Its caused him to go in to extreme debt and he just needs to get this handled. 

All extremely useful input. 

I understand, just saying flipping in Baltimore is extremely difficult, especially for someone just starting in this current market. 

While we don't get significantly higher rents, we have extremely low turnover rates.

Not only will you learn different neighborhoods, how to manage people, and costs of construction, but they can get paid extremely well if you get good and know how to work with the City.

I thought it would be extremely formal guys with briefcases and way over my head. i felt it rapidly grew my network, knowledge basis, and confidence that has propelled me to be successful in acquiring 300+ units over the last 4 years. 

If you're using your real estate license as a means to make the same/more as your W2, then you will face an uphill battle - unless you work extremely hard. 

If the landlord was aware of his past, yet rented to him anyway - any lawyer worth their salt would make a nexus between those two pieces of information and create a liability claim.In addition to the extreme negative press you would get, it also takes time, money and energy to defend a lawsuit you will eventually win.

Generally most of us aren't going to go through the guilty party's profile and take down everything that qualifies because it takes a lot of time and effort, and most threads have an extremely short shelf life - no one is going to remember it or see it a couple of days from now.

$400,000 seems extremely high for a rental property.