He could use these funds to either purchase something in cash that cash flows more than the HELOC payments, or use the funds to buy multiple cash flowing properties by putting 25% down.

You will have negative cash flow... that doesn't make sense to keep it as a rental and get negative cash flow and then sell later on and potentially have to pay the capital gains tax. 

We beautified the exterior and landscaped it very well, giving it major curb appeal and we improved the flow of traffic on site and as it convey on and off the street.

Given your turnover cost of $75, which we are assuming applies to all aspects of preparing your rental for the next guests, here are some considerations for setting your weekly and monthly discounts:Break-Even Analysis:You need to ensure that the discounted price covers your costs.

I am trying to calculate how much the property would rent for before I buy it so that in 3-4 years when I PCS I can rent it out and know I would have cash flow on it.

Where my confusion comes into play, and I may just be completely thinking to much into it, is estimating my payment on the refinance portion to ensure positive cash flow in the end. 

Just a little confused about the best course of action I should take in this case.Any real experience or insight for finding the best coverage as a homeowner and landlord for Liability, Slander, etc. would be greatly appreciated Thank you all for your time and consideration!!

“Good Thesis” for Single Hard Money Loan: Borrower: Experience with multiple flips in target marketBut… doesn’t have more than a handful of flips going on at any one timeFlip is next logical progression:Example: Flipper used to doing SFH in a given market for past several years is doing a slightly larger project, or scaling to do two simultaneously.Example: Flipper used to doing SFH in a given market is not progressing from small fix and flips to a $2M luxury quadplex ground-up development in one jump.Flipping is the borrower’s full-time jobOr, their single side project in an otherwise established careerFlipper does not have 10 other projects going onBorrower has established contractor networkBonus: Has established contractor skillset and licenseBonus: Has deep experience personally remodeling flipsBorrower personally guarantees loan:Has material assets and net worthIs not highly leveragedHas a cash flow positive lifestyleDeal: Close, clear comps support both acquisition and disposition priceProject timeline and rehab plan is detailed and specificBorrower is willing to loan disbursements staged upon completion of clear project milestonesBorrower has procured binding quotes from contractors regarding scope of flipLoan is no higher than 80% loan-to-cost, and 70-75% of Loan-to-ARVBorrower is putting some skin in the game:Borrower’s equity is not just them buying the property at a discountBorrower is committing at least 10% (preferably 20%) of project cost in cash from their own personal accumulationTimeline is as tight as possible:Cosmetic Flip is less than 3-5 monthsMajor Rehab is less than 1 yearScrape and Rebuild is less than 18 monthsLonger timelines = more conservative Debt to Equity

Instead of thinking of tax as something that drains your wallet, I like to think of it as a way to increase your cash flow.

How do you weigh this factor against other considerations like school districts, crime rates, and local amenities?