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One failed attack per short rest. So you're good for maybe 5 rounds at level 6. Earlier, not as good. Divine favor actually makes GWM worse, as it increases the lost damage when you miss. Bless helps delay your first missed attack and increases the number of round you can safely keep GWM...

Level 8, but still not enough to match extra attack.

The only "defect" of a pure cleric is you only get 1 attack per turn. War domain gives you 5 extra attacks per day. If that's not enough, paladin is your best bet. Maul is better than shield, it leaves a free hand to cast.

Classes are mechanical artifacts. A barbarian doesn't need any mechanic to serve a Patron, it can be pure fluff and RP. 1) When he reaches level 4, make him fighter 1 / bladelock 3 with proficiencies "as if" his first level was fighter (Con+Str save instead of Wis+Cha, heavy armor, martial...

Assassinate really needs action surge to have some value. You really need a way for the rest of the party to succeed at stealth, because if they have to stay away and be mere bystanders you lose more DPR than you gain.

You're the DM. If you'd rather fix it by dropping a magical breastplate than retconning their newbie mistakes, that works too. I'll remind you that retconning a character into another class is allowed in AL at low level. That kind of flexibility is expected for new players. Doing it a level 4...

Rogue. Skilled feat is really bad. How can 7 skills not be enough? Mobile (or lucky) would help to stay alive. Sleep is losing its potency against higher HD. Druid seems fine. Barkskin in bear form. Cast goodberry before bed I hope. Bladelock. AC12 and Con11, on a melee too? At least get armor...

Do you mean it should be 4 attacks vs 2 attacks + SA? The important point is that any time you compare DPR of 2 attacks that have different chances to hit (GWM, SS, SA with extra attack), ignoring to-hit adds an error that easily reaches 50%. Anyway, the point has been raised. Buyers beware!

Were you aware of the impact, you would realize the 30-60% error on your method make the whole analysis pointless. - 8d6 looks like it's doing 28 damage - 2d8+30 looks like it's doing 39 damage ** Wow! 39 / 28 looks like 40% more damage!! - 8d6 * .64 ~ 17.92 - 2d8+30 * .4 ~ 15.6 ** Wow! It's...

Yeah right. That's not DPR, unless you somehow always hit. It's not even a proxy for DPR, because SS reduces to-hit. Rogue 15 SA will do 8d6 if any attack hits (~ 64% of the time). Fighter 20 will have 2 extra attacks for 1d8+15 or so each (~ 40% of the time) Or something like that, but you get...

Sa-lay-yeh?

Fighter 5 / rogue 15, fighter 11 / rogue 9 and fighter 20 do about the same DPR over progression. IOW, at level 15-19 the rogue MC will do more damage than the pure fighter, but at level 20 fighter does better. Curving shot is the main reason stopping at fighter 5 is a bad idea. Beyond that, I...

If you allow cast a spell, you're stepping on war magic's toes.

Empowered evocation. MM uses the same damage roll for all darts, an high level evocation wizard would do 1d4+6 per dart.

Drawmij's Instant Summons 4 Feign Death 1 and stay dead! Find Traps 37 Mordenkainen's Sword 9 True Strike 43 Weird 8

At level 5. ASI/feat is a feature of paladin 4. I would just get tunnel fighter style at paladin 2 and not bother with fighter 1. Protection style is weak and competes with sentinel for reaction.

Abi-Dalzim's Horrid Wilting 21 Barkskin 6 Blade Ward 16 Divine Word 18 Drawmij's Instant Summons 25 Feign Death 20 Find Traps 26 Friends 25 Mordenkainen's Sword 23 Phantasmal Killer 18 Ray of Enfeeblement 18 Time Stop 9 True Strike 32 Weird 21 Witch Bolt 19

Don't do leveling, it's a complexity that doesn't bring much.

Another for #1. Aid explicitly mention both. At the end of a long rest, you'd both recover from exhaustion and regain all lost hp. Unless you force the wrong order, you'd get both. This only leaves greater restoration that only mentions max hp. This one requires further healing.

Uncanny dodge is your most tanky feature, and your level 9 feature the most sticky. Get expertise in athletics if you like grappling. Twin shortsword would improve your damage, a second chance at SA makes all the difference. And it'd boost your HM.