You may be a small school, but it sounds like you have quite a bit going on in your performing arts center already, and it sounds like your new headmaster wants to grow the program (yay!)! As you say, you already have 4 performances each year. You also mentioned that community members funded the building construction. Do community events use the space for their performances or other events? If not now, will they want to in the future? Or, do you want them to, in order to bring in more funds for the theatre's operations?
I know you are focusing on classes right now, but it sounds like to me the thing to suggest to your headmaster is to get a Theatre Manager, and pronto. Because, your theatre is already acting as a 'roadhouse', and there are a lot of things to take into consideration, such as scheduling, risk management and safety, event support, equipment use, staffing, administration, and so on.
If you, as a teacher (you didn't mention if you were already full time?), start taking this on, you'll soon find – as many performing arts teachers can attest to – that you will become the main contact for groups (school or community) wanting to use the theatre, and soon you will be the person to go to to find equipment and teach them how it works, and before you know it you'll be needed to help run the events. Suddenly you're the Theatre Manager as well as a full-time teacher. You're already saying you feel overwhelmed, and you've only got 4 or so events right now.
If your new headmaster is as forward thinking as it seems (again, yay!) – it's great that he is looking for suggestions as to what will work! - I really recommend what will work best is to plan ahead and hire on a part time Theatre Manager now (which will grow into a full time position before you know it). I have a free resource library for you that has 9 free resources designed to help you level-up support and funding of school theatres. Here's the link: https://www.presett.org/resourcelibrary.html
All the best,
------------------------------
Beth Rand, EBMS
FREE RESOURCES to help you level up your admin's support and funding of your school theatre operations
JOIN OUR CONVERSATION ABOUT THEATRE OPERATIONS
https://www.facebook.com/groups/presettwww.PRESETT.orgbeth@PRESETT.orgWestminster, CO
------------------------------