Quartz 5

3 min read

publish: true
aliases:

  • Jolly Roger
    created: 2026-03-09T12:15:34.096-04:00
    modified: 2026-03-09T12:15:34.096-04:00
    published: 2026-03-09T12:15:34.096-04:00
    tags:
  • ttrpg-cli/compendium/src/5e/valdaspire24
  • ttrpg-cli/subclass/vagabond/jolly-roger
    cssclasses:
  • json5e-class
    obsidianUIMode: preview

Jolly Roger

Vagabond: Subclass Feature
Source: Valda’s Spire of Secrets (2024)

Class and Feature Progression

LevelPBFeatures
1st+2
2nd+2
3rd+2Jolly Roger
4th+2
5th+3
6th+3Fancy Footwork
7th+3
8th+3
9th+4
10th+4Dirty Tactics
11th+4
12th+4
13th+5
14th+5All Hands on Deck
15th+5
16th+5
17th+6
18th+6
19th+6
20th+6

Cross-Compatible Subclass: This subclass originates from the Captain class

Note that cross-compatible subclasses might be stronger or weaker than other subclasses.

The GM decides if a subclass should be cross-compatible in your campaign.

Cross-Compatability Modifictaions

Level 10: Dirty Tactics. The Flank benefit applies to any ally, instead of your Cohort.

Command Your Crew on the High Seas

The skull and crossbones of the Jolly Roger need no introduction: it means thieves, brigands, treasure, and adventure on the high seas. Moreover, it means the strong backs of a crew working in unison, piloting a ship from horizon to horizon under the command of a fierce captain and their first mate.

Subclass Features

Skirmish [Maneuver] (Level 3)

When you make an attack using a weapon, you can expend one Battle Die as a Bonus Action to make an attack using the same weapon or a different one later on the same turn. One attack must be a melee attack roll and the other must be a ranged attack roll.

Scallywag (Level 3)

You have a Swim Speed equal to your Speed, and your Cohort has a Swim Speed equal to its Speed.

Fancy Footwork (Level 6)

Your elegant swordplay puts enemies where you want them. Whenever you hit a creature of Large size or smaller with a Melee weapon, you can force the target to move to an unoccupied space within 5 feet of it, and you can move 5 feet. This movement doesn’t provoke Opportunity Attacks.

Dirty Tactics (Level 10)

Once per turn when you hit a creature with a Melee weapon, you can use one of the following effects.

Flank. Your Cohort has Advantage on the next melee attack roll it makes against the target while you are within 5 feet of it before the end of your next turn.

Pocket Sand. The target has Disadvantage on its next attack roll before the end of your next turn.

Trip. The target has the Prone condition if it is Large or smaller.

All Hands on Deck (Level 14)

At your directive, your crew works in perfect unison. As a Bonus Action, you can issue a series of directives to allies within 30 feet of yourself that can see or hear you. Each ally has Advantage on the next D20 test it makes before the start of your next turn.

You can use this feature a number of times equal to your Charisma modifier and regain all expended uses when you finish a Long Rest.

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