School browser and Mac OS restrictions work around (help)

So I last year my school blocked chrome extensions from being installed on our school issues laptops (which is how everyone got vpns because of restrictions you can’t install apps without admin permissions etc) so in stead I downloaded the crx file and unpacked it myself. This worked last year but we just got our laptops back and they blocked files being uploaded in developer mode. So instead I’ve been trying different portable vpns from a flash drive (ultra surf and tor browser) and they work for about 10-15sec until the os quits them. So any suggestions about getting around this or possibly disguising programs so the os doesn’t quit it immediately.

They’re macs, I was thinking about using Linux since it’s protable