Then rent the bigger home out using a property manager, allowing her to possibly cash flow and maintain that asset and let it continue to grow in value.Encourage her to consult with a CPA or tax attorney to explore the best strategy tailored to her situation.

For tax purposes, you really just need to have everything aligned to the schedule E categories. 

Be sure to hold a hefty reserve to handle on-going maintenance, capex, taxes, and insurance.

The surplus line broker shall collect the Ohio tax of five percent of the amount of the premium for the insurance policy at the time the insurance policy is delivered to the insured."

If you think ahead, you can minimize recapture with the right tax planning.So what is recapture?

Find out if they owe any back taxes.

He is busy working at the hospital and doesn't want to deal with tenants, toilets, taxes, trash, and all that haha

I recommend that you find a trusted or recommended Mortgage Loan Originator (MLO), who can give you options for property-based loans (mostly investment loans) and they don't use your taxes but the P&L of the property.

I know how to use the basic features of QBO, as I do my own expense tracking, but my Bookkeeper is needed for the more complex entries (Loans, capital balances, reconciliation, data entry from PM monthly statements.)I spend almost 8k per year in QBO and Bookkeeping costs (Not including my accountant or tax prep.)

I do intend to stay close to home - but home provides only annual opportunities and I’m looking for year round possibilities with tax deed properties.