I listen to their children when they come to an open house.

I request that you share your source of affordable properties in Montgomery County, as all that I can touch in Southern Maryland for a price that is affordable on a 30-35,000.00 salary is trailer rentals, rooms for rent, and empty land that is wholly unimproved.My best advice is to help Jane understand that due to the economics of the region that home ownership is not a reality in her current position and that she needs to focus on her children as you only have the time with them once. 

Cash for keys I find the best way and least amount of damage.If there are children this time of year, it's more challenging.

Those who can rehab sell at top market price, or sell off the entire portfolio for a heavy discount.Frankly I think it’s the hard truth for most Landlords, there’s no easy exit unless they own hundreds of units and have children to off load them on.You can’t 1031 out, taxes will be due, but you may be able to buy land tax credits at 60-80c on the dollar.

My plan is to continue buying and managing the props, with the goal of finding my children's college education and to support aging parents.  

I knew way too many people to party their way to a 6 year bachelor's degree in something they don't use, living with parents and still basically adult children.

In MA, you cannot rent to a family with children under the age of 6 if you don't have a lead certificate on file, which means it's been tested by a lead inspector and made safe by a licensed deleader.

Your coop is a liability that I would off load and concentrate on investing as your #1 priority.Your plans to have children is going to be a major constraint on your plans going forward.

Yes, mainly on commercial properties... since I am in dental business I was looking at a single building (about 5-6000 sqft) that I could allocate about 2-3000 sqft for medical/dental and the remaining portion for a retail tenant...

Your tenants will likely have children and when they leave all hardwood floors may/will likely need to be refinished.At $2200/month on a 350K property you will not likely have much if any positive cash flow so it would be wise to keep your expenses as low as possible.