I don't understand this like 100% or did I misunderstand something...?

In How I Met Your Mother, what is it that is so funny about "Ted Mosby's failures"? Was I too young to understand that show when it was on or what was the problem?

So, I still think it's hilarious, like I laugh. It's funny. But, I don't know WHY I am laughing???

My response to the friends' of Ted Mosby bullying Ted Mosby for being "Ted Mosby":
I used to be that friend that was bullied by my friend for all of "my failures" in sixth grade. This was very painful. It was so painful. But I understand it looked very funny from the outside?