I 100% rehab my homes, new HVAC etc, then rent for at least year before a allow the tenant to buy via a CFD with amortizing term 10-14 yrs, short as possible.

If that's enough to get out of the place without having to bring cash to closing or do a short sale, I'd recommend selling it as-is on the MLS.She needs a general contractor, not a property manager. 

If it’s dumb I guess it’s no big deal, but I think even a short series might help a few people and that would be worthwhile.

We are using a high level of leverage with bank loans and private short term loans that will be paid off in the short term, we also have seller financed notes in the mix.I have seen much of Grant's materials in the recent months. 

Adding to what Kurt says above, don't be afraid to use leverage, once you get say 4-6 properties or more cash flowing you can put all the extra income toward one mortgage and in a very short time payoff mortgage after mortgage and in say 5 years or less own several properties free and clear reaching your goal.

And they all have different gigs and many are wildly successful.. my partner in our airplane for instance has a big underground contracting company 100 plus employees make huge bank.. and invest in real estate as well short term and long term.. and now started a container home building company LOL. 

I hope I am able to bring value to others utilizing Bigger Pockets by assisting them in achieving their short term, and long term goals as well.I am open to any form of Real Estate investing as long as it makes "cents", and is appropriate to helping me establish the long term goal I have for my family of financial freedom.Is anyone willing to connect to start a relationship in the pioneer valley area?

Otherwise, the numbers look reasonable to me, assuming you will actually get $1,000 a month for the property.Something unrelated to your analysis to consider, though: If your grandmother is renting the house to increase her monthly income, I would consider getting a loan that amortizes over a longer period so as to increase cash flow in the short term.

.  :(  At the time, we thought that was a smart move to basically defer our gains/short term income in the interest of having a paid off property in 10 years.  

In short, you need to ask yourself how will the appreciation that has occurred over the recent years be sustained, and what driving forces will happen going forward to continue the price trends of demand > supply??