Some good, broad starters for 10 here..
https://forum.aircadetcentral.net/t/training-officers-year-ahead
Tackling the specific questions…
Does each wing/region have a yearly training calendar?
Yes. But find out what your OCs priorities are to ensure you’re both pulling in the same directions.
Also, if you have capacity and resources, don’t be afraid of putting on a Sqn activity on the same weekend as a Wg activity. In general, not everybody will want to do every wing event - and if they do, only one or two may get select. Instead, look at events you could offer around your Sqns training needs.
There will be events that do require additional time, energy and effort - but don’t go mad with these and let them dictate more than a few evenings resource.
how do you manage the training plan?
Work with your units staff team and work out what you want to achieve over the next few months/years. Get buy in from the cadets; make sure what they want aligns with what you’re looking at. If not, find a compromise. If they want AT, but don’t have any qualified staff either make some (that takes a while), find some (your WATTO will have a list of SQEP staff who may be willing to support) or buy some (WATTO can also help here; but you can also look outwardly to see what’s available, so assurance checks (PLI, costs etc)
Start working out the timeframes for delivery of these. Map across wing events and activities. Start plugging the weekends with the stuff you want/need. Remembering that sign off can take up to 6 weeks for things like AT - which means planning now for mid September events.
Make sure you build in downtime and the plan has a degree of flex. Don’t overcommit and burn out - either you; or the cadets!
Once the annual plan is sorted, then look at the weekly training program. I’m a huge advocate of quarterly intakes and have previously written how these can be managed (just have a search). Others prefer six monthly. The decision is yours/your OCs. But use that and your annual plan to start building things up.
We never do classification training between April and October; the weather is too nice and there’s too many other - more exciting - things to do!! Instead we lead with practical, fun, outdoor stuff.
Winter wise there’s some ideas here too - Winter Activities