Has anyone transitioned from a legal assistant/law clerk career to something else?

Just a bit of background: I reside in London, ON and have been a legal/assistant law clerk working in the personal injury/insurance defence field for about 20 years. I'm currently in house at a large insurance company. The bottom line is I need to make more money and don't see it happening in my current role. I am wondering if anyone has transitioned from legal assistant/law clerk to a different (higher paying) position in a different area of work. I am not opposed to taking a training course if necessary. I do not have a university degree, just my college law clerk diploma.