Labor shortages have hit that industry just like everything else, so finding reliable, trustworthy, quality cleaners is a challenge everyone is facing.

It is a tough buy and hole RE market everywhere but markets like San Francisco are particularly challenging in the short term due to the poor cash flow (negative cash flow).  

If you're challenged for space, get a stackable....

@Robert Frazier Land entitlements are difficult and seems you've now been exposed to appeals and design professional challenges.

Quote from @Raymond Whitley: Not sure if Goosehead is in your area, but a broker like someone at this company can really help you in challenge times for insurance like this current market with so many carriers dropping out completely or raising rates on everyone. 

Real Estate should not be depreciated.Depreciation is one of the most beloved tools in real estate investing, but let’s take a moment to challenge the norm: Should real estate even qualify for depreciation?

If it is very rural having contractors and completing on time and accurate numbers can be challenging.

I’m seeking advice on how to handle a challenging situation with noisy upstairs neighbors in an upscale Miami apartment community.

There are DTI and underwriting challenges of course, but do the best you can in keeping loans in only ONE person's name. 

Starting rent-free is a smart move—it’ll maximize cash flow but high purchase price and a low down payment make it challenging.