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first one seems like it'd make a good wizard, second would probably make a good cleric. any non-bladesinger subclass for the wizard, any subclass for the cleric (though preferably one that gets heavy armor proficiency, to get good use out of that strength).

...it does?

i mean, there's a few easy reasons you could go with, like 1. Otto is the captain's son/nephew/brother 2. Otto knows things about the gang that could get them in trouble (which opens the possibility of killing him instead) 3. Otto was caught on a scouting mission for, say, a heist, and the...

nothing in agonizing blast says it doesn't stack, so by the logic presented it would. there's a reason i don't think it's intentional.

i mean, destiny doesn't replace alignment. not sure why sly would think it does. alignment still exists, it's just typically reserved for creatures that actually are strongly cosmically aligned (e.g. fiends, celestials, high level clerics). and i always took destiny less as your character's...

i think that's more of an oversight then how it's actually supposed to work. otherwise you could, say, take agonizing blast 8 times and be dealing 1d10+40 damage per eldritch blast ray by level 20, which i think you can see the absurdity of.

did they not boost their attack stat? did they not take feats (or take several con boosting feats)? are you using some sort of house ruled point buy/array? did they roll well for their starting stats? because i'm not doubting you, i'm just kind of confused how they got there given how standard...

what fighter are you playing that has a 20 con...ever? you playing without feats or something?

i mean, if you're the dm, then yeah, you have the right to allow that. i was just pointing out that there is, in fact, a rule against it.

two things about analyze - first, what's the insight check against? passive deception? maneuver dc? second, the captain should have analyze as an action, not a bonus action, since it's only cr 3.

for a 5 minute fight? brother, that'd take 5 SESSIONS, minimum.

the backgrounds themselves say the floating ASI is for any other ability score.

...oh, wait. the kickstarter for this is actually really soon. oh, my poor wallet...

so what you're saying is that 5e is...a bit closer to heaven?

well, i mean, then you kind of get into a "chicken and the egg" situation of "if the natives can exist because they view themselves, which was created to view the others first"? i guess you can pull an indomitable human spirit and just say the plane itself made the first native in order to look...

generally you can only take selectable features like invocations multiple times if the feature says you can. court of the outer realms makes no such specification, so unless your dm says you can, you can't. you CAN, however, change what options you picked (or swap the invocation out entirely)...

i mean...do you do that for parts of the settings you don't think your players will ever interact with or will ever effect them (e.g. completely different continents they'd have no reason to visit)? if so, why? and if not, doesn't that demonstrate on some level that you DO consider the PCs to be...

honestly, it might be intentional - that's how 3.5 runs reach and i've noticed some 3.5 influence in level up. i still think it'd be silly and i'll continue to run it like in 5e, but i'm not sure it's an accident.