u/eldritchblasty

Level 20 Sam, Dean and Cas builds:

Sam - warlock 1/monk 1/fighter 15/wizard 2
Race: Variant Human (demon blood)
Background: Student
Feats: Lucky, Telekinetic, ASI, ASI, Actor Inspiring Leader 
Proficiencies: deception, history, insight, investigation, persuasion, religion, survival 
Stat priority: DEX, INT, WIS, CHA, CON, STR 
Level 1: Warlock 1(Fiend) 

• Cantrips:

 

1. True Sight 
2. Friends

 

• Spells:

 

1. Comprehend Languages 
2. Command (fiend)

• Dark One’s Blessing

 

Level 2: Monk 1 

• Unarmored defense (flannel ≠ armor)
• Unarmed strikes

 

Levels 3-18: Fighter 15 (Monster Hunter UA)

• Fighting style: Dueling 
• Second Wind 
• Action Surge 
• Extra Attack 
• Indomitable 
• Superiority Dice:
  • Precision Attack, Sharpened Attack, Sharpened Senses, Superior Willpower

   

• Spells (Ritual): 
  • Protection from Good and Evil 
  • Detect Magic

 

Levels 19-20: Wizard 2 (war magic)

• Arcane Recovery 
• Arcane Deflection 
• Tactical Wit 
• Spellcasting
  • Cantrips 
    • Light  
    • Create Bonfire 
    • Booming Blade
  • Spells 
    • Mage Armor 
    • Identify 
    • Illusory Script 
    • Thunderwave 
    • Disguise Self

 

Dean - rogue 5/monk 1/ranger 11/artificer 3
Race: Human
Background: Soldier 
Feats: Lucky, Actor, ASI 
Proficiencies: Athletics, Deception!, Intimidation, Persuasion, Sleight of Hand, Survival  
Stats: DEX, CHA, INT, WIS, CON, STR 
Level 1-5 Rogue 5 (Swashbuckler)

• Sneak Attack 
• Expertise: theives tools, deception 
• Cunning Action 
• Rakish Audacity (CHA based fun) 
• Fancy Footwork 
• Uncanny Dodge

 

Level 6 Monk 1

• Unarmored defense (flannel ≠ armor)
• Unarmed strikes

 

Level 7-16 Ranger 11(Drakewarden - spec the Impala as a dragon?) 

• Proficiency: survival 
• Fighting style: archery (ranged weapons) 
• Favored enemy: fiends, monstrosities
• Natural Explorer: forests, underdark (hell?), cities
• Extra Attack 
• Land’s Stride 
• Hide in Plain Sight 
• Drake Mount/breath
• Spells:
  • Hunter’s Mark
  • Snare
  • Find Traps
  • Locate Object
  • Magic Weapon
  • Nondetection
  • Revivify

Level 18-20 Artificer 3(Artillerist) 

• Tinkering 
• Right Tool for the Job 
• Edritch Canon 
• Cantrips: 
  • Guidance  
  • Mending

    

• Spells:
  • Shield 
  • Disguise Self
  • Expeditious Retreat

 

Castiel - paladin 19/cleric 1
Race: Aasimar (celestial resistance, darkvision, healing hands, light bearer, radiant soul wings) 
Background: Acolyte
Feats: Telekinetic, Tough, Wizard initiate for teleportation spells, fey touched, telepathic (prayers) 
Proficiencies: Religion, Intimidation, Medicine, Athletics 
Stats: STR, CON, INT, CHA, DEX, WIS
Level 1-19 Paladin (Conquest to Oathbreaker to Devotion)

• Lay on Hands, Fighting Style: Dueling, Divine Smite, Divine Health, Channel Divinity: Sacred Weapon, Turn the Unholy, Aura of Protection/Devotion/Courage, Cleansing Touch, Purity of Spirit 
• Cantrips 
  • Light, mending, spare the dying
• Spells:
  • Protection from Good and Evil, Sanctuary, lesser restoration, zone of truth, beacon of hope, dispel magic, guardian of faith, commune, command, cure wounds, healing word, ALL smites, daylight, remove curse. banishment, summon celestial…

 

Level 20 Cleric 1 (Light)

• Warding Flare
• More healing 
• Spells/Cantrips: detect good/evil, inflict wounds…