Starting with reverse-engineering on ASM level is pretty intense. For a wider approach to becoming a pentester, I would suggest starting with BurpSuites Web Security Academy then do their new certificate. It cheap, and the training material is good.
Become a Burp Suite Certified Practitioner to demonstrate and prove your web security testing skills.
portswigger.net
After that I would probably, start looking at OSCP:
https://www.offensive-security.com/pwk-oscp/
If you really want to go into binary reverse engineering, that a very niche field and there isn't a well established progression path that I am aware of. There is a lot of CrackMe CTFs that should help a lot. The OG exploit development tutorials are still great:
https://www.fuzzysecurity.com/tutorials/expDev/1.html
If the "one place at Menlyn" is SensePost that you are referring to... Their training is pretty good from a corporate training perspective or rapid skill-up. Don't think it well suited for someone hoping to progress part time.