We don't feel comfortable about houseflipping because we have never done it and rather have a safer option.

Just thinking what other investment options are in other States besides FL. 

If the lease says rent is due on the 1st, I would give her the option of following the lease or moving out.In the future, every offer to purchase a property with existing tenants should include a request for an estoppel.

I have explored this idea in the Caribbean and South America a few times and never pulled the trigger as it was too much headache. 

I agree that if you can find a handyman, that's your best option, though.

And I was interested in wholesaling some as well, but I just dont think that what I would be giving up by 50/50 splitting wholesale deals that basically I go find and setup, etc. in addition to the significant cost to join PD was a good enough value/ROI compared to some of the other options and programs that are out there. 

Even looking at the balanced rate (which I feel like is hard because the terms are different) along with the potential to have the monthly payment/fees covered, it feels like a cash out is a better option if we did want to keep this.Part of the current struggle is that the market was hit harder from the rate increase so sales are almost at a standstill and even with trying to sell the house, the rental market is doing substantially better because most military cannot afford to purchase in this area as the payments are over 6k/mo for buying vs 3-4k/mo for renting.Any advice is most appreciated!

My idea is to purchase a property with a division (or the possibility of one) so I can place her in a small apartment 1/1 and rent the rest of the house to offset the Mtg as much as I can.As things are today its been impossible to find something that covers it all, Im seeing that I would still have to come up with some cash every month.I met with a lender yesterday and he presented to me an option for a 5% down loan.

Current remaining mortgage is 528k @4.375 VA.Some of the options include:Re-rent at a $600+ negative cash flow.  

Give them your price as option A.