Absolutely despised the guy early on his career. Back during the whole Nomar/Jeter/A-Rod debates (boy, did I end up being wrong on Nomar v. Jeter in particular).
He grew on me after the 2004 ALCS and he & Mariano ended up becoming the two Yankees I really respected from that whole era.
Jeter always terrified me when he was at the plate during all those Sox-Yankees battles of the late 90s and throughout the 2000s. The guy seemed to always slap on out there safely. He was an extremely tough out and pretty darn clutch.
It will certainly be weird knowing he's retired. Makes me feel old too. I was a sophomore in high school when he won Rookie of the Year and here we are all these years later and he's nearly 40 & about to retire. Time flies.