Newborn educator post-partum

I was on the job hunt back in March of this year. I was looking for office jobs, front desk work, and for some bookkeeping and found ample openings constantly. Flash forward to now, after losing my job for reasons beyond my control, I'm seeing very few, if any, openings for those fields. It's got me a bit worried. I live around some decently sized cities (10-20k), so I'm very surprised to go a couple of days without seeing anything other than healthcare jobs or retail/fast food openings. Has the market really changed that much?

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I have a Training coordinator position (5 years) and I would like to apply for an internal and remote position as an admin/coordinator. I do have many years of executive assistant experience, but it was a long time ago so I am wondering how to incorporate this into my resume without using years? I still use this experience in my day to day to keep organized and productive. Thank you!

I have tried a career coach, volunteering, upskilling, networking . . . and am currently in therapy . . . nothing is sticking. I have switched roles 6 times in 6 years. I have also done freelancing and tried starting my own business. And the job I have now is sucking the life out of me. I have only been there for 9 months. Not one to whine . . . and yet here I am. I can see the appeal of a mindless job that just pays the bills and I never have to think about a "career" again . . . am I giving up??

I'm 76 years old: too old to go back to school for 2 years and then do the 3000 hours of supervision. I work remotely for a toxic company; along with others haven't been paid in over 2 months. I love helping my clients but the $$$ issue is eating away at my peace of mind. I've interviewed several places, but lack of licensure is a hurdle. Ideas on how to get out of this trap really appreciated.

For background, I'm a cisgender white male looking to find ways to become a stronger ally through action and priviledge.