You don't know if they are legal or how well they are built.

We do around 70-80% direct booking through our social media pages and have built around 50,000 followers in total. 

The price per sqft is very high for an office built out for medical use.. however, there is an in place tenant paying strong rent with 3% increases for 10 years (close to 7% cap, NNN)What I don't understand is why the tenant agreed to pay close to 2X market comps in rent in price per sqft per year for this facility.

The long-term impact won't be known for a while as investors, homeowners, insurance companies, and the like make changes in the coming months and years.I believe that the Tampa Bay Area will continue to be a good market overall as the foundations are solid. 

You can hear real-world examples of how others have built their investment portfolio and (hopefully) learn to avoid their mistakes.4.

He was recommended to me by a big-time investor in Kansas City that I had built a relationship with, and other local investors also vouched for him.Although the 8-unit deal didn’t end up closing, I felt confident about using that lawyer if it had gone through.

But every day investors buy less than desirable property utilizing high leverage debt at high interest rates producing high risk of negative cash flow and built in negative equity.  

Some neighborhoods such as Fishtown, Northern Liberties and the surrounding areas are struggling with absorption because of an influx of new housing that was built over the course of the past few years.

A purpose-built LI policy can do so much and still enable RE investing--when, like you noted, it suits the needs. 

It comes down to niching down to the target audience (ie 30+ years ownership, built 1980s and earlier, owner age 70+).