Then, if they decline the offer, depending on their motivation and based on their feedback I can constructively guide the seller toward listing on the open market. 

Hi Cincinnati BPers - I'm based in the Boston area, but will be in Cincinnati the week of October 17-22 visiting family.

However based on the photos I have seen, there are minimal repairs necessary for the property, and as result I do not know if my end buyer will be able to use hard money financing for the project.

Does the contractor bid the job for you based on your scope of work?

As a former HD and Lowes contractor (lost both contracts once HD found out we were expanding and working for Lowes too) specializing in kitchen and bath remodeling, the margins were always in their favor and it was extremely difficult to maintain quality employees and subs based on the rates they would pay.

Even with flips, it still take several months.Personally, unless you have a commission based job or do daytime trading, I don't see a reason to track your network every day.

Right now I have a sole proprietor LLC, and a home based office.

I am going to assume you don't declare that income to the IRS on your tax return and pay the proper amount of taxes on it.If it is not on your last two years of tax returns,you will get no credit for it from the traditional banks and lenders which means you ability to borrow money will be based solely on what little you do declare and have taxed properly.Your savings and checking account s and stock holdings are irrelevant,only your verifiable monthly and yearly income.Your only choice would be a hard money lender at an enormous interest rate.

Not sure any cons with exception the value is based on appraisal and not how the asset performs.

Mortgage on $375K based on 4% for 30 years is $1,790Total Yearly Expense is $29,410 and Monthly expense + Mortgage is $4,241The property is giving income of $5200 a month from all 4 apartments, with monthly Cash flow of under $1,000 a month.Even that Cash flow look very good, the Cap Rate is only 6.28% and COC of 7.67%.Also owner is offering to "hold mortgage for balance" - what does that means?