Leveling Guide: Rogue Level 1-5

LevelProficiency BonusSneak AttackFeatures
1st+21d6Expertise, Sneak Attack, Thieves Cant
2nd+21d6Cunning Action
3rd+22d6Rogueish Archtype
4th+22d6New Feat
5th+33d6Uncanny Dodge

1st Level

1st Level Rogue

  • Initial HP = 8 + Constitution (CON) Modifier
  • Armor Proficiency: Light Armor
  • Weapon Proficiency: Simple Weapons, Hand Crossbows, Longswords, Rapiers, and Shortswords
  • Tool Proficiency: Thieves’ Tools
  • One (1) 1d8 Hit Die
  • +2 Proficiency Bonus
  • Proficiency Bonus added to DEX and INT saving throws
  • Choice of Proficiency Bonus to Acrobatics, Athletics, Deception, Insight, Intimidation, Investigation, Perception, Performance, Persuasion, Sleight of Hand, and Stealth (Choose four)
  • Expertise
  • Sneak Attack (1d6)
  • Thieves’ Cant
  • 2nd Level

    2nd Level Rogue

  • Max HP increase. Add 1d8 + CON Modifier to the current total Max HP
  • One (1) additional 1d8 Hit Die
  • Cunning Action
  • 3rd Level

    3rd Level Rogue

  • Max HP increase. Add 1d8 + CON Modifier to the current total Max HP
  • One (1) additional 1d8 Hit Die
  • Roguish Archetype
  • Sneak Attack Damage increased to 2d6

  • AT Only
  • The Mage Hand cantrip plus two other (2) cantrips from the Wizard spell list
  • Three (3) 1st level spells from the Wizard spell list – two of which must be chosen from Enchantment or Illusion spells on the Wizard spell list
  • Two (2) 1st level spell slots
  • 4th Level

    4th Level Rogue

  • Max HP increase. Add 1d8 + CON Modifier to the current total Max HP
  • One (1) additional 1d8 Hit Die
  • New Feat

  • AT Only
  • One (1) additional 1st level Enchantment or Illusion spell from the Wizard spell list
  • One (1) additional 1st level spell slot
  • 5th Level

    5th Level Rogue

  • Max HP increase. Add 1d8 + CON Modifier to the current total Max HP
  • One (1) additional 1d8 Hit Die
  • Uncanny Dodge
  • Sneak Attack Damage increased to 3d6
  • Proficiency Bonus is increased by 1

  • 1st Level

    Expertise

    Choose two of your skill or tool proficiencies. Your proficiency bonus is doubled for your chosen proficiencies.
     

    Sneak Attack

    Deal 1d6 Damage when you hit with advantage (or if another enemy of the target is within 5 ft) while using a Finesse or ranged weapon.
     

    Thieves Cant

    You understand the secret 'Language' of thieves and rogues. This allows you pass messages within other languages, though it takes 4 times as long to convey. This also includes quick easy signals to convey common short messages easily. Also allows you to write and interpret graffiti meant to be a message to those who understand thieves cant.
     

    2nd Level

    Cunning Action

    You can use now use your bonus action to Dash, Disengage, or Hide.  

    3rd Level

    Roguish Archetype

    Select 1 of the following Archetypes:

    Arcane Trickster

    Arcane Trickster

    Spellcasting
    Intelligence is your spellcasting ability for your wizard spells. You automatically begin with Mage Hand, Prestidigitation and two other cantrips of your choice:
    Choose two Cantrip from Below
    • Acid Splash
    • Blade Ward
    • Booming Blade
    • Chill Touch
    • Control Flames
    • Create Bonfire
    • Dancing Lights
    • Fire Bolt
    • Friends
    • Frostbite
    • Green-Flame Blade
    • Gust
    • Infestation
    • Light
    • Lightning Lure
    • Mending
    • Message
    • Mind Sliver
    • Minor Illusion
    • Mold Earth
    • Poison Spray
    • Ray of Frost
    • Shape Water
    • Shocking Grasp
    • Sword Burst
    • Thunderclap
    • Toll the Dead
    • True Strike

    Choose Two from below:
    1st level Illusion and Enchantment
    • Charm Person
    • Color Spray
    • Disguise Self
    • Illusory Script
    • Silent Image
    • Sleep
    • Tasha's Hideous Laughter

    Choose one more from above or below:
    Other 1st Level Wizard Spells
    • Absorb Elements
    • Alarm
    • Burning Hands
    • Catapult
    • Cause Fear
    • Chromatic Orb
    • Comprehend Languages
    • Detect Magic
    • Earth Tremor
    • Expeditious Retreat
    • False Life
    • Feather Fall
    • Find Familiar
    • Fog Cloud
    • Grease
    • Ice Knife
    • Identify
    • Jump
    • Longstrider
    • Mage Armor
    • Magic Missile
    • Protection from Evil and Good
    • Ray of Sickness
    • Shield
    • Snare
    • Tasha's Hideous Laughter
    • Tenser's Floating Disk
    • Thunderwave
    • Unseen Servant
    • Witch Bolt
    You can cast 2 spells
    Between Long Rests

    Assassin

    Assassin

    You gain proficiency with a Disguise Kit and the Poisoner's Kit. You also have advantage on attack rolls against any creature that's turn comes after you in combat. In addition, any surprise attack is a critical hit.

    Inquisitive

    Inquisitive
    When you make a Insight check to determine if a creature is lying, treat a roll of 7 or lower as an 8 instead. In addition you can use a bonus action to make a perception check to spot a hidden creature or object, or use an Investigation check to uncover or decipher clues. You can also make a Insight check against a targets that isn't incapacitated's deception check, and on a success use Sneak attack against them unless you have disadvantage on the attack for the next minute or until you use this on a different target.

    Mastermind

    Mastermind
    You gain Proficiency with a disguise kit, forgery kit, and a gaming set, as well as learning two additional languages. Additionally you can mimic the speech patters and accent of any creature you hear speak for 1 minute provided you know the language. In addition, you can use the Help action as a bonus action to aid an ally, who can see or hear you, in attacking a creature within 30 ft of you.

    Scout

    Scout
    You gain Proficiency in Nature and Survival skills, and the proficiency bonus is doubled for ability check's using those skills. You also can move half your speed as a reaction when an enemy ends its turn with 5 ft of you, and this doesn't provoke opportunity attacks.

    Swashbuckler

    Swashbuckler
    You have a bonus to your initiative rolls equal to your CHA mod. In addition, you don't need advantage to use your Sneak Attack if you are within 5 ft of your target, and no other creatures are within 5 ft of you, and you don't have disadvantage. You also can prevent any creature you had an melee attack against from making an opportunity attack against you for the rest of the same turn.

    Thief

    Thief
    As a thief, you can use a bonus action to make Sleight of Hand Check, the use of your thieves tools, or the Use an Object action. In addition, climbing no longer costs extra movement, and when you make a running jump, the distance you cover increases by a number of ft equal to your DEX Mod.

     

    Sneak Attack

    Your sneak attack damage increases to 2d6.  

    4th Level

    New Feature

    Select a feature you meet the prerequisite for from the list Linked Here.   Arcane Trickster
    Select one more spell:
    1st level Illusion and Enchantment
    • Charm Person
    • Color Spray
    • Disguise Self
    • Illusory Script
    • Silent Image
    • Sleep
    • Tasha's Hideous Laughter
    Able to cast up to 3 Known Spells
    Between Long Rests
     

    5th Level

    Uncanny Dodge

    When you are hit by an attacker you can see, you can use a reaction to halve the damage against you.
     

    Sneak Attack

    Your sneak attack damage increases to 3d6.
     

    Rogue Leveling Chart

    LevelProficiency BonusSneak AttackFeatures
    1st+21d6Expertise, Sneak Attack, Thieves Cant
    2nd+21d6Cunning Action
    3rd+22d62
    4th+22d6New Feat
    5th+33d6Uncanny Dodge
    6th+33d6Expertise
    7th+34d6Evasion
    8th+34d6New Feat
    9th+45d6Roguish Archetype Feature
    10th+45d6New Feat
    11th+46d6Reliable Talent
    12th+46d6New Feat
    13th+57d6Roguish Archetype Feature
    14th+57d6Blindsense
    15th+58d6Slippery Mind
    16th+58d6New Feat
    17th+69d6Roguish Archetype Feature
    18th+69d6Elusive
    19th+610d6New Feat
    20th+610d6Stroke of Luck


    Arcane Trickster Spellcasting

    Rogue LevelCantrips KnownSpells Known1st2nd3rd4th
    3rd332------
    4th343------
    5th343------
    6th343------
    7th3542----
    8th3642----
    9th3642----
    10th4743----
    11th4843----
    12th4843----
    13th49432--
    14th410432--
    15th410432--
    16th411433--
    17th411433--
    18th411433--
    19th4124331
    20th4134331

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