Help to turn obstacles to strategies

Hello! I have a goal to paid off the rest of my debt by the end of September. I have my obstacles listed below and I need some help to develop strategies for them. Thanks!

R – Debt Free by Sept. 30, 2020

Obstacles – Why haven’t I paid off my debt totally yet?
Fear to try something new
Wanting to spend money in the moment
Doubt ability to do it
Changing my mind about goal
It hasn’t been fun (to pay off debt in the past).
I haven’t taken care of myself.
I’ve chosen confusion.
I did things I didn’t want to do.
Haven’t given myself credit for what I have done
Putting pressure on myself to get it figured out or get “there”
Doubt / beat myself up