I haven't got around to working on designing ads, and figuring how to nail down my target audience for a while. I did reread a bit of Ca$hvertising, and remembered that there is a section in the book detailing how to target your audience, which mentions an approach similar to the one that Ludwig described above.
My attention and energy has been lately been taken up by this coding bootcamp that I attend:
https://lambdaschool.com/. I attend their part time web development course, and it's been an intense and educational experience so far.
The school is free until they help you get a job, and has successfully trained people who come in as high school graduates to become competent and well payed software engineers/data scientists/mobile developers/web developers by the end of their curriculum. I'm enrolled in their part time program, which lasts for 18 months Monday through Friday. (including a couple of months where they can assist with you job placement).
Web development is very lucrative from what I hear, and enrolling in a course like this will refresh my general software development skills. If I keep my software development skills fresh, and further learn how to be able to build software that's something that I could easily translate to different fields of development if I wanted to.
I'm very much into the idea of working for myself, and I'm working towards making that goal happen by picking up different skills. I'm trying not to do too much at a time, but both software development and sales are interesting to me, and I would like to sharpen my skills in both of them.