Legendary Resistance (3/Day). If Big Tobacco fails a saving throw, he can choose to succeed instead.
Allegiance. When Big Tobacco is reduced to zero hit points, all shades instantly evaporate.
Spellcasting. Big Tobacco is a 6th-level spellcaster. His spellcasting ability is Charisma (spell save DC 18, +10 to hit with spell attacks). He has the following spells prepared:
1st level (4 slots): burning hands, chromatic orb, color spray, detect magic, false life, identify, sleep
2nd level (4 slots): crown of madness, detect thoughts, hold person, locate object, scorching ray
3rd level (3 slots): bestow curse, counterspell, fireball, slow, stinking cloud
4th level (3 slots): banishment, blight, hallucinatory terrain, polymorph, wall of fire
5th level (3 slots): bigbys hand, cloudkill, conjure elemental, dominate person, mislead
6th level (2 slots): disintegrate
Multiattack. Big Tobacco can make four immolating smoke attacks.
Immolating Smoke. Ranged Spell Attack: +9 to hit, reach 15 ft., one target. Hit: 13 (2d6 + 6) fire damage.
Punch. Melee Weapon Attack: +9 to hit, reach 5 ft., one target. Hit: 10 (2d4 + 5) bludgeoning damage.
Big Tobacco can take 4 legendary actions, choosing from the options below. Only one legendary action option can be used at a time and only at the end of another creature's turn. Big Tobacco regains spent legendary actions at the start of his turn.
Counterspell (Costs 2 Actions). Big Tobacco casts counterspell, without expending a spell slot.
Create Shade (Costs 2 Actions). Big Tobacco creates 2 copies of his own shadow within 30ft of him.
Misty Step. Big Tobacco casts misty step to a location within range.
Watchful Eye. Big Tobacco targets one creature he can see within 120ft of him, watching the way they perform magic. The next time the creature casts a spell, they must succeed on a DC 17 saving throw using their spell casting modifier. On a failure the creature has disadvantage on spell attack rolls, and Big Tobacco has advantage on spell saving throws. Up to 2 creatures can be targeted at the same time, and the effect ends at the start of Big Tobacco's next turn.
Switcheroo. Big Tobacco switches places with one of his shades.
Flexing. Big Tobacco casts a 1st level spell, without expending a spell slot.