Helping Chaos Adjust to Move (Special Needs Pup)

Chaos is a rescue pup. I have had him for two years which makes him almost four years old. Chaos was abused for the first two years of his life to the point to where he is missing teeth. Adjusting to my mother's home wasn't as hard because I was not working and able to monitor him 24/7. When I moved to Columbia MO about four months ago, I did not understand the amount of frustration and costs he would bring me. Within my first two days of working he cost me hundreds of dollars in damages, between blinds, carpet, and paint. I had to return him to my mother. This broke me in many ways as I am largely dependent on my puppy as well. Separation anxiety caused him to destroy things as he had never done this before. Now, I am trying to have him with me in Columbia again. I am trying to crate train him however barking will be an issue during this process. Due to me working full time, I will have to have a pet-sitter multiple days a week. I am also going to try and get him professionally trained. All of this adds up, and I feel as if me doing this alone will be super hard. This entire situation brings me ridiculous amounts of anxiety. I am asking my friends, my family, and just the community around me to support me in any way possible. Whether it is advice, recommendations, possible solutions, and of course helping to fund these training and sitting services. I cannot express how grateful I am to anyone that is able to assist me in any way possible. Thank you!