Personally I try to push out my terms on all my loans even when investments could cash flow on shorter term loans.

I’m not able to personally qualify for cash out refinances.I'm looking to sell my home located in Southwest Florida in a HOA community but want to remain in the home to lease- 3 years or more.Does anyone have experience with this type of program or have any suggestions for me on where to look to get this done.

Typically, if the house is worth more than the mortgage lien, someone will outbid the bank and that person will now own the property. 

I would personally rather be the guy with the lower purchase price and higher rate, but it doesn't help a brand new househacker in the short term. 

I know a buyer that would offer 10% down for earnest money, but he made it contingent on his personal inspection of the property within X days.

Unfortunately, those are treated as personal expenses and aren’t deductible.As for the repairs and improvements, fixing leaky pipes counts as a repair and can be fully expensed in the current year.

Knowing what i know today, I always encourage new investors to do their first investments with professional guidance if you can find it -not so much the guru courses, but a personal approach from a genuinely experienced investor in the market you are entering.

The challenge with using a paid option is expecting one person to have all the knowledge you need to succeed unless that person is giving you access to their board. 

1. coaching- all of the "coaches" were newbies themselves with about 1 year of experience and about 1 deal under their belts and they always disappear after 2-3 months and get replaced with new "coaches".2. networking- they have a FB group, populated primarily by other newbies. go there to answer questions, and it's likely you'll get other newbies saying "good question". there are lots of newbies hoping to get into a deal, but who wants to put together a team where every single person is brand new with no experience?

We aren't even implementing what we learned because we are too busy dealing with a personal issue and haven't been able to travel much for the last couple of years.