diff --git a/.github/workflows/ansible_kira_restart.yml b/.github/workflows/ansible_kira_restart.yml
index f1f3948ae8..d439a7dbcc 100644
--- a/.github/workflows/ansible_kira_restart.yml
+++ b/.github/workflows/ansible_kira_restart.yml
@@ -15,6 +15,19 @@ jobs:
     steps:
       - name: Checkout code
         uses: actions/checkout@v3
+
+      - name: ☕ Setup Java
+        uses: actions/setup-java@v3
+        with:
+          java-version: '17'
+          distribution: 'temurin'
+
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+      - name: 🐘 Gradle Build
+        run: CI=true ./gradlew :ansible:build
+
       - name: Inject secrets
         run: 'echo "$SECRETS_YML" > variables/secrets.yml'
         shell: bash
diff --git a/.github/workflows/ansible_ping.yml b/.github/workflows/ansible_ping.yml
index 2ed6be0be7..410353388f 100644
--- a/.github/workflows/ansible_ping.yml
+++ b/.github/workflows/ansible_ping.yml
@@ -15,6 +15,19 @@ jobs:
     steps:
       - name: Checkout code
         uses: actions/checkout@v3
+
+      - name: ☕ Setup Java
+        uses: actions/setup-java@v3
+        with:
+          java-version: '17'
+          distribution: 'temurin'
+
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+      - name: 🐘 Gradle Build
+        run: CI=true ./gradlew :ansible:build
+
       - name: Inject secrets
         run: 'echo "$SECRETS_YML" > variables/secrets.yml'
         shell: bash
diff --git a/.github/workflows/ansible_setup_server.yml b/.github/workflows/ansible_setup_server.yml
index a9a47ce20f..3c705d9678 100644
--- a/.github/workflows/ansible_setup_server.yml
+++ b/.github/workflows/ansible_setup_server.yml
@@ -15,6 +15,19 @@ jobs:
     steps:
       - name: Checkout code
         uses: actions/checkout@v3
+
+      - name: ☕ Setup Java
+        uses: actions/setup-java@v3
+        with:
+          java-version: '17'
+          distribution: 'temurin'
+
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+      - name: 🐘 Gradle Build
+        run: CI=true ./gradlew :ansible:build
+
       - name: Inject secrets
         run: 'echo "$SECRETS_YML" > variables/secrets.yml'
         shell: bash
diff --git a/.github/workflows/ansible_start_server.yml b/.github/workflows/ansible_start_server.yml
index 9fec351878..f03fec7d81 100644
--- a/.github/workflows/ansible_start_server.yml
+++ b/.github/workflows/ansible_start_server.yml
@@ -15,6 +15,19 @@ jobs:
     steps:
       - name: Checkout code
         uses: actions/checkout@v3
+
+      - name: ☕ Setup Java
+        uses: actions/setup-java@v3
+        with:
+          java-version: '17'
+          distribution: 'temurin'
+
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+      - name: 🐘 Gradle Build
+        run: CI=true ./gradlew :ansible:build
+
       - name: Inject secrets
         run: 'echo "$SECRETS_YML" > variables/secrets.yml'
         shell: bash
diff --git a/.github/workflows/ansible_stop_server.yml b/.github/workflows/ansible_stop_server.yml
index 5581f7372a..291ea9bb2d 100644
--- a/.github/workflows/ansible_stop_server.yml
+++ b/.github/workflows/ansible_stop_server.yml
@@ -15,6 +15,19 @@ jobs:
     steps:
       - name: Checkout code
         uses: actions/checkout@v3
+
+      - name: ☕ Setup Java
+        uses: actions/setup-java@v3
+        with:
+          java-version: '17'
+          distribution: 'temurin'
+
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+      - name: 🐘 Gradle Build
+        run: CI=true ./gradlew :ansible:build
+
       - name: Inject secrets
         run: 'echo "$SECRETS_YML" > variables/secrets.yml'
         shell: bash
diff --git a/.github/workflows/ansible_update_server.yml b/.github/workflows/ansible_update_server.yml
index 1be49e3041..25c4d4c122 100644
--- a/.github/workflows/ansible_update_server.yml
+++ b/.github/workflows/ansible_update_server.yml
@@ -15,6 +15,19 @@ jobs:
     steps:
       - name: Checkout code
         uses: actions/checkout@v3
+
+      - name: ☕ Setup Java
+        uses: actions/setup-java@v3
+        with:
+          java-version: '17'
+          distribution: 'temurin'
+
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+      - name: 🐘 Gradle Build
+        run: CI=true ./gradlew :ansible:build
+
       - name: Inject secrets
         run: 'echo "$SECRETS_YML" > variables/secrets.yml'
         shell: bash
diff --git a/.github/workflows/build_gradle_project.yaml b/.github/workflows/build_gradle_project.yaml
index 8e244a734c..d9bcebda0f 100644
--- a/.github/workflows/build_gradle_project.yaml
+++ b/.github/workflows/build_gradle_project.yaml
@@ -34,21 +34,17 @@ jobs:
       - name: 🚩 Checkout Repo
         uses: actions/checkout@v4
 
-      - name: ❓ Ensure Wrapper Permissions
-        run: chmod +x ./gradlew
-
       - name: ☕ Setup Java
         uses: actions/setup-java@v3
         with:
           java-version: '17'
           distribution: 'temurin'
 
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
       - name: 🐘 Gradle Build
-        uses: gradle/gradle-build-action@v2
-        env:
-          CI: true
-        with:
-          arguments: "${{inputs.category}}:${{inputs.project}}:build --scan"
+        run: CI=true ./gradlew ${{inputs.category}}:${{inputs.project}}:build --scan
 
       - name: 🗃️ Upload Build Artifact
         uses: actions/upload-artifact@v3
diff --git a/.github/workflows/check_gradle_all.yaml b/.github/workflows/check_gradle_all.yaml
index c034fc2b0d..7c74b5916a 100644
--- a/.github/workflows/check_gradle_all.yaml
+++ b/.github/workflows/check_gradle_all.yaml
@@ -14,18 +14,14 @@ jobs:
       - name: 🚩 Checkout Repo
         uses: actions/checkout@v4
 
-      - name: ❓ Ensure Wrapper Permissions
-        run: chmod +x ./gradlew
-
       - name: ☕ Setup Java
         uses: actions/setup-java@v3
         with:
           java-version: '17'
           distribution: 'temurin'
 
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
       - name: 🐘 Gradle Check
-        uses: gradle/gradle-build-action@v2
-        env:
-          CI: true
-        with:
-          arguments: "check --scan"
+        run: CI=true ./gradlew check --scan
diff --git a/.github/workflows/publish_gradle_project.yaml b/.github/workflows/publish_gradle_project.yaml
index b7c0f86933..60b116d20f 100644
--- a/.github/workflows/publish_gradle_project.yaml
+++ b/.github/workflows/publish_gradle_project.yaml
@@ -48,23 +48,19 @@ jobs:
       - name: 🚩 Checkout Repo
         uses: actions/checkout@v4
 
-      - name: ❓ Ensure Wrapper Permissions
-        run: chmod +x ./gradlew
-
       - name: ☕ Setup Java
         uses: actions/setup-java@v3
         with:
           java-version: '17'
           distribution: 'temurin'
 
-      # TODO: Bump version if not already done
+      - name: 🐘 Setup Gradle
+        uses: gradle/actions/setup-gradle@v3
+
+        # TODO: Bump version if not already done
 
       - name: 🐘 Gradle Build
-        uses: gradle/gradle-build-action@v2
-        env:
-          CI: true
-        with:
-          arguments: "${{needs.determine_values.outputs.category}}:${{needs.determine_values.outputs.project}}:build --scan"
+        run: CI=true ./gradlew ${{needs.determine_values.outputs.category}}:${{needs.determine_values.outputs.project}}:build --scan
 
       - name: 🗃️ Create/Update Release
         uses: softprops/action-gh-release@v1
@@ -73,9 +69,4 @@ jobs:
           files: '${{needs.determine_values.outputs.category}}/${{needs.determine_values.outputs.project}}/build/libs/*'
 
       - name: 🐘 Gradle Publish
-        uses: gradle/gradle-build-action@v2
-        env:
-          CI: true
-          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-        with:
-          arguments: "${{needs.determine_values.outputs.category}}:${{needs.determine_values.outputs.project}}:publish --scan"
+        run: CI=true GITHUB_TOKEN=${{secrets.GITHUB_TOKEN}} ./gradlew ${{needs.determine_values.outputs.category}}:${{needs.determine_values.outputs.project}}:publish --scan
diff --git a/README.md b/README.md
index 7a3c30bc69..8d1eacb0ca 100644
--- a/README.md
+++ b/README.md
@@ -8,8 +8,12 @@ This monorepo will eventually contain all civ projects and development
 
 ### Containers
 A docker compose stack is provided to help test containers built from
-this repo. To start the stack, run the following command:
-`docker compose up --build`. Please note that this stack is NOT suitable for production use.
+this repo. To start the stack, run the following commands:
+
+1. `gradle :ansible:build`
+2. `docker compose up`
+
+Please note that this stack is NOT suitable for production use.
 
 Container data (world, logs, etc.) are mounted at [./containers/data](./containers/data).
 
diff --git a/ansible/README.md b/ansible/README.md
index 32e4037106..538b88f065 100644
--- a/ansible/README.md
+++ b/ansible/README.md
@@ -1,4 +1,8 @@
 # CivAnsible
+This project is a hybrid gradle/ansible project that is designed to provision and deploy services to a server.
+
+Vendored plugins are located in `src/` (gradle), since they are used to build the end plugin directory (`/build/`)
+Configs are located in `files/`, since they are purely copied by ansible
 
 ## Prerequisites
 1. Create a user on the server named `actions` with sudo privileges
@@ -9,6 +13,10 @@
 3. Create a repo scoped secret with the contents of your secrets.yml called SECRETS_YML
 4. Create an ansible inventory named after the environment
 
+## Usage
+1. Build dependencies with `gradle :ansible:build`
+2. Use an ansible playbook with `ansible-playbook -i inventories/<inventory> playbooks/<playbook>`
+
 ## TODOs
 - Private Config
 - Mount backups location and configure params, setup
diff --git a/ansible/build.gradle.kts b/ansible/build.gradle.kts
new file mode 100644
index 0000000000..5debb4412a
--- /dev/null
+++ b/ansible/build.gradle.kts
@@ -0,0 +1,48 @@
+val paperPlugin by configurations.creating
+val proxyPlugin by configurations.creating
+
+dependencies {
+    paperPlugin(project(path = ":plugins:banstick-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:bastion-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:citadel-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:civchat2-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:civduties-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:civmodcore-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:combattagplus-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:essenceglue-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:exilepearl-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:factorymod-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:finale-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:hiddenore-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:itemexchange-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:jukealert-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:kirabukkitgateway-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:namecolors-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:namelayer-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:railswitch-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:randomspawn-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:realisticbiomes-paper", configuration = "reobf"))
+    paperPlugin(project(path = ":plugins:simpleadminhacks-paper", configuration = "reobf"))
+}
+
+val copyPaperPlugins = tasks.register<Copy>("copyPaperPlugins") {
+    dependsOn(paperPlugin)
+
+    from("$projectDir/src/paper-plugins")
+    from(paperPlugin.resolvedConfiguration.resolvedArtifacts.map { it.file })
+    into("$buildDir/paper-plugins")
+}
+
+val copyProxyPlugins = tasks.register<Copy>("copyProxyPlugins") {
+    dependsOn(proxyPlugin)
+
+    from("$projectDir/src/proxy-plugins")
+    from(proxyPlugin.resolvedConfiguration.resolvedArtifacts.map { it.file })
+    into("$buildDir/proxy-plugins")
+}
+
+// TODO: Is build the right name?
+tasks.register("build") {
+    dependsOn(copyPaperPlugins)
+    dependsOn(copyProxyPlugins)
+}
diff --git a/ansible/files/paper-plugins/banstick-paper-2.0.1.jar b/ansible/files/paper-plugins/banstick-paper-2.0.1.jar
deleted file mode 100644
index be8facac56..0000000000
Binary files a/ansible/files/paper-plugins/banstick-paper-2.0.1.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/bastion-paper-3.0.1.jar b/ansible/files/paper-plugins/bastion-paper-3.0.1.jar
deleted file mode 100644
index d6518f706d..0000000000
Binary files a/ansible/files/paper-plugins/bastion-paper-3.0.1.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/citadel-paper-5.2.4.jar b/ansible/files/paper-plugins/citadel-paper-5.2.4.jar
deleted file mode 100644
index 5e04292a09..0000000000
Binary files a/ansible/files/paper-plugins/citadel-paper-5.2.4.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/civchat2-paper-2.2.2.jar b/ansible/files/paper-plugins/civchat2-paper-2.2.2.jar
deleted file mode 100644
index fc3911376d..0000000000
Binary files a/ansible/files/paper-plugins/civchat2-paper-2.2.2.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/civduties-paper-1.5.0-SNAPSHOT.jar b/ansible/files/paper-plugins/civduties-paper-1.5.0-SNAPSHOT.jar
deleted file mode 100644
index f68b3d1cb1..0000000000
Binary files a/ansible/files/paper-plugins/civduties-paper-1.5.0-SNAPSHOT.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/civmodcore-paper-3.0.6.jar b/ansible/files/paper-plugins/civmodcore-paper-3.0.6.jar
deleted file mode 100644
index b89df10f31..0000000000
Binary files a/ansible/files/paper-plugins/civmodcore-paper-3.0.6.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/combattagplus-paper-2.0.1.jar b/ansible/files/paper-plugins/combattagplus-paper-2.0.1.jar
deleted file mode 100644
index 06cba9e83b..0000000000
Binary files a/ansible/files/paper-plugins/combattagplus-paper-2.0.1.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/essenceglue-paper-2.0.0-SNAPSHOT.jar b/ansible/files/paper-plugins/essenceglue-paper-2.0.0-SNAPSHOT.jar
deleted file mode 100644
index 862b0b647d..0000000000
Binary files a/ansible/files/paper-plugins/essenceglue-paper-2.0.0-SNAPSHOT.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/exilepearl-paper-2.1.6.jar b/ansible/files/paper-plugins/exilepearl-paper-2.1.6.jar
deleted file mode 100644
index 11a461b5a8..0000000000
Binary files a/ansible/files/paper-plugins/exilepearl-paper-2.1.6.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/factorymod-paper-3.1.0.jar b/ansible/files/paper-plugins/factorymod-paper-3.1.0.jar
deleted file mode 100644
index d534a25380..0000000000
Binary files a/ansible/files/paper-plugins/factorymod-paper-3.1.0.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/finale-paper-2.1.0.jar b/ansible/files/paper-plugins/finale-paper-2.1.0.jar
deleted file mode 100644
index 09941d7fa5..0000000000
Binary files a/ansible/files/paper-plugins/finale-paper-2.1.0.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/hiddenore-paper-2.0.0-SNAPSHOT.jar b/ansible/files/paper-plugins/hiddenore-paper-2.0.0-SNAPSHOT.jar
deleted file mode 100644
index 0d53608af3..0000000000
Binary files a/ansible/files/paper-plugins/hiddenore-paper-2.0.0-SNAPSHOT.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/itemexchange-paper-2.0.2.jar b/ansible/files/paper-plugins/itemexchange-paper-2.0.2.jar
deleted file mode 100644
index d539895ddb..0000000000
Binary files a/ansible/files/paper-plugins/itemexchange-paper-2.0.2.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/jukealert-paper-3.0.8.jar b/ansible/files/paper-plugins/jukealert-paper-3.0.8.jar
deleted file mode 100644
index 6cd941fc5e..0000000000
Binary files a/ansible/files/paper-plugins/jukealert-paper-3.0.8.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/kirabukkitgateway-paper-2.0.3.jar b/ansible/files/paper-plugins/kirabukkitgateway-paper-2.0.3.jar
deleted file mode 100644
index 31dcb01b14..0000000000
Binary files a/ansible/files/paper-plugins/kirabukkitgateway-paper-2.0.3.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/namecolors-paper-2.0.0-SNAPSHOT.jar b/ansible/files/paper-plugins/namecolors-paper-2.0.0-SNAPSHOT.jar
deleted file mode 100644
index f31bc723da..0000000000
Binary files a/ansible/files/paper-plugins/namecolors-paper-2.0.0-SNAPSHOT.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/namelayer-paper-3.0.6.jar b/ansible/files/paper-plugins/namelayer-paper-3.0.6.jar
deleted file mode 100644
index f2fcd1b263..0000000000
Binary files a/ansible/files/paper-plugins/namelayer-paper-3.0.6.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/railswitch-paper-2.0.0-SNAPSHOT.jar b/ansible/files/paper-plugins/railswitch-paper-2.0.0-SNAPSHOT.jar
deleted file mode 100644
index 3551b39cc4..0000000000
Binary files a/ansible/files/paper-plugins/railswitch-paper-2.0.0-SNAPSHOT.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/randomspawn-paper-3.0.4.jar b/ansible/files/paper-plugins/randomspawn-paper-3.0.4.jar
deleted file mode 100644
index ce56170cfb..0000000000
Binary files a/ansible/files/paper-plugins/randomspawn-paper-3.0.4.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/realisticbiomes-paper-3.2.3.jar b/ansible/files/paper-plugins/realisticbiomes-paper-3.2.3.jar
deleted file mode 100644
index 30f6c0cbff..0000000000
Binary files a/ansible/files/paper-plugins/realisticbiomes-paper-3.2.3.jar and /dev/null differ
diff --git a/ansible/files/paper-plugins/simpleadminhacks-paper-2.3.2.jar b/ansible/files/paper-plugins/simpleadminhacks-paper-2.3.2.jar
deleted file mode 100644
index 703a2908d6..0000000000
Binary files a/ansible/files/paper-plugins/simpleadminhacks-paper-2.3.2.jar and /dev/null differ
diff --git a/ansible/playbooks/ping.yml b/ansible/playbooks/ping.yml
index caff1a430f..c6e1b85bcd 100644
--- a/ansible/playbooks/ping.yml
+++ b/ansible/playbooks/ping.yml
@@ -2,6 +2,9 @@
   hosts: all
 
   tasks:
+    - name: Ping | Include Preflight
+      include_tasks: ../tasks/preflight-checks.yml
+
     - name: Configure | Expand setting
       include_tasks: ../tasks/expand-setting.yml
 
diff --git a/ansible/playbooks/restart-kira.yml b/ansible/playbooks/restart-kira.yml
index 6d97a04015..a695618382 100644
--- a/ansible/playbooks/restart-kira.yml
+++ b/ansible/playbooks/restart-kira.yml
@@ -3,6 +3,9 @@
   become: true
 
   tasks:
+    - name: Restart Kira | Include Preflight
+      include_tasks: ../tasks/preflight-checks.yml
+
     - name: Restart Kira | Expand setting
       include_tasks: ../tasks/expand-setting.yml
 
diff --git a/ansible/playbooks/setup-server.yml b/ansible/playbooks/setup-server.yml
index cc69d9b27f..4f720d708d 100644
--- a/ansible/playbooks/setup-server.yml
+++ b/ansible/playbooks/setup-server.yml
@@ -3,6 +3,9 @@
   become: true
 
   tasks:
+    - name: Setup Server | Include Preflight
+      include_tasks: ../tasks/preflight-checks.yml
+
     - name: Setup Server | Expand setting
       include_tasks: ../tasks/expand-setting.yml
 
diff --git a/ansible/playbooks/start-server.yml b/ansible/playbooks/start-server.yml
index 9075960a7e..04c4c438d4 100644
--- a/ansible/playbooks/start-server.yml
+++ b/ansible/playbooks/start-server.yml
@@ -3,6 +3,9 @@
   become: true
 
   tasks:
+    - name: Start Server | Include Preflight
+      include_tasks: ../tasks/preflight-checks.yml
+
     - name: Start Server | Expand setting
       include_tasks: ../tasks/expand-setting.yml
 
diff --git a/ansible/playbooks/stop-server.yml b/ansible/playbooks/stop-server.yml
index 29f652b951..dddedba7b5 100644
--- a/ansible/playbooks/stop-server.yml
+++ b/ansible/playbooks/stop-server.yml
@@ -3,6 +3,9 @@
   become: true
 
   tasks:
+    - name: Stop Server| Include Preflight
+      include_tasks: ../tasks/preflight-checks.yml
+
     - name: Stop Server | Expand setting
       include_tasks: ../tasks/expand-setting.yml
 
diff --git a/ansible/playbooks/update-server.yml b/ansible/playbooks/update-server.yml
index 4958b506af..7fe6677b48 100644
--- a/ansible/playbooks/update-server.yml
+++ b/ansible/playbooks/update-server.yml
@@ -3,6 +3,9 @@
   become: true
 
   tasks:
+    - name: Update Serer | Include Preflight
+      include_tasks: ../tasks/preflight-checks.yml
+
     - name: Update Server | Expand setting
       include_tasks: ../tasks/expand-setting.yml
 
diff --git a/ansible/files/paper-plugins/Brewery-feddff9.jar b/ansible/src/paper-plugins/Brewery-feddff9.jar
similarity index 100%
rename from ansible/files/paper-plugins/Brewery-feddff9.jar
rename to ansible/src/paper-plugins/Brewery-feddff9.jar
diff --git a/ansible/files/paper-plugins/Chunky-1.3.136.jar b/ansible/src/paper-plugins/Chunky-1.3.136.jar
similarity index 100%
rename from ansible/files/paper-plugins/Chunky-1.3.136.jar
rename to ansible/src/paper-plugins/Chunky-1.3.136.jar
diff --git a/ansible/files/paper-plugins/ChunkyBorder-1.1.59.jar b/ansible/src/paper-plugins/ChunkyBorder-1.1.59.jar
similarity index 100%
rename from ansible/files/paper-plugins/ChunkyBorder-1.1.59.jar
rename to ansible/src/paper-plugins/ChunkyBorder-1.1.59.jar
diff --git a/ansible/files/paper-plugins/Clearlag-3.2.2.jar b/ansible/src/paper-plugins/Clearlag-3.2.2.jar
similarity index 100%
rename from ansible/files/paper-plugins/Clearlag-3.2.2.jar
rename to ansible/src/paper-plugins/Clearlag-3.2.2.jar
diff --git a/ansible/files/paper-plugins/CraftEnhance-2.4.3.jar b/ansible/src/paper-plugins/CraftEnhance-2.4.3.jar
similarity index 100%
rename from ansible/files/paper-plugins/CraftEnhance-2.4.3.jar
rename to ansible/src/paper-plugins/CraftEnhance-2.4.3.jar
diff --git a/ansible/files/paper-plugins/DiscordSRV-Build-1.27.0.jar b/ansible/src/paper-plugins/DiscordSRV-Build-1.27.0.jar
similarity index 100%
rename from ansible/files/paper-plugins/DiscordSRV-Build-1.27.0.jar
rename to ansible/src/paper-plugins/DiscordSRV-Build-1.27.0.jar
diff --git a/ansible/files/paper-plugins/Donum-paper-2.0.0-SNAPSHOT.jar b/ansible/src/paper-plugins/Donum-paper-2.0.0-SNAPSHOT.jar
similarity index 100%
rename from ansible/files/paper-plugins/Donum-paper-2.0.0-SNAPSHOT.jar
rename to ansible/src/paper-plugins/Donum-paper-2.0.0-SNAPSHOT.jar
diff --git a/ansible/files/paper-plugins/EntityDetection-1.2.0.jar b/ansible/src/paper-plugins/EntityDetection-1.2.0.jar
similarity index 100%
rename from ansible/files/paper-plugins/EntityDetection-1.2.0.jar
rename to ansible/src/paper-plugins/EntityDetection-1.2.0.jar
diff --git a/ansible/files/paper-plugins/GSit-1.8.0.jar b/ansible/src/paper-plugins/GSit-1.8.0.jar
similarity index 100%
rename from ansible/files/paper-plugins/GSit-1.8.0.jar
rename to ansible/src/paper-plugins/GSit-1.8.0.jar
diff --git a/ansible/files/paper-plugins/HolographicDisplays-3.0.4.jar b/ansible/src/paper-plugins/HolographicDisplays-3.0.4.jar
similarity index 100%
rename from ansible/files/paper-plugins/HolographicDisplays-3.0.4.jar
rename to ansible/src/paper-plugins/HolographicDisplays-3.0.4.jar
diff --git a/ansible/files/paper-plugins/Insights-6.17.2.jar b/ansible/src/paper-plugins/Insights-6.17.2.jar
similarity index 100%
rename from ansible/files/paper-plugins/Insights-6.17.2.jar
rename to ansible/src/paper-plugins/Insights-6.17.2.jar
diff --git a/ansible/files/paper-plugins/LuckPerms-5.4.0.jar b/ansible/src/paper-plugins/LuckPerms-5.4.0.jar
similarity index 100%
rename from ansible/files/paper-plugins/LuckPerms-5.4.0.jar
rename to ansible/src/paper-plugins/LuckPerms-5.4.0.jar
diff --git a/ansible/files/paper-plugins/MythicMobs-5.0.2.jar.disabled b/ansible/src/paper-plugins/MythicMobs-5.0.2.jar.disabled
similarity index 100%
rename from ansible/files/paper-plugins/MythicMobs-5.0.2.jar.disabled
rename to ansible/src/paper-plugins/MythicMobs-5.0.2.jar.disabled
diff --git a/ansible/files/paper-plugins/ProtocolLib.jar b/ansible/src/paper-plugins/ProtocolLib.jar
similarity index 100%
rename from ansible/files/paper-plugins/ProtocolLib.jar
rename to ansible/src/paper-plugins/ProtocolLib.jar
diff --git a/ansible/files/paper-plugins/SuperVanish-6.2.18.jar b/ansible/src/paper-plugins/SuperVanish-6.2.18.jar
similarity index 100%
rename from ansible/files/paper-plugins/SuperVanish-6.2.18.jar
rename to ansible/src/paper-plugins/SuperVanish-6.2.18.jar
diff --git a/ansible/files/paper-plugins/TAB v4.1.2.jar b/ansible/src/paper-plugins/TAB v4.1.2.jar
similarity index 100%
rename from ansible/files/paper-plugins/TAB v4.1.2.jar
rename to ansible/src/paper-plugins/TAB v4.1.2.jar
diff --git a/ansible/files/paper-plugins/Terra-bukkit-6.4.3-BETA+ab60f14ff-shaded.jar b/ansible/src/paper-plugins/Terra-bukkit-6.4.3-BETA+ab60f14ff-shaded.jar
similarity index 100%
rename from ansible/files/paper-plugins/Terra-bukkit-6.4.3-BETA+ab60f14ff-shaded.jar
rename to ansible/src/paper-plugins/Terra-bukkit-6.4.3-BETA+ab60f14ff-shaded.jar
diff --git a/ansible/files/paper-plugins/Vault.jar b/ansible/src/paper-plugins/Vault.jar
similarity index 100%
rename from ansible/files/paper-plugins/Vault.jar
rename to ansible/src/paper-plugins/Vault.jar
diff --git a/ansible/files/paper-plugins/ViaBackwards-4.10.1.jar b/ansible/src/paper-plugins/ViaBackwards-4.10.1.jar
similarity index 100%
rename from ansible/files/paper-plugins/ViaBackwards-4.10.1.jar
rename to ansible/src/paper-plugins/ViaBackwards-4.10.1.jar
diff --git a/ansible/files/paper-plugins/ViaVersion-4.10.1.jar b/ansible/src/paper-plugins/ViaVersion-4.10.1.jar
similarity index 100%
rename from ansible/files/paper-plugins/ViaVersion-4.10.1.jar
rename to ansible/src/paper-plugins/ViaVersion-4.10.1.jar
diff --git a/ansible/files/paper-plugins/Votifier-2.7.3.jar b/ansible/src/paper-plugins/Votifier-2.7.3.jar
similarity index 100%
rename from ansible/files/paper-plugins/Votifier-2.7.3.jar
rename to ansible/src/paper-plugins/Votifier-2.7.3.jar
diff --git a/ansible/files/paper-plugins/WorldEditSelectionVisualizer-2.1.5.jar b/ansible/src/paper-plugins/WorldEditSelectionVisualizer-2.1.5.jar
similarity index 100%
rename from ansible/files/paper-plugins/WorldEditSelectionVisualizer-2.1.5.jar
rename to ansible/src/paper-plugins/WorldEditSelectionVisualizer-2.1.5.jar
diff --git a/ansible/files/paper-plugins/aqua-1.1.1.jar b/ansible/src/paper-plugins/aqua-1.1.1.jar
similarity index 100%
rename from ansible/files/paper-plugins/aqua-1.1.1.jar
rename to ansible/src/paper-plugins/aqua-1.1.1.jar
diff --git a/ansible/files/paper-plugins/castlegates-paper-2.0.2.jar b/ansible/src/paper-plugins/castlegates-paper-2.0.2.jar
similarity index 100%
rename from ansible/files/paper-plugins/castlegates-paper-2.0.2.jar
rename to ansible/src/paper-plugins/castlegates-paper-2.0.2.jar
diff --git a/ansible/files/paper-plugins/even-more-fish-1.6.11.17.jar b/ansible/src/paper-plugins/even-more-fish-1.6.11.17.jar
similarity index 100%
rename from ansible/files/paper-plugins/even-more-fish-1.6.11.17.jar
rename to ansible/src/paper-plugins/even-more-fish-1.6.11.17.jar
diff --git a/ansible/files/paper-plugins/orebfuscator-plugin-5.4.3.jar b/ansible/src/paper-plugins/orebfuscator-plugin-5.4.3.jar
similarity index 100%
rename from ansible/files/paper-plugins/orebfuscator-plugin-5.4.3.jar
rename to ansible/src/paper-plugins/orebfuscator-plugin-5.4.3.jar
diff --git a/ansible/files/paper-plugins/spark-bukkit-1.8.14.jar b/ansible/src/paper-plugins/spark-bukkit-1.8.14.jar
similarity index 100%
rename from ansible/files/paper-plugins/spark-bukkit-1.8.14.jar
rename to ansible/src/paper-plugins/spark-bukkit-1.8.14.jar
diff --git a/ansible/files/paper-plugins/worldedit-bukkit-7.2.19.jar b/ansible/src/paper-plugins/worldedit-bukkit-7.2.19.jar
similarity index 100%
rename from ansible/files/paper-plugins/worldedit-bukkit-7.2.19.jar
rename to ansible/src/paper-plugins/worldedit-bukkit-7.2.19.jar
diff --git a/ansible/files/proxy-plugins/LuckPerms-Bungee-5.4.25.jar b/ansible/src/proxy-plugins/LuckPerms-Bungee-5.4.25.jar
similarity index 100%
rename from ansible/files/proxy-plugins/LuckPerms-Bungee-5.4.25.jar
rename to ansible/src/proxy-plugins/LuckPerms-Bungee-5.4.25.jar
diff --git a/ansible/tasks/deploy/stacks.yml b/ansible/tasks/deploy/stacks.yml
index a9cfcbe098..eb616112d5 100644
--- a/ansible/tasks/deploy/stacks.yml
+++ b/ansible/tasks/deploy/stacks.yml
@@ -48,13 +48,13 @@
       - "'swarm_manager' in group_names"
       - item.enabled
   copy:
-      src: '../../files/{{item.file}}'
+      src: '{{item.file}}'
       dest: '/opt/stacks/{{item.target}}'
   loop:
-      - { file: 'paper-config', target: 'minecraft', enabled: setting.minecraft.enabled }
-      - { file: 'paper-plugins', target: 'minecraft', enabled: setting.minecraft.enabled }
-      - { file: 'proxy-config', target: 'minecraft', enabled: setting.minecraft.enabled }
-      - { file: 'proxy-plugins', target: 'minecraft', enabled: setting.minecraft.enabled }
+      - { file: '../../files/paper-config', target: 'minecraft', enabled: setting.minecraft.enabled }
+      - { file: '../../files/proxy-config', target: 'minecraft', enabled: setting.minecraft.enabled }
+      - { file: '../../build/paper-plugins', target: 'minecraft', enabled: setting.minecraft.enabled }
+      - { file: '../../build/proxy-plugins', target: 'minecraft', enabled: setting.minecraft.enabled }
 
 - name: Deploy Stacks | Deploy Stacks
   when:
diff --git a/ansible/tasks/preflight-checks.yml b/ansible/tasks/preflight-checks.yml
new file mode 100644
index 0000000000..0f405b499f
--- /dev/null
+++ b/ansible/tasks/preflight-checks.yml
@@ -0,0 +1,19 @@
+- name: Preflight Checks | Check for secrets.yml
+  connection: local
+  stat: path=../variables/secrets.yml
+  register: secrets_yml
+
+- name: Preflight Checks | Fail if secrets.yml is missing
+  fail:
+    msg: "secrets.yml is missing, please create it by copying variables/secrets.example.yml"
+  when: not secrets_yml.stat.exists
+
+- name: Preflight Checks | Check for build dir
+  connection: local
+  stat: path=../build/
+  register: build_dir
+
+- name: Preflight Checks | Fail if build dir is missing
+  fail:
+    msg: "build/ is missing, please create it by running `gradle :ansible:build`"
+  when: not build_dir.stat.exists
diff --git a/ansible/variables/settings.yml b/ansible/variables/settings.yml
index 3f3823fb2b..af98f9a3c4 100644
--- a/ansible/variables/settings.yml
+++ b/ansible/variables/settings.yml
@@ -7,7 +7,6 @@ settings:
       enabled: true
     minecraft: &default_minecraft
       enabled: true
-      civdocker_version: latest
       whitelist: false
       resources: &default_minecraft_resources
         memory: 40G
@@ -22,7 +21,6 @@ settings:
     environment: Production
     minecraft:
       <<: *default_minecraft
-      civdocker_version: '2.0.0'
     auth:
       enabled: false # TODO: MOVE
 
@@ -31,7 +29,6 @@ settings:
     environment: Test
     minecraft:
       <<: *default_minecraft
-      civdocker_version: '2.0.0'
       whitelist: true
       resources:
         <<: *default_minecraft_resources
diff --git a/build.gradle.kts b/build.gradle.kts
index dc47579b9c..7fc926138f 100644
--- a/build.gradle.kts
+++ b/build.gradle.kts
@@ -1,6 +1,4 @@
 import com.gradle.enterprise.gradleplugin.GradleEnterpriseExtension
-import io.papermc.paperweight.tasks.RemapJar
-import xyz.jpenilla.runpaper.task.RunServer
 
 plugins {
     id("io.papermc.paperweight.userdev") version "1.5.10" apply false
@@ -19,13 +17,8 @@ project.extensions.configure<GradleEnterpriseExtension> {
 }
 
 allprojects {
-
     group = "net.civmc"
 
-    // TODO: We probably don't want to apply these to every project
-    apply(plugin = "java-library")
-    apply(plugin = "maven-publish")
-
     repositories {
         mavenCentral()
         maven("https://oss.sonatype.org/content/repositories/snapshots")
@@ -38,100 +31,4 @@ allprojects {
 
         maven("https://jitpack.io")
     }
-
-    pluginManager.withPlugin("java-library") {
-        configure<JavaPluginExtension> {
-            toolchain {
-                languageVersion.set(JavaLanguageVersion.of(17))
-            }
-            withSourcesJar()
-            withJavadocJar()
-        }
-
-        tasks.withType<JavaCompile> {
-            options.encoding = "UTF-8"
-            options.release = 17
-        }
-
-        tasks.withType<ProcessResources> {
-            filteringCharset = "UTF-8"
-        }
-    }
-
-
-    configure<PublishingExtension> {
-        val githubActor = System.getenv("GITHUB_ACTOR")
-        val githubToken = System.getenv("GITHUB_TOKEN")
-
-        repositories {
-            if (githubActor != null && githubToken != null) {
-                maven {
-                    name = "GitHubPackages"
-                    url = uri("https://maven.pkg.github.com/CivMC/Civ")
-                    credentials {
-                        username = githubActor
-                        password = githubToken
-                    }
-                }
-            }
-        }
-
-        publications {
-            create<MavenPublication>("maven") {
-                from(components["java"])
-                pluginManager.withPlugin("io.papermc.paperweight.userdev") {
-                    artifact(project.tasks.withType<RemapJar>().getByName("reobfJar").outputJar)
-                }
-            }
-            pluginManager.withPlugin("com.github.johnrengelman.shadow") {
-                create<MavenPublication>("shadow") {
-                    from(components["java"])
-                    pluginManager.withPlugin("io.papermc.paperweight.userdev") {
-                        artifact(project.tasks.withType<RemapJar>().getByName("reobfJar").outputJar)
-                    }
-                }
-            }
-        }
-    }
-
-    tasks.withType<RunServer> {
-        minecraftVersion("1.20.4")
-    }
-
-    pluginManager.withPlugin("io.papermc.paperweight.userdev") {
-
-        if (project.name.endsWith("paper") && project.name != "civspy-paper") {
-            // Copy the built jar into the paper container, removing any jars from previous versions
-            tasks.register("copyPaper", Copy::class) {
-                doFirst {
-                    delete(fileTree("../../ansible/files/paper-plugins") {
-                        include(project.name + "-*.jar")
-                    })
-                }
-                dependsOn("build")
-                from(tasks.findByPath("reobfJar")!!.outputs.files)
-                into("../../ansible/files/paper-plugins")
-            }
-        }
-
-        tasks.withType<ProcessResources> {
-            filesMatching("plugin.yml") {
-                expand(project.properties)
-            }
-        }
-
-        tasks {
-            named("build") {
-                dependsOn("reobfJar")
-            }
-        }
-    }
-
-    pluginManager.withPlugin("com.github.johnrengelman.shadow") {
-        tasks {
-            named("build") {
-                dependsOn("shadowJar")
-            }
-        }
-    }
 }
diff --git a/docker-compose.yml b/docker-compose.yml
index c4a046a96a..ddb3d2f479 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -34,7 +34,7 @@ services:
     volumes:
       - ./containers/data/proxy:/data
       - ./ansible/files/proxy-config:/config
-      - ./ansible/files/proxy-plugins:/plugins
+      - ./ansible/build/proxy-plugins:/plugins
 
   paper:
     image: itzg/minecraft-server@sha256:491e37fa63ffef22c9ac1f6ec2fb4cc793735799cd91bafa1e5790aa39e9b313
@@ -81,7 +81,7 @@ services:
     volumes:
       - ./containers/data/paper:/data
       - ./ansible/files/paper-config:/config
-      - ./ansible/files/paper-plugins:/plugins
+      - ./ansible/build/paper-plugins:/plugins
 
   #################
   ### Databases ###
diff --git a/plugins/build.gradle.kts b/plugins/build.gradle.kts
new file mode 100644
index 0000000000..ba56cb1c9d
--- /dev/null
+++ b/plugins/build.gradle.kts
@@ -0,0 +1,85 @@
+import io.papermc.paperweight.tasks.RemapJar
+import xyz.jpenilla.runpaper.task.RunServer
+
+subprojects {
+    apply(plugin = "java-library")
+    apply(plugin = "maven-publish")
+
+    configure<JavaPluginExtension> {
+        toolchain {
+            languageVersion.set(JavaLanguageVersion.of(17))
+        }
+        withSourcesJar()
+        withJavadocJar()
+    }
+
+    tasks.withType<JavaCompile> {
+        options.encoding = "UTF-8"
+        options.release = 17
+    }
+
+    tasks.withType<ProcessResources> {
+        filteringCharset = "UTF-8"
+    }
+
+    configure<PublishingExtension> {
+        val githubActor = System.getenv("GITHUB_ACTOR")
+        val githubToken = System.getenv("GITHUB_TOKEN")
+
+        repositories {
+            if (githubActor != null && githubToken != null) {
+                maven {
+                    name = "GitHubPackages"
+                    url = uri("https://maven.pkg.github.com/CivMC/Civ")
+                    credentials {
+                        username = githubActor
+                        password = githubToken
+                    }
+                }
+            }
+        }
+
+        publications {
+            create<MavenPublication>("maven") {
+                from(components["java"])
+                pluginManager.withPlugin("io.papermc.paperweight.userdev") {
+                    artifact(project.tasks.withType<RemapJar>().getByName("reobfJar").outputJar)
+                }
+            }
+            pluginManager.withPlugin("com.github.johnrengelman.shadow") {
+                create<MavenPublication>("shadow") {
+                    from(components["java"])
+                    pluginManager.withPlugin("io.papermc.paperweight.userdev") {
+                        artifact(project.tasks.withType<RemapJar>().getByName("reobfJar").outputJar)
+                    }
+                }
+            }
+        }
+    }
+
+    tasks.withType<RunServer> {
+        minecraftVersion("1.18")
+    }
+
+    pluginManager.withPlugin("io.papermc.paperweight.userdev") {
+        tasks.withType<ProcessResources> {
+            filesMatching("plugin.yml") {
+                expand(project.properties)
+            }
+        }
+
+        tasks {
+            named("build") {
+                dependsOn("reobfJar")
+            }
+        }
+    }
+
+    pluginManager.withPlugin("com.github.johnrengelman.shadow") {
+        tasks {
+            named("build") {
+                dependsOn("shadowJar")
+            }
+        }
+    }
+}
diff --git a/settings.gradle.kts b/settings.gradle.kts
index 0869e043a8..64a523324f 100644
--- a/settings.gradle.kts
+++ b/settings.gradle.kts
@@ -4,6 +4,8 @@ plugins {
     id("com.gradle.enterprise") version "3.16.2"
 }
 
+include(":ansible")
+
 include(":plugins:banstick-paper")
 include(":plugins:bastion-paper")
 include(":plugins:citadel-paper")