Pretty sure it's just RNG. When it procs an event, the game just rolls a random number between 1-58 (with the DLC) and you get the event it rolls. If you've completed some of the bonding event chains those will jump to a generic Power increasing event instead but otherwise it's largely just a 1/58 chance for whatever. In Kana's case you probably need to get her training events as well as the sword shop chain?
My last playthrough ended up like this, so yeah I'm pretty sure it's just RNG.
Missing skills because I only got the first part of the Kasumi war games event chain. Also never seen the clinic, nor completed the garden event chain. RNG do be random.