My experience in Real Estate is from helping my uncle paint and do some small rehabs on his rental properties. but nothing major.

Looking back on my career, the majority of the homes that I purchased on behalf of my organization were not off the local MLS, or even from letters.

He is not a student but a tenant who had a job and had a major downward trend and seemed to give up.

We want to know the pros and cons; what was easy or hard; were there any bottlenecks or major complications; Do we find 2 or 3 lenders and get prequalified with all of them?

I'm hoping someone can direct me to a product that meets our needs. 

., minor or major, you can decide whether that is worth the trouble.I would request the rental application from the tenant, the lease, and the credit report, which are standard requirements.Those info would also allow me to check out how they manage the rental tenant screening process and what kind of tenant is in the house.

They are always changing products. 

I've advised clients  with multi-families that if you show the bank that you are majority owner (articles of incorporation) they will likely acquiesce to the change. 

In Cambridge it's $2,269,563.Single family homes are normally what gets discussed as that's what the majority of  sales are. 

The vast majority of my bookings are on Airbnb and I made the amateur move of paying the flat fee to Homeaway when I signed up.