Note: I'm speaking on behalf of myself and only myself here, not as a LO or part of the TrO team.
War #14 happening should, in my opinion, be top priority. The road towards it, however, is highly adaptable. War would need to start at August 15th at the very latest, ideally with signups at the start of August - the associated Trials would ideally have ended a couple of weeks earlier. Which leads to the next point - it's definitely possible to slim down Trials #14 to save time. With a full-scaled Trials #14, we'd probably need to start it around May 1st. A compressed version could be delayed until June 1st.
Leagues had a rather low amount of participants this season and that had been the trend the last year. Like w3 said, I'll probably not run a new iteration of it, as chances are it'll get eaten up by more popular events which will inevitably run alongside League.
I'm personally a huge fan of TPvP and I really want to see it happening. The same goes with other PvP Events, really. You guys know me by know - I'll probably sign up for everything anyway
Let's enjoy EtG while we still can!