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I still don't think imposing Frightened on one enemy is worth losing concentration on Faerie Fire/Shield of Faith/Divine Favor/Bless, in most situations. I agree that stacking Smite on top of a Smite spell is a bit more viable for a campaign like this with low numbers of encounters per day, but...

Sounds like you plan to focus on melee combat? Spell selection will differ a tiny bit based on which type of Tiefling you are, since the different variants get different racial spells. For these purposes, I'm going to assume you're a standard Tiefling with racial spells of Thaumaturgy...

Except the Celestial Warlock gains the Radiant Soul ability at 6th level, which allows them to add their CHA modifier to radiant and fire damage from spells. Basically a free "Agonizing Blast" for radiant/fire spells. That potentially pushes cantrips like Sacred Flame, Green Flame Blade, or...

I agree that something like an armored Cleric or Paladin would be a natural way of filling your party's Tank and Healer roles. But there are other options that could work too. Druids can both tank and heal, as already mentioned. And Bards can actually make good Healers in 5e. A Bard with...

Here's a quick and simple Level 20 build, ignoring magic items, outside spells, shapechanging, and flying speeds: (I don't have time to research shapechange forms, items, etc.) Wood Elf: 35 Monk 6: +15 Wizard 5 (Bladesinger): +10 when Bladesong is active Rogue 9 (Scout): +10 and Cunning Action...

If you want to grab two more Expertises without using any feats, you could take Bard up to 10 (or more). That would preclude getting Reliable Talent at Rogue 11, though.

You'd have more than that. You already have Expertise in 8 skills by Level 7 as a Rogue(Scout)3/Bard3/Cleric(Knowledge)1 Then, using either the UA Skills feats or the Prodigy feat from Xanathar's, you could have Expertise in 16 of the 18 skills at level 20 as a...

Close. But as a Half Elf, you can't take the Skilled feat until you've reached Level 4 in one class. (ASIs/Feats are based on class level, not character level.) So you'd have to wait until Bard 4 to get those last three skills from the Skilled feat. That would be...

Thanks for the comments. Like you said, ASIs aren't as crucial to this character, since I rolled well on stats. So I think I can afford to delay the first one by a few levels. Regarding TWF and Extra Attack, I'm taking Find Familiar with an Owl familiar, whose Help action will grant me...

We're starting a new campaign at 3rd level, which will be going to roughly 15th level. I'm playing a Half Elf spellthief character, and am planning to go with a mix of Arcane Trickster and Bladesinger. I'd like a bit more casting utility than a straight AT, so I'm planning to dip at least...

Sounds like you're already on the right path. Wizard gets two skills from their list. Human gets one additional skill. The Skilled Feat gets three additional skills/tools. Background adds another two skills and potentially some tools. With a Variant Human taking the Skilled feat at 1st...

That's the first thing I thought of partway through your post. A Champion3/PaladinX would have twice the critical range on each attack, plus TWF style to add STR to the off hand damage, plus Action Surge for occasional additional attacks. That should more than offset the delayed spell/smite...

A Tome Warlock with Book of Ancient Secrets wouldn't need the Ritual Caster feat. They can already learn and cast rituals from ALL classes. Whereas with Ritual Caster, you can only learn ritual spells from ONE class of your choosing.

Booming Blade would be a significantly better cantrip choice for a War Caster EK to use on Opportunity Attacks than Shocking Grasp. -Better damage (Weapon+STR+Spell damage, rather than just spell damage) -Greater chance to hit (since the attack roll is keying off STR instead of INT)...

Identify isn't quite as vital as it was in some of the earlier editions... Magic items aren't locked behind an "Identify Wall" any more. In 5E, anyone can identify a magic item just by spending a short rest (1 hour) focusing on it. (4E was the same way.) Though an Identify Ritual is 49...

Skip "Spare the Dying". You can do the same thing with a Healer's Kit. Go with something like Thorn Whip or Toll The Dead instead. Both can be used within melee range without Disadvantage, unlike Eldritch Blast. Thorn Whip has the added benefit of the no-save pull for extra battlefield...

Apprentice with your party Warlock. Have them act as an intermediary with their patron, to forge a pact where the patron grants you a small portion of power (read: one level) in exchange for *insert story-appropriate trade here*. Or, while it wouldn't be as effective as Sorcerer or Warlock...

While I understand your thinking, I definitely would hesitate to use Magical Secrets to obtain a cantrip. If you can spare a feat instead, something like Magic Initiate or Spell Sniper could grant you access to some cantrips from the Sorcerer or Warlock spell lists, although that wouldn't be...

To be powerful and effective, a caster's primary stat should be around a 14-16 at a minimum, to start with. (And ideally a 16-18.) Then bumped higher several times through ASIs. Starting with a 14 INT would be workable for an Arcane Trickster, whose casting is somewhat secondary, if you were...

Minor Illusion and Disguise Self would also rely on DCs, if interacted with.