My concern isn’t the price they are charging but more so the red flags that have occurred in the last 3-4 months that make me believe they are either dropping the ball of this or that since I only have 2 units through them I am not a priority for them.

After inspection there were no red flags, just minor repairs that the seller is taking care of now.

Using a HML for Spec. is insane, that right there is the Red Flag of all Red Flags that it's not viable. 

That way when your insurance company sends the updated notice to the bank your name is still on the policy and typically won't raise any red flags.However for the vast majority of people an LLC isn't worth it and provides very little if any benefit. 

Buy in landlord friendly states, ie red states. 

It's like betting on red, getting lucky then expecting it will happen the next spin.

Red flags everywhere:1. 3 dogs as a renter2.

If their mess is trash, consider more dumpster space.If their mess is junk mail put two covered commercial trash bins near the mail pickup station.Post a red paper folded in half on their door with tan masking tape at eye level.In it say you will stop by in a day or two to introduce yourself, include a baked cookie recipe, and a silly joke.The next day start door knocking (Saturday might be best).Spend 10 mins with each one just at the doorway, talking about the problems and ask for their help solving them.Ask them if they have any problems too, ie. maintenance way behind schedule, spooky characters in the lot at night, etc..You could also tell them if the problem is fixed in 90 days or so, you will hold a drawing for a $25 gift card to the closest grocery store--but they have to be current on their rent.If it's fixed--pay for the gift card, and do the drawing and let everyone know who the winner is.If it's not fixed, red letter tan tape at eye level, saying its not fixed, so no drawing, but ask the to please keep working on it.You might want to clear the $25 gift card with the owner though, some are pennywise, pound you know what.Note: If you are in a general area with Red/Blue gang territory don't use red paper, just use white printer paper.

So things that are a red flag for me may be fine for someone more aggressive.

Roof repairs have the stigma of total red flag (for good reason) but it does not always mean you have to cut and run.