I have a 2003 Chevy S10 that has a coolant leak and needs a new heater core. It also needs a new A/C clutch, and the e-brake doesn't lock (It works, but doesn't lock, because the cable broke during an exceptionally cold winter.).

My knowledge of repairs is limited to YouTube videos of problems I've had to deal with that I felt capable of addressing, as well as any help from my father in law. As appreciative as I am for his help, he's more of a doer than a teacher. Thus, I haven't really learned how to take care of some of these problems, as he would usually just do the repairs instead of telling me what I should do. Now, he's getting to the point where he can't get underneath vehicles like he used to, and my means are limited. While trying to save money by being a DIYer, I'm learning that I end up spending a significant amount of money investing in the tools and necessities to do the repairs. I'm becoming torn as to whether I should bother investing the time to learn, or if I should simply invest in the services of an expert, allowing me to divert my time to activities that I'm better suited for.

The TL;DR version:
I'm looking for a trustworthy individual with an automotive repair background to either perform needed maintenance, or teach me how to solve my own problems.