Just some broad generalizations... 2nd season success is slightly higher, and there are 50-25% fewer hunters in 3rd season. There is just a slightly better chance of snow during 3rd season, which helps a lot. And the second weekend of second season can be very pleasant with even fewer hunters out than during 3rd season.
Let me start off by saying that I am a scaredy cat.
For someone that spent 3 years in 82nd Airborne jumping out of all manner of military aircraft, my friends find this ludicrous - but... it is what it is!
Climbing stand? Yep, still scared - put me up 15' and that is about it.
Ladder stands? I am better in these - but still cautious.
Chain on stands? Used to love them, now they terrify me.
I was once ridiculed for putting chain on stands waaaay too high - some of my friends...