Welcome CuriousUK!
You've taken a very good approach by the way getting his view on how your job, it's a normal question which should get an honest response. Clearly you're talented and put a lot into your career and I just wanted you to get an insight into how JW's would view your job and therefore why they would put considerable pressure on you to give it up.
1) You can't have a job that means you cannot attend every meeting, be able to participate in preaching and attend the conventions for 2 or 3 weekends a year.
2) You cannot have a job that might conflict with being a JW. So elders will want to know the content of the plays you stage manage - do they contain any violence, swearing, immoral themes or simply promote anything that is ungodly? You could not manage anything with a Christmas theme.
3) Are you required to mix with anyone that could harm your spirituality? That would particularly mean someone gay.
4) What would you do to let your colleagues know that you are a practicing JW so they are aware of your stand on all items 2) and 3).
5) Taking any job that means you are away from the marital bed at night would raise suspicion of infidelity especially as a woman. It wouold only be a matter of time before you were tempted.
6) Does your job require you to mix with worldly people? How would you get out of after show parties etc?
7) As a woman studing to be a JW pressure would be put on you for all of the above reasons to quit your job. If you refuse I doubt very much that you could be baptised. Therefore you would not be eligible for marriage to your b/f. Your B/f, as the future head of the house would be pressured to make you quit and as a JW you should submit to his advice.
8) If you are willing to change your career to something dull and unfullfilling (which you will have to do) think about your children. They will be indoctrinated against education their whole lives and told to take rubbish jobs.
These things came to mind as I'm here, doing my job, that I'm very lucky to have despite growing up with no qualifications and doing rubbish part time jobs while I was a full time JW preacher. I've spent a decade or more getting educated and throwing caution to the wind to get back on track in terms of a career. This all whilst slowly extracting myself from this cult. A side point - during that time I've learned that women are equals because growing up a JW I believed they were second class citizens - not a nice religion towards women.
I hope this has given you a little insight into a JW's view.
It's a really selfless thing to give up your career for someone. But you won't be giving it up for your b/f - it's for a religion that does not care about you. If he wants to you give this up - he doesn't love you - really he doesn't.
mmxiv