physically? probably when i was training really hard to bench 325lbs. a lot harder than i thought to get from 285 to 305, then 4x as hard to get to 325
but probably the hardest thing ive had to do in my life was make the decision to move out of Los Angeles and back to PA about two years ago. i had setup a business there, had friends and a nice apt and LOVED the life, but all of my family and college friends were back in PA and I felt that I was missing out on a lot not being around.
it was really stressful because I just broke up with my gf that we were together for 5 1/2 years as well as having to say by to some really good friends in LA and the life I had there to go settle back in PA with family and knowing it would be a very slim chance that I would ever move back.
I think the toughest part was not just moving out of LA, but knowing that I moved there with nothing out of college, had just enough money to pay the first month and security deposit and struggled for the first few months to have enough money to eat. I would be in Ralphs thinking "i cant wait until i can buy name brand pasta sauce."
So it was more of leaving a life accomplishment behind. when i would pull out my CA license and people would ask about living LA i felt proud that I did it when everyone (family and friends) said it was a bad idea to move there without a job