Since then she’s hired a lawyer because she felt that it’s unfair that shes only getting 30 days notice. she supposed to move out on the 26th of November she wants him to use the security deposit as last month rent but my friend runs the risk of the place being trashed if he does accept this will he still be able to fight for more money if the place does end up trashed and is there anything he can do to fight her to get the last months rent 

Fight your instinct 

Yeah they will spend thousands of dollars to fight $1000 claim.

Is the political fight worth it?

You'll get smoked by trying to fight it out with the cash payer crowd.

I’ve had about 5 fights on that corner in 2 years.

Both signed the lease, so I think I split it in half and give it to both and let them go fight it out.   

Personally, I wouldn't spend money on an attorney because 1) I think the covenants/restrictions can sensibly be used against STRs and 2) because the HOA potentially has deep pockets if the officers decide to fight because they can pass the cost of the fight to the home owners.I would reach out to the officers to get their sentiments and to plead my case, and I would start building my case with the other homeowners. 

It’s 100% refundable if you find a problem so you’re waving a huge red flag when you fight and die on this hill. 

U also are fighting all the investor who flooded int to build new homes for rental purposes so OVER supply.. and we know a ton of those got stuck with bad builders and are being worked out so supply is going to keep coming in ..