Lastly, I am asking if you know any good window contractor that you could kindly refer me to.

The contracts and structure will give you more protection.As for the construction contacts, if they're unwilling to share contacts at RE meet ups, go to Angie's list and make some calls, walk their projects and check their references.

Words can't express my gratitude to you guys.After preliminary research, I can tell that a number of the homes in the town where I have my rental don't have HVAC and largely seem to be boiler heated, which doesn't come as a major surprise, given that A LOT of them are built early last century and aren't very conducive to HVAC by design.Judging from the dialogue here and further reflections with my principal contractor, I think we are sticking to our initial plan of boiler/insulation/ceiling fan combo, but once we've demoed everything that needs to go anyway (some ceilings and walls) and created a much more operable working space at the same time for installations, we are going to bring in professionals to get free quotes on HVAC and mini split systems, if anything, for future reference and negotiation fodder on the next property purchases.

I'd say that the person you are referring to is not an accredited investor; however, there are other securities exemptions that don't address the accredited/non-accredited dynamic for investors that may be worth looking into. 

@Vaughn Smith I guess what I'm referring to is the Writ of Possession.

Any of these are potential red flags.Don't allow financing or a finance contingency (it can be a good indication they are selling above market value)Don't allow for your own independent property inspectionAre not realistic with their pro forma's (i.e. they don't include vacancy or maintenance projections or use unrealistically low vacancy factors)Require you to pay for any renovation upfrontSell only in cheap. low end neighborhoodsDon't accurately represent the neighborhood/property classificationDon't have consistent rehab standards for all propertiesDon't provide a scope of work for the propertyCan't provide references of repeat investorsRequire you to close before a tenant is in place

Are you referring to Meet Up groups ?

Refer to the Fannie Mae eligibility matrix. 

Going to have to go back to basics at outlined by David Greene to first start with a competent lender who can hopefully refer me to a top agent for the area. 

Be sure to refer to the guides below as well:BRRRR when done correctly uses the forced equity in the property as the new downpayment on the refinanced loan.