At the price point you're looking at the purchase schedule becomes more prolonged naturally with acceptance of the LOI, and then the back and forths of inspection finance and other contingencies. 

Now, when someone who is trying to sell me something says “no problem” when others are definitely having a problem I’m naturally skeptical.

I'm perceptive enough to be sure of my assessment of them.By my nature I'm (reasonably?)

Think there's a lot of banking on appreciation over income which is fine if that's your strategy but if you have solid/increasing rent for a few years, the value of your home will appreciate naturally as that means your cash on cash/cap rate is probably improving as well.

touchpoint=guideHere is the language:Unless the previous borrower requests a release of liability, the servicer must process the following exempt transactions without reviewing or approving the terms of the transfer:A transfer of the property (or, if the borrower is an inter vivos revocable trust, a transfer of a beneficial interest in the trust) toa limited liability company (LLC), provided thatthe mortgage loan was purchased or securitized by Fannie Mae on or after June 1, 2016, andthe LLC is controlled by the original borrower or the original borrower owns a majority interest in the LLC, and if the transfer results in a permitted change of occupancy type to an investment property, such change does not violate the security instrument (for example, the 12 month occupancy requirement for a principal residence).The servicer must notify the borrower that a property transferred to an LLC must be transferred back to a natural person prior to any subsequent refinance application in order to meet Fannie Mae’s Selling Guide underwriting requirements.For a mortgage loan acquired by Fannie Mae after June 1, 2007, if a servicer reasonably believes that a due-on-transfer provision is unenforceable by law or would not be enforced by a court, the servicer is authorized to approve a transfer of an interest in the mortgaged property or a direct or indirect interest in the borrower (if an entity), provided the servicer has notified Fannie Mae’s Legal department (see F-4-03, List of Contacts) of the reason for its belief and Fannie Mae has either sent a notice of non-objection to the proposed transfer or not responded within 60 days of its receipt of the notice.The servicer must notify the applicable property insurance companies, tax authorities, the mortgage insurer, and any other interested parties when it processes a transfer of ownership.

If you have no previous flipping experience, most lenders will naturally request a higher interest rate, higher fees and lower LTVs.

Naturally your market will drive home prices.

Currently there is one oil tank supplying fuel to two oil furnaces and I'm looking to convert it to two separate natural gas furnaces.There are already two separate gas meters running to the property, and each unit has a gas range and a gas water heater, so I believe the lines running to the property could handle two new high efficiency gas furnaces and tankless water heaters.Anyone have a good contractor in the Boston area who you'd recommend to do the work? 

It isn't a natural gift.

For example, a hard money lender backs out at the last minute and never funds the deal so it never closes, or you do a final walk through and aren't satisfied with the condition of the house and back out, or there's a natural disaster right before closing that destroys the house, or any number of things that prevent you from ever owning the house after you sign the paperwork.