diff --git a/Resources/Prototypes/Catalog/Fills/Backpacks/duffelbag.yml b/Resources/Prototypes/Catalog/Fills/Backpacks/duffelbag.yml
index b62553236a..da6103f43f 100644
--- a/Resources/Prototypes/Catalog/Fills/Backpacks/duffelbag.yml
+++ b/Resources/Prototypes/Catalog/Fills/Backpacks/duffelbag.yml
@@ -146,3 +146,25 @@
       - id: BikeHorn
       - id: ClownPDA
       - id: ClothingHeadsetService
+
+- type: entity
+  parent: ClothingBackpackDuffelSyndicate
+  id: ClothingBackpackDuffelSyndicatePyjamaBundle
+  name: syndicate pyjama duffel bag
+  description: "Contains 3 syndicate pyjamas."
+  components:
+  - type: StorageFill
+    contents:
+      - id: ClothingUniformJumpsuitPyjamaSyndicateRed
+      - id: ClothingUniformJumpsuitPyjamaSyndicateBlack
+      - id: ClothingUniformJumpsuitPyjamaSyndicatePink
+      - id: ClothingHeadPyjamaSyndicateRed
+      - id: ClothingHeadPyjamaSyndicateBlack
+      - id: ClothingHeadPyjamaSyndicatePink
+      - id: ClothingShoesSlippers
+        amount: 3   
+      - id: BedsheetSyndie
+        amount: 3   
+      - id: PlushieCarp
+      - id: PlushieNuke
+      - id: PlushieLizard
diff --git a/Resources/Prototypes/Catalog/uplink_catalog.yml b/Resources/Prototypes/Catalog/uplink_catalog.yml
index 1c713441de..26dfbe0d2f 100644
--- a/Resources/Prototypes/Catalog/uplink_catalog.yml
+++ b/Resources/Prototypes/Catalog/uplink_catalog.yml
@@ -270,3 +270,9 @@
   category: Misc
   itemId: ClothingBackpackDuffelSyndicateCostumeClown
   price: 4
+
+- type: uplinkListing
+  id: UplinkCostumePyjama
+  category: Misc
+  itemId: ClothingBackpackDuffelSyndicatePyjamaBundle
+  price: 4
diff --git a/Resources/Prototypes/Entities/Clothing/Head/hats.yml b/Resources/Prototypes/Entities/Clothing/Head/hats.yml
index 084988bdbc..7059f03e9b 100644
--- a/Resources/Prototypes/Entities/Clothing/Head/hats.yml
+++ b/Resources/Prototypes/Entities/Clothing/Head/hats.yml
@@ -373,3 +373,36 @@
     sprite: Clothing/Head/Hats/truckershat.rsi
   - type: Clothing
     sprite: Clothing/Head/Hats/truckershat.rsi
+
+- type: entity
+  parent: ClothingHeadBase
+  id: ClothingHeadPyjamaSyndicateBlack
+  name: syndicate black pyjama hat
+  description: For keeping that traitor head of yours warm.
+  components:
+  - type: Sprite
+    sprite: Clothing/Head/Hats/pyjamasyndicateblack.rsi
+  - type: Clothing
+    sprite: Clothing/Head/Hats/pyjamasyndicateblack.rsi
+
+- type: entity
+  parent: ClothingHeadBase
+  id: ClothingHeadPyjamaSyndicatePink
+  name: syndicate pink pyjama hat
+  description: For keeping that traitor head of yours warm.
+  components:
+  - type: Sprite
+    sprite: Clothing/Head/Hats/pyjamasyndicatepink.rsi
+  - type: Clothing
+    sprite: Clothing/Head/Hats/pyjamasyndicatepink.rsi
+
+- type: entity
+  parent: ClothingHeadBase
+  id: ClothingHeadPyjamaSyndicateRed
+  name: syndicate red pyjama hat
+  description: For keeping that traitor head of yours warm.
+  components:
+  - type: Sprite
+    sprite: Clothing/Head/Hats/pyjamasyndicatered.rsi
+  - type: Clothing
+    sprite: Clothing/Head/Hats/pyjamasyndicatered.rsi
\ No newline at end of file
diff --git a/Resources/Prototypes/Entities/Clothing/Uniforms/jumpsuits.yml b/Resources/Prototypes/Entities/Clothing/Uniforms/jumpsuits.yml
index b640eefcb5..d2eee13dfa 100644
--- a/Resources/Prototypes/Entities/Clothing/Uniforms/jumpsuits.yml
+++ b/Resources/Prototypes/Entities/Clothing/Uniforms/jumpsuits.yml
@@ -645,4 +645,37 @@
   - type: Sprite
     sprite: Clothing/Uniforms/Jumpsuit/lawyerpurple.rsi
   - type: Clothing
-    sprite: Clothing/Uniforms/Jumpsuit/lawyerpurple.rsi
\ No newline at end of file
+    sprite: Clothing/Uniforms/Jumpsuit/lawyerpurple.rsi
+
+- type: entity
+  parent: ClothingUniformBase
+  id: ClothingUniformJumpsuitPyjamaSyndicateBlack
+  name: black syndicate pyjamas
+  description: For those long nights in perma.
+  components:
+  - type: Sprite
+    sprite: Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi
+  - type: Clothing
+    sprite: Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi
+
+- type: entity
+  parent: ClothingUniformBase
+  id: ClothingUniformJumpsuitPyjamaSyndicatePink
+  name: pink syndicate pyjamas
+  description: For those long nights in perma.
+  components:
+  - type: Sprite
+    sprite: Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi
+  - type: Clothing
+    sprite: Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi
+
+- type: entity
+  parent: ClothingUniformBase
+  id: ClothingUniformJumpsuitPyjamaSyndicateRed
+  name: red syndicate pyjamas
+  description: For those long nights in perma.
+  components:
+  - type: Sprite
+    sprite: Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi
+  - type: Clothing
+    sprite: Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi
\ No newline at end of file
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/equipped-HELMET.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/equipped-HELMET.png
new file mode 100644
index 0000000000..5a800745b7
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/equipped-HELMET.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/icon.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/icon.png
new file mode 100644
index 0000000000..7792d3ea44
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/icon.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/inhand-left.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/inhand-left.png
new file mode 100644
index 0000000000..121324831e
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/inhand-left.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/inhand-right.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/inhand-right.png
new file mode 100644
index 0000000000..88fd59c31d
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/inhand-right.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/meta.json b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/meta.json
new file mode 100644
index 0000000000..a470e00944
--- /dev/null
+++ b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicateblack.rsi/meta.json
@@ -0,0 +1,26 @@
+{
+  "version": 1,
+  "license": "CC-BY-SA-3.0",
+  "copyright": "Taken from tgstation at commit https://github.com/tgstation/tgstation/commit/4f6190e2895e09116663ef282d3ce1d8b35c032e",
+  "size": {
+    "x": 32,
+    "y": 32
+  },
+  "states": [
+    {
+      "name": "icon"
+    },
+    {
+      "name": "equipped-HELMET",
+      "directions": 4
+    },
+    {
+      "name": "inhand-left",
+      "directions": 4
+    },
+    {
+      "name": "inhand-right",
+      "directions": 4
+    }
+  ]
+}
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/equipped-HELMET.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/equipped-HELMET.png
new file mode 100644
index 0000000000..1cdd035e78
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/equipped-HELMET.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/icon.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/icon.png
new file mode 100644
index 0000000000..219c278078
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/icon.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/inhand-left.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/inhand-left.png
new file mode 100644
index 0000000000..649723cb7f
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/inhand-left.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/inhand-right.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/inhand-right.png
new file mode 100644
index 0000000000..71b72c54a6
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/inhand-right.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/meta.json b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/meta.json
new file mode 100644
index 0000000000..a470e00944
--- /dev/null
+++ b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatepink.rsi/meta.json
@@ -0,0 +1,26 @@
+{
+  "version": 1,
+  "license": "CC-BY-SA-3.0",
+  "copyright": "Taken from tgstation at commit https://github.com/tgstation/tgstation/commit/4f6190e2895e09116663ef282d3ce1d8b35c032e",
+  "size": {
+    "x": 32,
+    "y": 32
+  },
+  "states": [
+    {
+      "name": "icon"
+    },
+    {
+      "name": "equipped-HELMET",
+      "directions": 4
+    },
+    {
+      "name": "inhand-left",
+      "directions": 4
+    },
+    {
+      "name": "inhand-right",
+      "directions": 4
+    }
+  ]
+}
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/equipped-HELMET.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/equipped-HELMET.png
new file mode 100644
index 0000000000..30c4885ed6
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/equipped-HELMET.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/icon.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/icon.png
new file mode 100644
index 0000000000..6d881c801a
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/icon.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/inhand-left.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/inhand-left.png
new file mode 100644
index 0000000000..d518921fb1
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/inhand-left.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/inhand-right.png b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/inhand-right.png
new file mode 100644
index 0000000000..67594a7ef4
Binary files /dev/null and b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/inhand-right.png differ
diff --git a/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/meta.json b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/meta.json
new file mode 100644
index 0000000000..a470e00944
--- /dev/null
+++ b/Resources/Textures/Clothing/Head/Hats/pyjamasyndicatered.rsi/meta.json
@@ -0,0 +1,26 @@
+{
+  "version": 1,
+  "license": "CC-BY-SA-3.0",
+  "copyright": "Taken from tgstation at commit https://github.com/tgstation/tgstation/commit/4f6190e2895e09116663ef282d3ce1d8b35c032e",
+  "size": {
+    "x": 32,
+    "y": 32
+  },
+  "states": [
+    {
+      "name": "icon"
+    },
+    {
+      "name": "equipped-HELMET",
+      "directions": 4
+    },
+    {
+      "name": "inhand-left",
+      "directions": 4
+    },
+    {
+      "name": "inhand-right",
+      "directions": 4
+    }
+  ]
+}
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/equipped-INNERCLOTHING.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/equipped-INNERCLOTHING.png
new file mode 100644
index 0000000000..1039694d4d
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/equipped-INNERCLOTHING.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/icon.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/icon.png
new file mode 100644
index 0000000000..891c44e7a5
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/icon.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/inhand-left.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/inhand-left.png
new file mode 100644
index 0000000000..3c094e024f
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/inhand-left.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/inhand-right.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/inhand-right.png
new file mode 100644
index 0000000000..ca9365376b
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/inhand-right.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/meta.json b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/meta.json
new file mode 100644
index 0000000000..a0e86f87fd
--- /dev/null
+++ b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicateblack.rsi/meta.json
@@ -0,0 +1,26 @@
+{
+  "version": 1,
+  "license": "CC-BY-SA-3.0",
+  "copyright": "Taken from tgstation at commit https://github.com/tgstation/tgstation/commit/c838ba21dae97db345e0113f99596decd1d66039",
+  "size": {
+    "x": 32,
+    "y": 32
+  },
+  "states": [
+    {
+      "name": "icon"
+    },
+    {
+      "name": "equipped-INNERCLOTHING",
+      "directions": 4
+    },
+    {
+      "name": "inhand-left",
+      "directions": 4
+    },
+    {
+      "name": "inhand-right",
+      "directions": 4
+    }
+  ]
+}
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/equipped-INNERCLOTHING.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/equipped-INNERCLOTHING.png
new file mode 100644
index 0000000000..c632b4f3b4
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/equipped-INNERCLOTHING.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/icon.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/icon.png
new file mode 100644
index 0000000000..7ac046c62a
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/icon.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/inhand-left.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/inhand-left.png
new file mode 100644
index 0000000000..77e77c5c76
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/inhand-left.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/inhand-right.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/inhand-right.png
new file mode 100644
index 0000000000..e878a3b702
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/inhand-right.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/meta.json b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/meta.json
new file mode 100644
index 0000000000..a0e86f87fd
--- /dev/null
+++ b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatepink.rsi/meta.json
@@ -0,0 +1,26 @@
+{
+  "version": 1,
+  "license": "CC-BY-SA-3.0",
+  "copyright": "Taken from tgstation at commit https://github.com/tgstation/tgstation/commit/c838ba21dae97db345e0113f99596decd1d66039",
+  "size": {
+    "x": 32,
+    "y": 32
+  },
+  "states": [
+    {
+      "name": "icon"
+    },
+    {
+      "name": "equipped-INNERCLOTHING",
+      "directions": 4
+    },
+    {
+      "name": "inhand-left",
+      "directions": 4
+    },
+    {
+      "name": "inhand-right",
+      "directions": 4
+    }
+  ]
+}
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/equipped-INNERCLOTHING.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/equipped-INNERCLOTHING.png
new file mode 100644
index 0000000000..b1c38e4bd1
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/equipped-INNERCLOTHING.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/icon.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/icon.png
new file mode 100644
index 0000000000..1490a9590b
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/icon.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/inhand-left.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/inhand-left.png
new file mode 100644
index 0000000000..279496c0cb
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/inhand-left.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/inhand-right.png b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/inhand-right.png
new file mode 100644
index 0000000000..5a445021ad
Binary files /dev/null and b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/inhand-right.png differ
diff --git a/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/meta.json b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/meta.json
new file mode 100644
index 0000000000..a0e86f87fd
--- /dev/null
+++ b/Resources/Textures/Clothing/Uniforms/Jumpsuit/pyjamasyndicatered.rsi/meta.json
@@ -0,0 +1,26 @@
+{
+  "version": 1,
+  "license": "CC-BY-SA-3.0",
+  "copyright": "Taken from tgstation at commit https://github.com/tgstation/tgstation/commit/c838ba21dae97db345e0113f99596decd1d66039",
+  "size": {
+    "x": 32,
+    "y": 32
+  },
+  "states": [
+    {
+      "name": "icon"
+    },
+    {
+      "name": "equipped-INNERCLOTHING",
+      "directions": 4
+    },
+    {
+      "name": "inhand-left",
+      "directions": 4
+    },
+    {
+      "name": "inhand-right",
+      "directions": 4
+    }
+  ]
+}