I’d like to get my feet wet with a flip or two before transitioning into long-term buy-and-hold properties.

If you’ve worked with trustworthy contractors or subcontractors in the Jackson County/MO area (especially those familiar with investment properties), I’d love your recommendations.

TLDR: Quicken (quickbook’s little brother) is super easy, cheap, and still overkill for someone with less than 20 properties.

The properties we operate are all in Indiana. 

He can fight the seller to still buy the property but you are out of the deal and want your money whether he signs cancellation or takes it from his pocket.Key thing is focus on your agreement / contract and your rights.

You can list the property as a "net listing" and take the difference over what the seller is willing to sell for that way. 

I can do the parade of horribles for a personally owned rental property but suffice it to say that it is a long and robust parade and the horribles are horrible.

With the down payment you're putting down (assuming it's at best 25%) with current interest rates, you're maybe going to be scraping a couple of backs cash flow on a Class C+ property. 

So, if a property has a value of $100,000 - and the first mortgage is $75,000 - no one will do a 2nd loan.

My property tax is around $350 a year.