diff --git a/.buildkite/commands/lint.sh b/.buildkite/commands/lint.sh
index 71e35516721c..4b9590ec5cb3 100755
--- a/.buildkite/commands/lint.sh
+++ b/.buildkite/commands/lint.sh
@@ -1,5 +1,7 @@
 #!/bin/bash -u
 
+.buildkite/commands/restore-cache.sh
+
 echo "--- 🧹 Linting"
 ./gradlew :WooCommerce:lintJalapenoDebug
 app_lint_exit_code=$?
diff --git a/.buildkite/commands/prototype-build.sh b/.buildkite/commands/prototype-build.sh
index 28dfbcf1c159..5f91ec44302b 100755
--- a/.buildkite/commands/prototype-build.sh
+++ b/.buildkite/commands/prototype-build.sh
@@ -1,5 +1,7 @@
 #!/bin/bash -eu
 
+.buildkite/commands/restore-cache.sh
+
 APP_TO_BUILD="${1?You need to specify the app to build, WooCommerce or WooCommerce-Wear}"
 
 echo "--- :rubygems: Setting up Gems"
diff --git a/.buildkite/commands/restore-cache.sh b/.buildkite/commands/restore-cache.sh
new file mode 100755
index 000000000000..480ae6987901
--- /dev/null
+++ b/.buildkite/commands/restore-cache.sh
@@ -0,0 +1,6 @@
+#!/bin/bash
+
+set -e
+
+echo "--- 💾 Restore Cache"
+restore_gradle_dependency_cache || true
diff --git a/.buildkite/commands/run-instrumented-tests.sh b/.buildkite/commands/run-instrumented-tests.sh
index b570524de8d0..66ebce299e1b 100755
--- a/.buildkite/commands/run-instrumented-tests.sh
+++ b/.buildkite/commands/run-instrumented-tests.sh
@@ -1,5 +1,7 @@
 #!/bin/bash -eu
 
+.buildkite/commands/restore-cache.sh
+
 echo "--- :rubygems: Setting up Gems"
 install_gems
 
diff --git a/.buildkite/commands/run-unit-tests.sh b/.buildkite/commands/run-unit-tests.sh
index 9d28c534e675..6d2fa7bc21c8 100755
--- a/.buildkite/commands/run-unit-tests.sh
+++ b/.buildkite/commands/run-unit-tests.sh
@@ -1,5 +1,7 @@
 #!/bin/bash -eu
 
+.buildkite/commands/restore-cache.sh
+
 echo "--- 🧪 Testing"
 set +e
 ./gradlew testJalapenoDebugUnitTest testDebugUnitTest
diff --git a/.buildkite/commands/save-cache.sh b/.buildkite/commands/save-cache.sh
new file mode 100755
index 000000000000..9a62673c4206
--- /dev/null
+++ b/.buildkite/commands/save-cache.sh
@@ -0,0 +1,42 @@
+#!/bin/bash
+
+set -euo pipefail
+
+echo "--- :rubygems: Setting up Gems"
+install_gems
+
+echo "--- :closed_lock_with_key: Installing Secrets"
+bundle exec fastlane run configure_apply
+
+# .buildkite/commands/prototype-build.sh -> build_and_upload_prototype_build
+# -> prototype_flavor = 'Jalapeno'
+# -> prototype_build_type = 'Debug'
+echo "--- 🛠 Download Mobile App Dependencies [Assemble Mobile App]"
+./gradlew :WooCommerce:assembleJalapenoDebug
+echo ""
+
+# .buildkite/commands/prototype-build.sh -> build_and_upload_prototype_build
+# -> prototype_flavor = 'Jalapeno'
+# -> prototype_build_type = 'Debug'
+echo "--- 🛠 Download Wear App Dependencies [Assemble Wear App]"
+./gradlew :WooCommerce-Wear:assembleJalapenoDebug
+echo ""
+
+# .buildkite/commands/lint.sh -> ./gradlew :WooCommerce:lintJalapenoDebug
+echo "--- 🧹 Download Lint Dependencies [Lint Mobile App]"
+./gradlew :WooCommerce:lintJalapenoDebug
+echo ""
+
+# .buildkite/commands/run-unit-tests.sh -> ./gradlew testJalapenoDebugUnitTest testDebugUnitTest
+echo "--- 🧪 Download Unit Test Dependencies [Assemble Unit Tests]"
+./gradlew assembleJalapenoDebugUnitTest assembleDebugUnitTest
+echo ""
+
+# .buildkite/commands/run-instrumented-tests.sh -> build_and_instrumented_test
+#  -> gradle(tasks: %w[assembleVanillaDebug assembleVanillaDebugAndroidTest])
+echo "--- 🧪 Download Android Test Dependencies [Assemble Android Tests]"
+./gradlew assembleJalapenoDebugAndroidTest
+echo ""
+
+echo "--- 💾 Save Cache"
+save_gradle_dependency_cache
diff --git a/.buildkite/pipeline.yml b/.buildkite/pipeline.yml
index 360aad54c4b4..02cc3a2b6b0c 100644
--- a/.buildkite/pipeline.yml
+++ b/.buildkite/pipeline.yml
@@ -35,9 +35,7 @@ steps:
           queue: "linter"
 
       - label: "detekt"
-        command: |
-          echo "--- 🧹 Linting"
-          ./gradlew detektAll
+        command: ./gradlew detektAll
         plugins: [$CI_TOOLKIT]
         artifact_paths:
           - "**/build/reports/detekt/detekt.html"
@@ -60,14 +58,12 @@ steps:
     steps:
 
       - label: "🛠 Prototype Build: Mobile App"
-        command: |
-          ".buildkite/commands/prototype-build.sh" "WooCommerce"
+        command: ".buildkite/commands/prototype-build.sh WooCommerce"
         if: build.pull_request.id != null
         plugins: [$CI_TOOLKIT]
 
       - label: "🛠 Prototype Build: Wear App"
-        command: |
-          ".buildkite/commands/prototype-build.sh" "WooCommerce-Wear"
+        command: ".buildkite/commands/prototype-build.sh WooCommerce-Wear"
         if: build.pull_request.id != null
         plugins: [$CI_TOOLKIT]
 
diff --git a/.buildkite/schedules/dependency-cache.yml b/.buildkite/schedules/dependency-cache.yml
new file mode 100644
index 000000000000..ad18b3e4ef13
--- /dev/null
+++ b/.buildkite/schedules/dependency-cache.yml
@@ -0,0 +1,24 @@
+# yaml-language-server: $schema=https://raw.githubusercontent.com/buildkite/pipeline-schema/main/schema.json
+---
+
+agents:
+  queue: "android"
+
+steps:
+  - label: "dependency cache"
+    command: |
+      echo "--- 💾 Download and Cache Dependencies"
+      .buildkite/commands/save-cache.sh
+    plugins: [$CI_TOOLKIT]
+
+notify:
+  - slack:
+      channels:
+        - "#android-core-notifs"
+      message: "The dependency cache has been updated."
+    if: build.state == "passed"
+  - slack:
+      channels:
+        - "#android-core-notifs"
+      message: "Failure to update the dependency cache."
+    if: build.state == "failed"
diff --git a/.buildkite/shared-pipeline-vars b/.buildkite/shared-pipeline-vars
index 307dd62e628d..969e154cb6cb 100644
--- a/.buildkite/shared-pipeline-vars
+++ b/.buildkite/shared-pipeline-vars
@@ -3,6 +3,5 @@
 # This file is `source`'d before calling `buildkite-agent pipeline upload`, and can be used
 # to set up some variables that will be interpolated in the `.yml` pipeline before uploading it.
 
-export CI_TOOLKIT="automattic/a8c-ci-toolkit#3.7.1"
+export CI_TOOLKIT="automattic/a8c-ci-toolkit#3.9.1"
 export TEST_COLLECTOR="test-collector#v1.10.1"
-