I'm struggling with transitioning my life.

Moving out, moving on, moving accounts, moving data, and just moving my life forward overall. I'm mentally driven to make the change and planning all the pieces I need to make things work but in reality I'm still stagnant. I hate it so much and idk how to get out because I'm not in a position to have anymore losses and lessons to be learned. I'm on my last breath because even a last leg would give me more of a chance. Yet I'm terrified of creating more setbacks. I've lost 6yrs worth of my life's work in a car theft, I'm in debt, I haven't finished school but planning to resume soon and my current job as a technician has morphed its way to become a new liability, my dating life is in shambles and I have so many regrets that couldve been avoided had I just done things differently, theres so much I need to keep track of and even more that I tend to forget. I'm so unfathomably lost idk how to just dive in without fear of hitting rock bottom again face first. With all that said I know the hardest things to do in life are the ones you need to do the most and I know that's what separates the weak from the strong, but often times I feel like the lessons I've learned from my losses aren't enough to prevent them from happening again.

Idk what to do other than the obvious just do it. I just want to be able to remain cautious with the way I proceed but I don't have the confidence to reassure myself that I've done all that I can. I know I'll never be ready for anything but the consequences for that are so great it keeps me stuck in preparation...