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2. Its like the mask in FNaF 2
3. He's in a building so he thought the rain couldnt reach him
Consider his words in FFPS: he knew it was a trap but couldn't resist anyway. Interpret that as you will; I took it to meant he was prideful and addicted to killing. He knew the advertised pizzeria seemed hinky, but he couldn't resist just on the slim chance it was real and he could find more victims. He didn't know 100 percent that it was a trap. (Remember that IRL, cops catch serial car thieves by putting out "bait cars," knowing the perps will be suspicious but probably succumb to the temptation to steal them anyway. Just one example...)
So just like in his "final death" in FFPS, in FNaF3 Will did something -- actually, a series of actions -- that were cocky but ill-advised. The derelict pizzeria surely had nothing worth stealing and certainly no kids to victimize, but his pride brought him back anyway, maybe to gloat over the scene of his past crimes and relive old memories. Then when he found himself confronted by his victims' spirits, he climbed in the Spring Bonnie suit, no doubt well aware the roof had been badly leaking for years and probably splashing through water puddles on the floor on his way. (On vacant buildings, the roof is often the first to go even if the rest of the place escapes vandalism. The holes in the floor in the FOLLOW ME minigame attest to severe water damage, and everything salvaged from that pizzeria seen in FNaF3 was waterlogged and musty -- the place was dank, and not in a good way.)
Self-assured he was too clever to suffer a spring-lock failure, Will even laughed at his victims, pushing it just a little further, and that was his fatal error. His demise is in some ways the opposite situation of Phone Guy's: Will was reckless, while Phone Guy was meticulous, followed the rules, took the danger seriously and took no risks. That kept him alive for years until a situation he wasn't prepared for arose, namely the animatronics breaking out of their programming on Night 4 to take him down en masse.