Make sure that your municipality allows this.

In my opinion, Podio CRM offers everything you need, while allowing you to customize appropriately.

@Ray HarrellSellers will owner finance because (1) they will be able to sell for a higher price because they will sell to people who can’t get institutional financing, (2) they think the interest rate they receive on the money they financed, usually 6-10%, is better that the 2% bank accounts are paying (3) they get to spread out the gain on the sale of property over many years and not be bumped into a higher tax bracket immediately, or (4) they can sell the property faster as a buyer doesn’t have to wait 45 days to fulfill institutional lending requirementsBuyers may want owner financing because (1) they save the points and other fees associated with institutional financing (2) they may own the maximum number of properties financed allowable by lending institutions (3) they as full time real property investor may not be able to prove the amount of income necessary to obtain a loan (4) they may not qualify for conventional financing, only hard money, in which case owner financing may be at a much lower interest rate (5) they may have liens, judgements, etc. outstanding that make obtaining outside financing impossible, (6) they may want to close quicker than available with institutional financing.Please let me know if this makes sense

Head of household, standard deduction, sub 100k w2 income. 

yes you can get financing for non-warrantable condos but it will be some bank/CU that holds their own mortgages in house and allows that. 

Balloons are generally not allowed for owner occupied which is covered under Dodd Frank.

I am having a hard time determining what our market would allow us to ask for rent.

Have you (or anyone else) seen a municipality where they had a permit process allowing non-owner occupied STRs, then they changed course, prohibited STRs and did not grandfather in existing licences?

My wife is a real estate professional (we can deduct real estate depreciation) so a property with significant bonus depreciation would be ideal. 

Other states allow contracts between the manager and the renter without naming the owner.No matter what your state requires, just one signature is sufficient.Why is it important to know?