Wouldn't hurt to consult a tax pro just to make sure there isn't a more tax effective strategy but I don't think lending provides any tax shelter.

Quote from @Will Greenlee: I would agree with @Drew Sygit every software has its kinks and this one along with all the other ones started somewhere.. 7-8 years ago Buildium was less effective than it is today, and now it is a lot better.

Also, how do you balance cost-effectiveness with providing a high-end feel?

Because those simply demand a significant level of labor inputs that makes it very hard to effect the efficiency model we invented. 

He has great knowledge of the area, he's a great communicator, and he's effective.

We haven’t really felt the effects of it yet but I think that is mainly due to the timeframe it takes for them to process claims and emotions from the devastation.

I have heard vented units don't dry as effectively but haven't heard any complaints from my tenants and believe the technology continues to improve.

Are cold calling or broker relationships more effective?

I also don't like the sardine effect where your just packed in a building, ocean lakes is tight with homes but still feels private at the house(s), golf cart community and 2 min from the ocean on a golf cart where ours are.

Less Desirable Areas: Are there neighborhoods we should avoid or areas where BRRRR might be less effective?