I've been a technical writer for 20+ years. I've written everything from banking software training manuals, to insurance policy, to RFP responses for contracts. Without sounding arrogant, I'm very good at taking any content and turning it into something comprehensible by anyone. I can even sit with someone for a few minutes and compose something in his/her voice.
Two years ago, I decided to pursue a career path in education administration; but I really haven't enjoyed the work. My current role is incredibly diverse, which seems to limit my ability to focus on one area 100% before jumping to another. As a perfectionist with high internal standards, this has proven frustrating.
I have two degrees - a BA in Technical Writing (not English) and a MS is Training Systems (Educational Technology and Adult Education). I am more technologically advanced than others my age (50) and have taught myself how to build websites using HTML and CSS. I even know networking, can troubleshoot computer issues, and can successfully operate any software placed in front of me. I even used to beta test software prior to account deployment for a former tech company's IT department while working as a technical writer in a different department.
However, I can't seem to break into the IT industry. I'm not sure if it's my age or if my resume doesn't read correctly. Maybe it's because I don't have a diploma stating I can do what I know I can do even though my masters included 18 hours of technology courses. Honestly, Training Systems is pretty vague phrasing.
When I job search, I'm not even sure what I should type in the search field. How do I make the leap to a new field when my resume has over 20 years' writing experience? How do I bust out of this box in which I've obviously sealed myself? Also, any entry or mid-level IT job will probably pay considerably less than my current position. How do I transition?