Major cities where STRs have only began rising up and gaining public spotlight with the rise of AirBNB are more likely to have more shifting and less stable regulatory environments since those areas are still in the process of trying to find the balance for STRs within their markets. 

Future gains on the investment portion may be deferred with another 1031 exchange, while gains on the primary residence may qualify for the $250k/$500k exclusion if residency requirements are met.This post does not create a CPA-Client relationship.

Quote from @Femi Alakija: As a newbie, I plan to gain a deep understanding of real estate fundamentals, including financing, property evaluation, and market trends. 

@Landon Sheveland People do fix and flips while living into the property to classify the property as primary residence and not pay any capital gain taxes. if that is your intention, don't use LLC to establish this as your LLC.If your goal is different compared to what I said above, you can use LLC.

Talk to an accountant prior to doing the cost segregation study.You want to discuss whether it will be beneficial or not.In general real estate is considered passive which means that it can't be used to offset other forms of income such as wages, interest, dividends, capital gains, etc.However, there are some exceptions where the real estate loss can offset these types of income.best of luck.

It just feels like I’ve been making a lot of short term sacrifices for long term gains and I have to be really diligent with money management. or I could also just try to borrow money for the renovation, and pay off the line of credit over time, but I feel like that really would limit me and if the stock market(my collateral) went down I could also see some trouble. 

You would gain some much insight just by starting there. 

In any market that you're looking into from OOS, it's very important to work with an investor friendly agent so you're able to gain the right insight on the different areas and the risks involved.

I don’t know your exact situation, but I expect principal paydown and appreciation to cover the $200 and still give you a nice gain.

But we’re starting to see this program gain traction along the Front Range especially with lower income tenants and properties.