Should I secure a PML first before I try to get a property or should I go ahead and find a property and get it under contract then see if my PML prospects will lend?

in the slightly less desirable area, 12-1500 sqft (goal $14-1700/mo)1BR below it with living and dining, porch, and great stained glass and architectural features, 1000 sqft (goal $11-1300/mo)This building also has one driveway space thinking $50/mo2 x 2BRs, smaller but in the more desirable location ~1000 sq ft (goal $14-1600/mo)1 BR small in the more desirable location ~ 800 sq ft (goal $9-1100/mo)TR: 6200-7300/moOrder of operations would be as follows: 1) Accounting and structuring - still a lot TBD but I am meeting with a CPA firm with a lot of real estate structuring and consulting experience, I expect they'll be pretty expensive but this doesn't seem like a good place to cheap out.

Then you just need a weather protected location for the outlet and you're done. 

Seems to be a security measure that sometimes false-flags attachments from what I've read on the net. 

I was recently laid off from my job and have three issues: 1) No way to get a conventional mortgage 2) Need a place to live, and an advantage: sizeable savings on stock, bonds.I want to start investing in RE (ideally multifamilys), but for now I want to start small: buy a condo to live in, and [whenever I buy a multifamily I could move to] rent it.I would like to evaluate my high-level strategy, and get your comments:* [Soon] Get a "securities line of credit" worth around 15% of my savings.

Some sites have data on specific locations because they are STR hot spots.

CURRENT TENANT SITUATION: - Main tenants have been at the same location for 5-10 years

You're off to an amazing start, the hardest part is securing that first deal and it seems you are on your way congrats!

Also, Zillow places FSBO listings in a hard-to-find location on their website (separate tab). 

Fitchburg is not the largest of markets but still remains an ideal location to invest in due to the amount of rent vs the price of properties.