At one point they stopped writing on investment properties (for me at least in the state of VT). 

I knew I needed a property with meat on the bone if I was going to make a good start; even if the meat on the bone was a derivative of a bit of sweat equity.

I knew I needed a property with meat on the bone if I was going to make a good start; even if the meat on the bone was a derivative of a bit of sweat equity.

Can you experienced investors share some insights on what factors are crucial to analyze and what red flags to watch out for?

Let me know if you would be free to jump on a call sometime soon.Text me at 512 994 5410

It was a huge red flag, so we immediately changed our offer.Trust is essential in real estate, and if you don't trust the seller, walk away.This anecdote taught me significant lessons.

Anytime a tenant is nasty with our staff it is a huge red flag.

Stay away with trying to get it under FHA if you already own a primary it will get "Red Falgged" in underwriting. 

I had a few issues: many providers did not have umbrella for CA residents, some providers did not cover CA RE, one (my existing) did not cover CA vehicles, some only would provide coverage if they had the standard property insurance (I did not want to change all my insurance), virtually all (including the one I went with) would not cover me at the coverage I desired (I was looking for $10m policy). 

"Cannot" in this sentence as a red flag.