Yes, Flan will return to broke status after you pick up Gambler. She can one-shot one of the Three Orbs (granted it's one of the frailest ones, but it's also the most dangerous) and she facewipes the 20F Magatama. The only reason she doesn't break the final boss is because it's HP count is enormous and it regenerates it repeatedly.
Other glass cannons as Gamblers can get similar results to bosses weak to their nuke, though, admittedly- I had Suwako facewipe the 20F Mirror because it was too annoying, and she did a very good Flandre impression. When you're only considering Flan's Starbow Break (and not her random-wiping moves with their downsides) Suwako can pretty much serve as an alternate elemental Flan; none of Suwako's other moves are any good, either, unless you switch to MAG for fighting randoms or desperately need PAR for some reason. Unless you're using moriya synergy and not the SDM, though, Flan's damage without elements considered is a little higher. I suppose if you handled Suwako carefully, someone using Yuuka (or leaning iron mountains) could get a big damage increase from Kero Kero Power, but she's irredeemably glassy, so.
Satori could make a very interesting gambler and building her max mp would make Small MP Recovery extremely synergistic with gambler mp costs, but you'd have to deal with the awkwardness of her moveset availability. The variety she's capable of, making up for lower spellcard level with Trauma Recollection, and having unending mp due to her passives would make it a pretty worthy choice though; just dump 10 MP gems on her (I have 30+ by final boss time) and maybe an MP boost main equip and she should have enough to regain as much as 10(!) mp on each swapout, rendering even her boosted gambler recollection mp costs trivial. Also she ignores def/mnd buffs I guess, that's important on bosses that like selfbuffing.
Fine! I'll play LoT2 instead of this RNG party in LoT1.
That's not quite what I meant ;_; Although that's certainly a pretty good course of action after beating the first game :3 Anyway, I had little trouble playing through the game without using the wiki for anything other than having an easier time comparing the characters to eachother and seeing which I wanted to use, which you can do ingame too anyway. Well, nevermind, there's a BP events related to recruiting people that you can't really tell in JP. The only inconvenience for me, which even the wiki can't solve, is a lot of the later stones blocking your way aren't translated OR on the wiki, so I just kind of have to guess. Admittedly that's usually not too hard, but, still...
tl;dr Unless a boss is kicking your ass and you want advice, just use the subclass/characters sections of the wiki as a convenience tool to help decide how you'd like to build your party. (And how to unlock said characters)