contracts such as Independent Contractors Agreements, Work to Hire Contracts, etc.).3) If you can do 1) and 2) to some degree of expertise, then you should prepare to add a BRAND NEW business to your growing set of Entrepreneurial skills.

I replaced everything in the house to make this 1940s house look brand new.

I'm brand new to formal real estate investing but have been long term renting a condo for fifteen years.

Most banks won’t want to make a loan to an LLC, especially a brand new one with no assets.

I’ve been working on getting business cards, branding, website, etc. to create a recognizable brand. 

If you have questions about particular transactions, send them to your CPA.Of course your CPA will calculate your depreciation, which will be one of the larger deductions on your schedule E.