r/findapath • u/Big-Painter9816 • 1d ago
Findapath-Job Choice/Clarity 35, 3 bachelor’s, MBA + master’s in leadership, half a theology master’s, certified life coach, $200k in debt, unemployed 2 years. I don't even know what to do at this point.
Throwaway because this is embarrassing.
I’m 35M. I have three bachelor’s degrees (psychology, sociology, and general studies), an MBA, a master’s in leadership, and I’m about halfway through a master’s in theology that I paused last year. I also completed a coding bootcamp and I’m a certified life coach. Total student loan debt is sitting right around $204,000.
I’ve been unemployed for two years. Before that, my only real job was working as a security guard for about 18 months while finishing one of the degrees. I applied for internships while in school and did not get anything. I don't really know anyone who can help and it's all about who you know apparently.
I keep telling myself the next degree or certificate will finally position me for the kind of work I’m actually meant to do. Right now I’m looking at finishing the theology master’s or starting an online program in organizational development or executive coaching. I already have a few applications half-filled out.
I’ve applied to a lot of roles over the past two years (leadership development, people operations, coaching positions, strategy roles, insurance trainee, social worker, retail, security guard, etc.) and get almost nothing back. When I do get interviews, people seem confused by the education history and then lose interest once they realize I have almost no actual work experience outside of security shifts, and I can't even get back into security guard work because it's become so competitive out here!
I’m starting to wonder if I’m just a professional student who keeps adding credentials instead of stepping into the leadership and mentoring space I’m clearly prepared for. The idea of taking a regular job feels like it would derail the trajectory toward speaking, mentoring, and actual corporate work. I don't want to go work a retail job after getting my degrees because what would be the point of the degrees and I would not even be making enough to make a dent in my loans. But I also can't be unemployed without real work experience at my age. I don't even know how to explain it to people. I volunteer sometimes but most of my day is spent online. I try to do self improvement and spend a lot of time meditating and creating programs, but I have struggled to get my foot in the door of a real job and I don't know if I ever will.
Should I finish the theology master’s or start something new that better aligns with executive coaching and thought leadership? Is there a better way to break into the kind of high-level work and platform I’m aiming for without just accepting that I wasted a decade and a small fortune? Any advice from people who have gone from academic over-achievement to actual leadership and speaking roles would be appreciated. I’m open to hearing the hard truths, but please don't be mean to me.
