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Sidekicks Essentials
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Sidekicks Essentials


Play D&D with as few as two people with this supplement to the sidekick rules introduced in the Essentials Kit boxed set!

The official rules for sidekicks in Dungeons and Dragons 5th Edition first appear in appendix A of the Essentials Kit Rulebook and are designed to allow the game to be played with as few as two people: the Dungeon Master and a single player. Sidekicks Essentials expands these rules and provides additional types of sidekicks and example personalities to round them out.

Sidekicks Essentials is divided into three sections:

Playing with Sidekicks. A recap of the official rules for sidekicks is accompanied by additional optional rules for sidekick loyalty, controlling the sidekick, and level advancement.

Sidekick Stat Blocks. A collection of sidekick stat blocks and leveling tables is expanded from the original Expert, Spellcaster, and Warrior to include:

  • The Archer, who strikes with precision from afar.
  • The Berseker, a crazed killing machine. 
  • The Criminal, an underworld expert of deception and theft.
  • The Knight, a bastion of self-sacrifice.
  • The Magician, an arcane ally.
  • The Medic, because nobody likes dying alone.
  • The Minstrel, whose songs hopefully prove to be more useful than they are annoying.

Sidekick Personalities. 11 named companions you can match to a sidekick stat block, each with art, personalities, ideals, bonds, and flaws. All are formatted to be printed matching the handout cards included in the Essentials Kit boxed set.

Read before you buy - the entire PDF is included in “Full-size Preview” above.

All in a Dray's Work

All in A Dray's Work

A mission brief from Chapter 2 of Waterdeep: Dragon Heist turned into a full 2-4 hour adventure!

The first Harper mission on page 37 of Waterdeep: Dragon Heist has the characters find a talking horse to obtain information. All in a Dray’s Work explains just how this horse can talk, and the adventurers really do have to find her - she’s gone missing! 

Silver Best Seller

Dung Work

Dung Work

A mission brief from Chapter 2 of Waterdeep: Dragon Heist turned into more than 35 encounters in the Trades Ward playable as a cooperative board game!

The first Lords’ Alliance mission on page 38 of Waterdeep: Dragon Heist has the characters guard Dungsweepers as they work for a tenday, followed by one combat encounter. As the mission states, “it’s boring”. Dung Work is anything but boring, with interesting encounters throughout the historic Trades Ward happening every day! 

Silver Best Seller

Grave Concerns

Grave Concerns

Explore the deadly tomb of an undead warlock necromancer in this faction mission reimagined as a single-session adventure for 2nd-4th level characters in Waterdeep or any campaign setting!

The second Emerald Enclave mission in chapter 2 of Waterdeep: Dragon Heist has the adventurers spending a tenday’s nights in the City of the Dead waiting to run into a handful of skeletons. Grave Concerns expands the mission into a 4 hour adventure exploring a tomb teeming with undead and laced with magical obstacles. Adaptable to other factions, it also provides a tie-in to the Dungeon of the Mad Mage.


It Got Under His Skin

It Got Under His Skin

A mission brief from Chapter 2 of Waterdeep: Dragon Heist turned into a 4-6 hour adventure! 

The first Emerald Enclave mission on page 35 of Waterdeep: Dragon Heist sends the adventurers to camp in a field with a ten percent chance of encountering a scarecrow. It Got Under His Skin transforms the mission into a haunting mystery to be solved. In addition to defeating the scarecrows, will the adventurers find how the constructs were created? Will they take down the shadowy cult spreading discord in Undercliff? What will be their fate when they face down the powerful demon hunting an ancient secret?

Silver Best Seller

Scrying Into His Handkerchief

Scrying Into His Handkerchief

A mission brief from Chapter 2 of Waterdeep: Dragon Heist turned into a 2 hour adventure!

The first Bregen D’aerthe mission on page 34 of Waterdeep: Dragon Heist requires that the characters steal a noble’s handkerchief and give it to a tiefling girl down by the wharf. Scrying Into His Handkerchief answers the questions: Which noble? Why him? Where can we find him? What happens if we get caught? Who is the tiefling girl, and why are we giving the handkerchief to her?

Silver Best Seller

It's a Zoo in There!

It’s a Zoo in There! 

An urban adventure for 2nd-4th level characters offering multiple paths of exploration leading to a chilling ethical dilemma with multiple endings depending on the choices your players make. 

As a single-session adventure for low level characters, It’s a Zoo in There! is a great fit for chapter 2 of the hardcover adventure Waterdeep: Dragon Heist.

My original Pay What You Want adventure with over 2500 downloads!

Electrum Best Seller

Sixteen Kobolds

Sixteen Kobolds

Explore a cavern filled with kobolds and their devious traps before taking on their giantess master in this 4 hour dungeon crawl adventure for 4th-6th level characters.

The kobolds dwelling in the rock formation on the southern shore of Lake Billafurrow were only a minor nuisance to the local fishing village - until they befriended a hill giant outcast from Grudd Haug. Now the villagers require heroes to help restore their livelihood. 

Ruudi's Ins & Outs of Undermountain

Ruudi's Ins & Outs of Undermountain

Delve direct into the depths of the Dungeon of the Mad Mage. 10 character-level appropriate adventure hooks in and around Waterdeep for entering each of the first ten levels of Undermountain!

Ruddi Stonekin distills Forgotten Realms lore from source material including The Ruins of Undermountain Boxed Set, City of Splendors, Halls of Undermountain, Volo's Guide to Waterdeep, and Expedition to Undermountain

Perfect for taking parties directly to the depth of the Dungeon of the Mad Mage appropriate for their character level.

Silver Best Seller

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December 2nd, 2019
This is a great book to have in your repertoire! If you need more members for your party or want to get a pickup game going fast, this supplement helps make an adventure fun for a small group! The quality of the book is good overall, and the thoughtful [...]
October 16th, 2019
In Sidekicks Essentials, you'll find an expanded supplement to the Sidekicks that WotC put out this past summer/that they've been working on with Unearthed Arcana. This supplement talks about the history of sidekicks, the purchase of sidekicks, how to [...]
September 4th, 2019
[Video: ] Sidekicks Essentials is exactly what it claims to be: a much-needed expansion on the official sidekick rules presented in the D&D Essentials Kit. [...]
July 21st, 2019
When WOTC advertised a campaign—Dragon of Icespire Peak—as a true single player campaign, they really dropped the ball. This product, however, has picked it up and ran with the concept. It's always tempting to hand your players a sidekick, [...]
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File Last Updated:
July 21, 2019
This title was added to our catalog on July 20, 2019.