And depending on the state, gross negligence damages can include punitive damages for up to four times actual damages. 

Honestly, not what you want to hear, but take photos of the damage, send them an itemized invoice and tell them what they owe you.

Whether they are section 8 or market rate, a bad tenant can cause $10's of thousands of dollars of damage really quickly.  

He's a fake billionaire influencer: "look at my car, look at my boat, look at my plane now send me all of your money so you can be like me" type of guy.

However, at some point you’ll come to know that when considering the time, aggravation, and damage to your reputation, it just wasn’t worth it.  

I can only assume that our insurance company would not want to cover damages and such should something happen a house with tenants and a primary residence policy in place. but I haven't really gotten far into the weeds on the particulars of that. if you have gained any insight to that I would greatly appreciate the knowledge.

Look at the multiple factors that influence your market to determine the price.

Local buyers are seeking modern finishes like LVP flooring, granite countertops, and stainless appliances.South Bend's economy is influenced by Notre Dame University, while Elkhart is known for RV manufacturing.

Plus a small cutting board and "hot plate" to avoid tenants damaging kitchen counters by chopping items or setting hot pots directly on them.Gail

I've been doing it since 2015 (including Section 8), and I've yet to have any damage done that exceeded the security deposit.