We rarely have issues, but it seems like such a small investment in time and money to take one day to verify. 

Short-term rentals are popular around the downtown area and surrounding neighborhoods, mid-term rentals are common to target traveling nurses and doctors from health facilities like Nationwide Children’s Hospital.I’ve also spent time living in Cincinnati and it has a lot of unique character.

Here is some key information:Property recently hit the market and has 2 cash offers alreadyThe seller provided a pre-inspection report, which I shared with 2 different lenders, both think it may fail conventional financing due to potential structural and electrical issues (realtor thinks it could pass conventional)Seller has 100% equity but is behind on other payments (not sure of the urgency money is needed)This is my first attempt at an “investment” property so I’m new to thisI see 3 optionsMove forward with an offer using conventional loan pre-qualification-Not as attractive of an offer to the seller-Possibility that appraiser calls out structural/electrical issues that need to be fixed before closing, effectively causing financing to fail- Best terms and fewest loan fees for meUse a rehab style loan such as ChoiceRenovation-Even less attractive than a conventional offer to seller, but less risk of failed financing if appraiser calls out issues-Slightly worse fees and interest rates compared to conventional-Lenders tell me possibly up to 60-90 days closing in some cases, with red-tape for contractor requirements and draw schedules (sounds like the most hoops to jump through during rehab)Use a hard money lender-Most attractive loan option I can give to seller so I can compete-Much higher fees and interest rate for me-need to refinance into a conventional at the end of rehab (not familiar with seasoning periods but I think this is a factor as well)Which option would you do?

Based on your first fix/flip, it sounds as if you don't have any issues doing moderate rehab.

It is certainly beneficial to have someone local that you can call on for these emergency issues but don't see it necessary to have a full time PM in my opinion.

Duplexes are very common here and are much easier to find than a Quad as well.

There exists those of us that want a property in Costa Rica despite the issues we are discussing here.

One issue that I'm noticing is the range of reported insurance costs.

I'm wondering if that might be less of an issue for something more rustic and temporarily occupied like camping/RV.Any one have any thoughts, parallel experiences, or other basis for insight? 

And using the process buy a new property or properties that you also intend to hold for investment use.The issue for you might be that you purchased this property with the primary intent of selling.