Personally I would keep looking and stop rationalizing how it can work in your mind .

You’ll need a preapproval to submit with your offer for most sellers.For your own peace of mind, it is the neighborhood mostly residential, mixed use similar to this one or mostly commercial?

Im from the SoCal area but wouldn’t mind a little travel for a worthwhile event.

I have a very money minded; business family.

@Robbie Reutzel, would you mind explaining the 45-50% rule in just a little more detail please?

pricing these days for HML is based on experience  No experience pretty expensive  ..so in my mind first few out of the gate I would do this with an equity partner safer and less frustrating than trying to go HML  once you can show a few successful flips under your belt the HML route will be easier and less expensive..

Keeping in mind at some point you might have to change PM for some reason.

In my mind, replacing the roof would be a cost of doing business.

If I only use the $1480 towards the mortgage payment, the time frame would be considerably longer than 3 years, that's why I don't mind paying the $500.

Bigger pockets is a great way to brain storm our way through different situations with great minds.