Ideally the property will be vacant when you list it, but if the tenants take good care of the condo and are flexible you could list it before they vacate. 

It also allows me more flexibility if I was to sell one or two properties. 

We both work mostly remotely so we're flexible with where to go but would like to stay in the MA/Southern NH area if possible. 

They tend to be more flexible with financing options. you would basically acquire properties with a seller financing your down payment.

I am 100% flexible on the engagement model and open to any/all suggestions and advice.Thanks in advance BP!

For example, they may want to fund a project, but at the end of the day, maybe they want to negotiate equity or partial ownership in the project (dividends) over a long-term period.I personally like private money as the terms are usually more flexible, and you can cater to each investor, while creating a win-win situation for yourself.

And you'll have more flexibility for other investments sooner down the road.Speaking to the security of SD, I'll copy & paste a piece from another post of mine earlier today:San Diego is one of the safest markets in the U.S.

I think the HML will also give you greater flexibility in what you purchase since you won't be constrained by a conforming loan (which should strengthen your offer). 

Since I didn't know if I would have 6 5000 sf units or 1 30000 sf unit it leaves things flexible.

There should be room to be flexible with our tenants, but too much flexibility will just get us walked all over.