Thinking about changing careers

I went to school to be a teacher. I did a double major and minor for my bachelor’s degree and also completed a Master’s degree. Long story short, I hated teaching. I taught for one year, then quit. I depressed, stressed, and lost 25 lbs. At my height and frame, I was skin and bones. Like, concerned people would ask me if I was alright.

So I took a 4-year hiatus where I worked in my parent’s business, got a certification in project management, and worked as a receptionist/HR assistant. I enjoyed working with my parents. I quit project management before I had a chance to really see if I liked it or not. I didn’t like working as a receptionist/HR assistant because I thought it was tedious, too people-oriented, and a dead-end job (at least at the company where I worked).

When I moved states, I decided to give teaching another try. In 2016, I went back to a different type of school. Within probably the first week, I knew it was the wrong move and I wanted to quit. I stuck it out until the end of the year and stayed on for the second year because toward the end of my first year, I was offered to also work in admissions doing tours and testing kids (it was a private school). They reduced my teaching schedule the second year so that I could spend more time in admissions. I stayed on that second year to see if I would like admission. I did not. So, at the end of my second year, I quit both jobs.

When I was searching for what else I could do with my life, I landed on content writing. It had great income potential, low startup cost, easy entry, flexibility, and I got to work from home—which as an introvert I loved. I just wasn’t sure I’d like the actual writing part. Two years into doing this, I’m coming to the realization that I don’t like the writing part. Obviously, that’s a problem because writing *is* my business.

Part of me is scared to change careers again because I haven’t like any of the jobs I’ve had (except when I worked with my parents). I’m scared if I change, I’ll end up in the same boat.

Another part of me feels lost and has no idea what else I could do. Throughout the years, I’ve read the career books, taken the assessments, searched inside out for my passions, and have come up empty-handed.

I also don’t want to spend more time and money going back to earn a degree that I can’t say for sure I’d like. The only way for me to know is to try; to take massive action. But I don’t want to find that out 2-4+ years later when I finally start working in the thing I went to school for.

Where do I go from here? How do I even begin coaching through this?