Lastly, foreclosures at courthouse auctions are cash only and 10 percent down at the time of sale, without full guarantee on all of the liens associated with the property.

Doubtful that, unless you have existing connections or are part of the Hotel Association of New York City (or what is the funded organization in your area), you would be able to cash in on that.I don't do business in New York or CT, and am open to being corrected by someone local.  

While you don't need a license in MD, you do need a PM, brokers or associate brokers license in DC to manage property....and depending on where in MD the properties are, you might by nessecity need to include DC as a practical matter.

"The provisions of this article shall not apply to any person, firm, partnership, association or corporation who, as a bona fide owner or lessor, shall perform any of the aforesaid acts with reference to property owned by him."

There are so many VA sellers in this area who need help to move on from the purchase they made in 2020-2022 who now have a home that is either underwater (owe more on their mortgage than the house is worth) or cannot afford to pay the closing fees associated with selling their home! 

I've included an example below to help illustrate this.So different lenders have different rates (which do vary even for DSCR loans) but these are factors they all consider.See example below:DSCR < 1Principal + Interest = $1,700Taxes = $350, Insurance = $100, Association Dues = $50Total PITIA = $2200Rent = $2000DSCR = Rent/PITIA = 2000/2200 = 0.91Since the DSCR is 0.91, we know the expenses are greater than the income of the property.DSCR >1Principal + Interest = $1,500Taxes = $250, Insurance = $100, Association Dues = $25Total PITIA = $1875 Rent = $2300DSCR = Rent/PITIA = 2300/1875 = 1.23If a purchase, you also generally need reserves / savings to show you have 3-6 month payments of PITIA (principal / interest (mortgage payment), property taxes and insurance and HOA (if applicable).

(Other financing arrangements might be possible.)You can only obtain one home equity loan per year, even if you have fully paid off the prior home equity loan.Regulation of LendersTexas restricts who may lawfully issue a home equity loan.An unlicensed person is not permitted to make a home equity loan unless that individual is either related with the borrower to the second degree, or is the seller and is providing financing for the property.A home equity loan must be secured only by the home itself, and the lender may not attach the loan to any additional assets as collateral.

You need multiple exit strategies because the condo association can restrict or outright eliminate your ability to rent out a condo regardless of whether its an LTR, MTR, or STR.

I probably won't book any place that does not have instant booking turned on in the future.If I am not mistaken, instant book is a search criteria on one of the platforms, and if you are not doing that, then your pool of potential customers is smaller by some degree.  

I would start by getting a copy of the condo by-laws and rules and regs for the condo association.