It took a little time for all of ours to gain some traction early on. 

For me, I’m looking for a STR that I can self manage so that I can take advantage of the tax benefits of offsetting my w2 income while actively participating in the STR. 

Most come out ahead over an extended period of time by buying better quality assets where they perhaps have to leave some capital in the property but find themselves able to sell for real gains or refinance out appreciated equity and scale more effectively that way. 

And you should never create entities without having a clear business plan of how such an entity would benefit you.

@Jeff Shaver You can leverage your $550K equity by selling your San Diego property through a 1031 exchange to invest in a higher-cash-flow asset, like a multifamily complex, while deferring capital gains taxes.

You'll then see that delinquency rates are:- At their lowest point since 2006- Historically on the low side of normal - On an overall downward trend for the past 4 yearsIn fact, excluding the artificially propped-up mortgage market of 2004-2006 during which delinquency rates were slightly lower than they are today, bottoming out at 1.41% in 2005, there are fewer mortgage delinquencies today than at any time in the past 33 years.By the way, when these scant 1.73% of homeowners become delinquent on their mortgages, they overwhelmingly have the equity to be able to sell the home at a gain if needed.

Aloha Aaron, Congrats on utilizing your VA home loan benefit.

The only silver lining is this property performance so bad, that it helps offset the gains from my other 10 homes. 

The accountant said that NJ allows one to “adjust” the basis in the property to the extent no benefit was obtained from depreciation...you do not get to take losses from real estate to offset gains on sales of property in NJ.

Maybe lost of tax efficient gains during peak earning years?