If you can find a property, say a duplex for example, in which the current market rent for the other unit covers most or all of your total monthly cost, and you can secure long term financing for it, it would be a win in my opinion.

what does the contract say? A

My favorite is when people say, "a correction will happen eventually, it is just a matter of time".

So if you have say a $10k loan and use that LOC for maybe $1-2k, pay that at the beginning of your loan toward the principal, then that jumps you way ahead in your payment schedule so that when you make your next monthly payment, you are now paying maybe 60-85% toward the principal so it gets paid down sooner. 

Hey crew, question for anyone, if my fiancé and I have about 250k in debt from rental properties will we have a very tough time getting approved for say a $500k primary residence?

You don't share a ton of details, which is fine, but I would say a great first deal is house hacking by renting out rooms of your house.

So, the effect is that, if you buy let's say a nice duplex with 3 beds, 1.5 baths and a garage in each unit and then, after living there for a year, you find a great four-family deal, but where each apartment is 2-bed, 1-bath, with no garage or off street parking and it is say 5 miles farther away from your job than your nice duplex was, even if you qualify with all of the other criteria, the lender may still deny you because they see it as you trying to "game the system."

I would say as a general rule of thumb if you're getting the downpayment with OTM if you have sufficient collateral outside of the property it self that is a good sign to a lender. 

Yes, he can continue paying elevated prices in Quincy and Boston but he could potentially diversify and invest in an area where you can get a three-family for 300k, + positive cash flow.I will also say, a lot of people hated Worcester in 2018 and 2019 the turn happened during the covid crash.

Well, i would say a lot of B/C pricing, but its super safe compared to the rest of durham.