You’re coming from a non traditional pilot background so I’d mention the aviation affiliations you’ve had over the years.
The reality is they’re not going to care too much about your previous work history. They’ll be interested in how much flight time you have, in what aircraft, where did you get trained, etc. All the flying related stuff. With 500 hrs you’re after a CFI job to get started working towards 1500 hrs. At the regionals they’re still just going to check for a pulse and you’re flying stuff. Get at least 2000, but more likely 3000, 4000, or 5000 hrs if not more, which will be 5-8 yrs from now, and your flying resume will finally be more recent and relevant to other flying resumes.