I have got a lot of negative feedback about PM companies, could you please share if you have any positive experience :)))

Hence the negative interest rates (something economists long thought practically impossible) in Europe.Interest rates are likely to be almost permanently (if you define that as say, the next 10-20 years) lower than historical norms.In addition to that, as of December 2014 US Household formation was at 2Million per year.

Maybe in 10-15 years yes, but at the cost of getting killed on negative cash flow the whole time. $1500-$3000/month rent seems to be the sweet spot as a ratio with purchase/carrying costs.

Well put, @Jaleel Muss the wholesaler is working just like all the other guys, why should he/she be vilified just because they picked a different aspect of REI to get involved in.Originally I looked at them in a negative light until I found myself in a deal that I didn't want to be in and I was trying to get out of the deal as fast as I could.

So the appraisal came in 12+% lower than the initially agreed upon price (original numbers were cashflow positive ~250/month – assuming my newbie investing numbers are accurate and no typos in the BP calculator).I am anticipating years/decades of working with this company and do not want any part of the turnkey operation harboring negative thoughts.

The penalty is much larger than your annual negative cash flow - it would take years to recoup.  

A simple example: 3-plex house A is deleaded @$500K, but is negative cashflow of $100. 3-plex House B is not deleaded @$450K, but positive cashflow $100. 

But man, every time they communicate with me, I have to look up this and that the other thing to make sure I'm not doing something wrong that will negate my loan and have me owing them 3 times the loan amount

So I see positives and negatives to all the general ideas.BTW since you did mention MA I will tell you it is wicked expensive to have an LLC here

There's an education component to selling on installment sale that are free and clearPublication 537 from the IRS talks about installment salesUsing a private mortgage and turning your house into a cash flow stream like an annuity should be the focus of the conversationIf you rent out the house you have to deal with insurance and getting sued in case the tenant find some kind of reason to bring you to courtOwning  a private mortgage on the other hand reduces the risk of being suedMy advice to you is also compare it with a reverse mortgage which they get a lump sum but they have to surrender the house upon deathReally study reverse mortgages and understand the negatives of reverse mortgages, mostly the fees that are involvedThe eldercare population is a big market, so take a look at AARP's website and understand the basics of annuitiesThe conversation I have with free and clear houses is this"Mr. seller you've got a few optionsOne you could sell with an agent and pay the cost to sell which include real estate commission, closing costs, sellers concessions, and vacancy holding costs.