[loteck]

I get the sense the biggest obstacle to your career pivot may be the circumstances of a typical 40 year-old. You probably have bills to pay and a lot of responsibilities that consume your non-work time.

The transition to the roles you've mentioned may require a significant period of unpaid, expensive self re-training, and if you want that re-training to end any time soon, you will want to spend a lot of hours on it. Can you handle those two things?

Here's an interesting tale of someone younger than us who took a path into security from zero.[0]

[0] http://blog.mallardlabs.com/zero-to-oscp-in-292-days-or-how-...

[imdsm]

This was my thought too. As you get older you tend to add more and more responsibilities: children, debts, and these require that you both work and don't work too much, meaning that the time you can truly spend on a new avenue is quite low. That's the true challenge, I think.

[andai]

From the blog: "Know what you're getting yourself into, [OSCP] took me 292 days full-time"