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The Shadow Ninja: The Ultimate Stealth Assassin | D&D 5e Build Guide

  • Writer: Arbitrary 20
    Arbitrary 20
  • Apr 8, 2024
  • 4 min read

Original Video:



*This article is an edited version of the script for this video


Race:

Bugbear, gives us proficiency in stealth and extra damage on the first round of combat which is both of the things we are going for on this build


Ability Scores(point buy):

Str: 8

Dex: 15(+2)

Con: 15(+1)

Int: 8

Wis: 15

Cha: 8


Ability Score Priorities(if rolling):

1: Dex

2: Con

3: Wis


Ideal Equipment:

-Shortsword(Levels 1 and 2)

-Rapier(Levels 3+)

-Light or Medium Armor(Levels 1-4)


Level 1: Fighter 1

-Second Wind

-Fighting Style: Unarmed Fighting


Levels 2-6: Monk 1-5

-Unarmored Defense

-Martial Arts

-Ki

-Dedicated Weapon, this is what lets us switch to a rapier

-Monastic Tradition: Way of Shadow

—Shadow Arts: The main reason we are here is Pass Without Trace. This spell will give us and our whole party a +10 to stealth. Even your party members in armor will be able to pass most stealth checks with this up. With this you’ll want to be sneaking around as much as possible trying to get surprise as much as you can and sometimes you’ll just be able to avoid a fight all together

-Deflect Missiles

-Slow Fall

-ASI or Feat: Piercer +1 Dex. Mainly for the +1 Dex but will boost our damage with our rapier a bit as well

-Extra Attack

-Stunning Strike, ok if the enemy has a low con but you’ll usually be better off using pass without trace and flurry of blows


Levels 7-9: Rogue 1-3

-Expertise: Stealth

-Sneak Attack, an extra 2d6 damage per round if we have advantage or an ally nearby

-Cunning Action: Dash and Disengage as a bonus action will be nice for getting in and out of melee

-Roguish Archetype: Assassin

—Assassinate: This is the main reason we are taking these 3 levels of Rogue. It gives us advantage on all of our attacks if the enemy hasn’t taken a turn yet and if we get surprise all of our attacks are critical hits


Level 10: Fighter 2

-Action Surge


Levels 11-15: Ranger 1-5

-Go with the optional features Favored Foe and Deft Explorer. Favored Foe can be used to get some extra damage in if we’re not already concentrating on something like Pass Without Trace. Deft Explorer will just get us expertise in another skill

-Fighting Style: Dueling

-Spells:

—1st: Absorb Elements, Goodberry

—2nd: Pass Without Trace, Locate Object

-Ranger Conclave: Gloom Stalker

—Dread Ambusher: This is the main reason we’re here, we get an extra attack on the first round and that extra attack does some extra damage as well. We also get a bonus to initiative equal to our Wisdom modifier

—Umbral Sight: We pretty much just have greater invisibility in darkness against creatures with darkvision. This will give us advantage on our attacks and disadvantage on attacks against us

-ASI or Feat: Resilient: Wis. This gives us a +1 to Wis which boosts a lot of different things and we get proficiency in Wis saves which are often the worst ones to fail for us.

-We do get Extra Attack again which is a bit redundant but I think it’s still worth it to get 2nd level spell slots and thus more casts of Pass Without Trace


Tactics:

On the first round of combat you’ll want to up to an enemy that is surprised or that hasn’t taken a turn yet. Attack them 3 times at advantage with your rapier applying sneak attack on the first hit and dealing an extra d8 on the 3rd attack if it hits. You can then action surge and do those same 3 attacks but without the sneak attack. Then use your bonus action and flurry of blows. You’ll want to stow or drop your rapier so that the unarmed strikes do a d8 damage. That’s 8 attacks all with an extra 2d6 each from bugbear as well and if the enemy is surprised all of them will be critical hits if they land.


Nova Damage Vs 19 AC:

Action Surge and Surprised: 271.11

Action Surge and Not Surprised: 156.51

Surprised and No Action Surge: 168.78

Not Surprised and No Action Surge: 98.3


Levels 16-20: 3 Variations

-More levels of monk to get more ki points, Evasion, and a feat

-More levels of fighter to get a subclass and a feat. Echo Knight and Battle Master would both be great options that would boost our nova damage

-The last way I would consider is 2 levels of Genie Warlock. 2 levels in warlock would get us Devil’s Sight which could combo pretty well with the Darkness spell we get from Way of Shadow. This combo can be quite disruptive but may be the right pick in some situations

-All of these variations could be taken at different points throughout the build as well if you want them earlier on

-You’ll probably get at least 1 more feat regardless of which way you go. I’d recommend either Alert to boost your initiative or just a +2 to Dex.


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9 Comments


Jason Quang
Jason Quang
May 15

This Shadow Ninja build is absolutely fascinating, and I really appreciate you breaking it down so thoroughly! My biggest takeaway for everyday life is definitely the emphasis on preparation and choosing your moments wisely. It's not just about being reactive, but about understanding your environment and acting with purpose when the time is right. I actually came to a similar conclusion through a different lens, focusing on project management and strategic planning https://www.afr.com/ It's really validating to see how these principles, even in a fantastical D&D context, resonate with real-world effectiveness. Your description of how the Shadow Ninja operates feels spot-on; it truly captures that sense of calculated precision. An interesting addition might be to include some expert interviews, perhaps…


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Mitchel
Mitchel
May 15

This is absolutely fantastic, I'm filing this under must-read for anyone diving into the shadow ninja archetype. It truly sets a new quality benchmark for content on this subject. I’ve been in the trenches with a shadow ninja myself, and I can attest that it definitely gets easier with practice and understanding. It's so refreshing to find a perspective where I genuinely agree with every single point made about the shadow ninja https://www.aic.gov.au/ One thing I’d add to your excellent points is that the effectiveness and feel of a ninja really depend heavily on the context of the campaign. It’s not a one-size-fits-all approach. Considering how much the game has evolved, I’m curious how you feel the shadow ninja concept…


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Ghita Nang
Ghita Nang
May 14

This is such a fantastic breakdown of the Shadow Ninja build, and I completely agree that the real challenge often lies in its daily application, not just theorycrafting. I’ve personally struggled to consistently implement the core tenets of this archetype in my own games, finding myself falling back on more straightforward tactics. It's reassuring to see someone else articulate that connection so clearly. The way you’ve described it resonates deeply with how I've tried to integrate similar stealth and misdirection concepts into my own projects, even outside of tabletop roleplaying https://www.justice.qld.gov.au/initiatives/liquor-gaming Honestly, seeing this level of insight without any notes is precisely how I perceive the Shadow Ninja's strengths and potential. The effort you’ve clearly put into this guide is…


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Michael Smith
Michael Smith
May 14

Wow, my understanding of the Shadow Ninja concept just absolutely leveled up after reading this! Hats off to you for such a comprehensive breakdown. It’s fascinating how you've managed to capture the essence of stealth and precision so effectively within the D&D 5e framework. I’ve always been drawn to characters that operate from the unseen, and this build really speaks to that https://aana.com.au/self-regulation/codes-guidelines/wagering-code/ For what it's worth, this is going straight into my personal collection of resources on this particular character archetype. The overall message about embracing unconventional approaches to combat and infiltration is one I fully support. It reminds me of a time I played a rogue who relied more on misdirection than brute force; it felt incredibly rewarding…


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Erik Streeter
Erik Streeter
May 14

This is such a fantastic breakdown of the Shadow Ninja build! I've been playing around with similar concepts in D&D for a while, and your insights are incredibly helpful. I used to have a very rigid idea of how a stealthy character should operate, but reading this has really opened my eyes to new possibilities, especially regarding the communication aspect you highlighted. It’s something I hadn’t considered as crucial before, but it makes so much sense for maintaining that element of surprise and misdirection. The real-world examples you included were particularly effective in illustrating the core ideas https://www.osko.com.au/ They really solidified my understanding and made the abstract concepts feel much more concrete. I'm definitely going to revisit my own character…


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