In his recent interview with Jericho he didn't say he had signed a new deal - and he did sound excited about working other places if WWE never cleared him - but it felt Jericho and Bryan were talking as if he staying in WWE for the long run was a given/formality. Makes sense tbh, I don't think the company believes he might be leaving.
BTW, he also revealed his deal expired/expires September 1st and talked about how he wasn't sure if he would've been able to work the All In show even if he left WWE.
RE: Dave's point.. I think it goes way beyond Bryan. If you really think about it, WWE has no real angles going on since Mania. Nobody has momentum because they have nothing to work with at the moment. Rollins got over because of his performances and they are now pushing him as the "hottest superstar in the company" but even he doesn't have a legit program waiting for him.
I don't think they are being conservative at all. He's back to being a workhorse for them, 2 single TV main events and that 76 minutes performance at the GRR. In the Jericho interview he said that they never really got to sit down and plan out a special schedule for him and "all of a sudden" he's working every date on the European tour.