There is negative cash flow… my thoughts are that either:- Rent estimate is way off- Property value is too high- Other?

Nothing wrong with this - it could actually be a home run of a market, just make sure you are comfortable with your underwriting.I suggest buying data for your market on Pricelabs specifically ($10-20/ mo - worth it).

Purchase price: $240,000 Cash invested: $38,500 Sale price: $355,000 Partner Driven, in collaboration with Ivan West, successfully completed a fix-and-flip on Woods Drive, Decatur, GA.

I have had 6 people sign paperwork to buy the home over the last few months, but even the cash offers have pulled out when they see the price of Homeowners insurance in Louisiana right now.

I recently lost my job, have about $150k in cash to invest, have a few cash flowing rental properties, and really want to use the $150 to maximize cash flow so I can avoid a regular job and focus on real estate and starting a new business. 

Add a buffer (typically 10-20%) for unexpected expenses.Positive Cash Flow vs.

Rarely will they say a bunch of cash, it usually is something else like more freedom etc

A successful investor's time may be worth hundreds of dollars per hour.

Purchase price: $218,000 Cash invested: $12,000 Sale price: $280,000 Partner Driven, in collaboration with Garrett Moretz, successfully completed a fix-and-flip on Sardony Lane, Charlotte, NC 28213.

Same with contractors, most GCs you will meet aren't worth their weight in scrap metal.