This is a tricky question because I regret nearly everything about the last 20 years and feel that I'm living in a bizarro reality where it all went wrong. Dot Bomb. 9/11. Forever wars in the Middle East. Housing Bubble. The former president. Global Pandemic. So many unforced errors it boggles the mind! And the way I let the world use me and make me miserable enough to use others.
There was no point along that progression where I experienced the feeling of having a win. Just levels upon levels of chronic exhaustion, overwhelm and burnout. To the point where that enduring suffering became my reality.
I wish I would have learned about manifestation (reality shifting) earlier. I didn't know that I helped create the reality I was in by fixating on the negative and dwelling on the past.
Since I was awakened, I've been shifting along the multiverse through meditation towards realities that better support spirit and magic. I always thought the dawning of the New Age had to do with time, but time is an illusion. It's more like, a dimension just outside ours that we grow into phase with through our vibration, swaying the collapse of the wave function (or whatever you want to call free will). Anyone can do this at any time, but for whatever reason we suppress that lucidity and deny our relationship with creation and our contribution through co-creation.
What I'm saying is that from all the ways I let the cold hard facts of logic and ego and the quest for personal gain fail myself, I've found meaning through faith/hope/love and service to others. From the inward flow of the Sith to the outward flow of the Jedi. Or whatever pop culture reference floats your boat. The hippies were right man, all you need is love.