The new President is going to do this, do that, yada yada yada.Unfortunately, a lot of financial and tax professionals join this nonsense and pollute our brains with never-ending "How to prepare for the incoming tax changes..." podcasts and posts.

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

We managed to navigate it, but it was a lesson in the importance of understanding both federal and state regulations.Given your location in Boston, Massachusetts, it's especially pertinent to consult with a qualified intermediary or tax professional familiar with both federal and Massachusetts state laws to ensure a smooth exchange process.

Check with a great tax professional!

That could be market knowledge, ability to rehab a property - something that can give you an edge over other experienced RE professionals in the market and asset class you are working in. 

@Richard Schubert are you having these professionally inspected before you buy them?

Although Philadelphia is only requiring you to get General Liabilty, I think you have a bigger exposure to Professional Liability (E&O) insurance. 

You should look into whether you can hire an officer to walk through your problem unit and have his professional opinion on whether they are smoking in the unit or if it is a residual smell.

Health professionals are generally looking for 1-2 bedrooms and even travelers in other professions look for that size unit.

I guess I need to figure out a professional way on how to market to them.