Stumbled upon the shining diamond gem of webnovels:
Mother of Learning.
(or, in the entirety, "Repetition is the Mother of Learning")
It is, basically, Groundhog Day meets High Sorcery Fantasy. The premise is simple: following an incident (involving a vexed Lich necromancer trying to shred a soul), Zorian Kazinski, a young sorcerer on his third year at a magic academy experiences a month-long time loop. Every time, he returns to the same morning with his little sister jumping on him to wake him up before vacation ends and he has to go back to academy, and goes on until the fateful 400-year planetary conjunction day (or he dies, whichever comes first).
Except that he remembers the previous times. Accumulating experience and skill, he attempts to unravel the why, the how, and, ultimately, figure out how to leave this endless loop. The story is meticulously crafted, it is full of twists, and it's the first time I've ever seen the term "Chekov's Armory" used - Chekov's gun is the rule is that if you show a gun being loaded on part 1, it has to be used in part 3 or you shouldn't even have shown it. Chekov's Armory is that every bit in the original part will be used at one point in the plot.
The series has been ongoing for years now, with one chapter every 2-3 weeks, which is the only absolutely infuriating part about it. Once you catch up, you are left screaming for more.
My sincere hope is that once he's finished (which should be soon), there MUST be a major publishing house snapping him up and putting the book in every places they can find, and he ends up richer than J.K. Rowling.
(it's so good, it appears on basically almost every webnovel site)
Serpens
had said it was the funniest thing he had ever read and I like occasionally listening to something on a topic I have a don't know/don't care relationship with and baseball fits the bill. I ended up with the audiobook version of Ball Four : The Final Pitch which is I guess the last version with multiple updates. 
Ukerric
