You're competing against institutional investors (Brett Robinson to name one) that own a ton of them, market them very well and have this stuff down to a science. 

I also did not anticipate that I would be competing with 20 other houses all within the same price point. 

But, the experience and competency of the LO is the difference.

Ultimately, selecting a competent and reputable property management company is crucial to safeguarding the profitability of real estate investments.

You should strongly consider paying for competent guidance like theirs. 

Its all fine when it all works but there is no way you can have perfection of 15k deals and not have some warts and some bad ones were the players just go dark and walk away which causes the underlying lender into a foreclosure.

We have been happily surprised at the upside available from paying a full, fair price to a mom-and-pop seller, upgrading, increasing revenues, and selling to a higher level buyer (like an institutional player).

I realize DoorLoop may not compete with Buildium for you guys who have 100+ doors, but are there any a smaller managers like me out there who have given it a shot?

The fact that it loses money is somewhat mitigated by my tax savings at year's end (I have RE professional status).You just have to keep in mind that although there's a lot of tourists to the area a lot of them are cheap bastards that gravitate towards the lowest fares out there, and there's so much supply especially in the last 2+ years that it's a serious race to the bottom as you're competing with people who bought at $150-200k 10-15 years ago, never fix up their place and don't care if they rent for $99/night.

The utilities will cost nothing (hence zero net).There are a limited amount of growers, processors and dispensaries in MD so the market is controlled.https://cannabis.maryland.gov/Pages/Cannabis-Business-Licens... well then the big money players should be lining up for this..