1) At some point ill go back to a hybrid wolf (or bear), but thats because i really enjoy playing that stile. A dc bear would make a amazing cc/tanky/healer toon especially for thoes toons with lower investment. At this point i would say that the caster druid is much more effective for quests, especially quests with clumps of mobs because of the amount of AoE the toon can put out. I would say single target dps is still higher for the wolf caster however. The ice caster has a lower entry point, however having the staff is HUGE. I would say it ups your damage by 25%. And it takes shisiusum shards which take an investment to get.
2) From my understanding of teafling only the spell power gets transferred over, not the critical chance. And defently not the caster level increases. However it may be worthwhile to look into.
3) I put 41 AP into SH then 8 i think into NP for the defensive stance. 23ish into falconry for the wisdom, helpless dmg boost, and other goodies. And the leftovers into racial.
On a first life toon i would prioritize evocation dc as much as possible because it sucks so much when stuff saves vs your spells. You can prioritize cc by laying down earthquake, sleet storm, BOGW, and sunburst to make most mobs worthless. Remember to that while draconic provides the best dps its dc is worse then magister and primal.
If your having difficulty with bosses on low reaper situations you can set up your pet (with no feat investment) to tank. I was having my pet tank some r5 ravenloft bosses. I haven’t tried using the pet since ravenloft however.