diff --git a/.github/actions/r2-upload/action.yml b/.github/actions/r2-upload/action.yml
new file mode 100644
index 0000000000..60fb7e0786
--- /dev/null
+++ b/.github/actions/r2-upload/action.yml
@@ -0,0 +1,34 @@
+name: R2 upload
+description: Upload a file to R2
+# Schema: https://json.schemastore.org/github-action.json
+
+# This action expects the following env vars to be set:
+# - R2_ENDPOINT: The endpoint of the R2 instance to upload to
+# - R2_ACCESS_KEY_ID: The access key ID to use for R2
+# - R2_ACCESS_KEY_SECRET: The access key secret to use for R2
+# - R2_BUCKET: The bucket to upload to
+
+inputs:
+  filename:
+    # Future improvement: accept array of filenames as JSON string, and loop over it like in https://www.starkandwayne.com/blog/bash-for-loop-over-json-array-using-jq/index.html
+    description: 'Name of the file to upload'
+    required: true
+
+runs:
+  using: 'composite'
+  steps:
+    - name: Upload file to R2
+      shell: bash
+      run: |
+        sudo ./.github/scripts/rclone-install.sh
+        mkdir -p ~/.config/rclone
+        echo "[r2]
+        type = s3
+        provider = Cloudflare
+        region = auto
+        no_check_bucket = true
+        access_key_id = $R2_ACCESS_KEY_ID
+        secret_access_key = $R2_ACCESS_KEY_SECRET
+        endpoint = $R2_ENDPOINT
+        " > ~/.config/rclone/rclone.conf
+        rclone copy --verbose ${{ inputs.filename }} r2:${R2_BUCKET}/
diff --git a/.github/scripts/rclone-install.sh b/.github/scripts/rclone-install.sh
new file mode 100755
index 0000000000..da6a276253
--- /dev/null
+++ b/.github/scripts/rclone-install.sh
@@ -0,0 +1,212 @@
+#!/usr/bin/env bash
+
+# This script is a modified version of MIT licensed script from https://github.com/rclone/rclone/blob/v1.66.0/docs/content/install.sh
+# The script is used to install rclone on a GitHub Actions runner machine.
+# We use a specific version of rclone for stability/security reasons.
+download_version="v1.66.0"
+
+# error codes
+# 0 - exited without problems
+# 1 - parameters not supported were used or some unexpected error occurred
+# 2 - OS not supported by this script
+# 0 (was 3) - installed version of rclone is up to date
+# 4 - supported unzip tools are not available
+
+set -e
+
+#when adding a tool to the list make sure to also add its corresponding command further in the script
+unzip_tools_list=('unzip' '7z' 'busybox')
+
+usage() { echo "Usage: sudo -v ; curl https://rclone.org/install.sh | sudo bash [-s beta]" 1>&2; exit 1; }
+
+#check for beta flag
+if [ -n "$1" ] && [ "$1" != "beta" ]; then
+    usage
+fi
+
+if [ -n "$1" ]; then
+    install_beta="beta "
+fi
+
+
+#create tmp directory and move to it with macOS compatibility fallback
+tmp_dir=$(mktemp -d 2>/dev/null || mktemp -d -t 'rclone-install.XXXXXXXXXX')
+cd "$tmp_dir"
+
+
+#make sure unzip tool is available and choose one to work with
+set +e
+for tool in ${unzip_tools_list[*]}; do
+    trash=$(hash "$tool" 2>>errors)
+    if [ "$?" -eq 0 ]; then
+        unzip_tool="$tool"
+        break
+    fi
+done
+set -e
+
+# exit if no unzip tools available
+if [ -z "$unzip_tool" ]; then
+    printf "\nNone of the supported tools for extracting zip archives (${unzip_tools_list[*]}) were found. "
+    printf "Please install one of them and try again.\n\n"
+    exit 4
+fi
+
+# Make sure we don't create a root owned .config/rclone directory #2127
+export XDG_CONFIG_HOME=config
+
+#check installed version of rclone to determine if update is necessary
+version=$(rclone --version 2>>errors | head -n 1)
+if [ -z "$install_beta" ]; then
+    current_version=$(curl -fsS https://downloads.rclone.org/version.txt)
+else
+    current_version=download_version
+    # current_version=$(curl -fsS https://beta.rclone.org/version.txt)
+fi
+
+if [ "$version" = "$current_version" ]; then
+    printf "\nThe latest ${install_beta}version of rclone ${version} is already installed.\n\n"
+    exit 0 # originally 3
+fi
+
+
+#detect the platform
+OS="$(uname)"
+case $OS in
+  Linux)
+    OS='linux'
+    ;;
+  FreeBSD)
+    OS='freebsd'
+    ;;
+  NetBSD)
+    OS='netbsd'
+    ;;
+  OpenBSD)
+    OS='openbsd'
+    ;;
+  Darwin)
+    OS='osx'
+    binTgtDir=/usr/local/bin
+    man1TgtDir=/usr/local/share/man/man1
+    ;;
+  SunOS)
+    OS='solaris'
+    echo 'OS not supported'
+    exit 2
+    ;;
+  *)
+    echo 'OS not supported'
+    exit 2
+    ;;
+esac
+
+OS_type="$(uname -m)"
+case "$OS_type" in
+  x86_64|amd64)
+    OS_type='amd64'
+    ;;
+  i?86|x86)
+    OS_type='386'
+    ;;
+  aarch64|arm64)
+    OS_type='arm64'
+    ;;
+  armv7*)
+    OS_type='arm-v7'
+    ;;
+  armv6*)
+    OS_type='arm-v6'
+    ;;
+  arm*)
+    OS_type='arm'
+    ;;
+  *)
+    echo 'OS type not supported'
+    exit 2
+    ;;
+esac
+
+
+#download and unzip
+if [ -z "$install_beta" ]; then
+    download_link="https://downloads.rclone.org/${download_version}/rclone-${download_version}-${OS}-${OS_type}.zip"
+    rclone_zip="rclone-${download_version}-${OS}-${OS_type}.zip"
+    # download_link="https://downloads.rclone.org/rclone-current-${OS}-${OS_type}.zip"
+    # rclone_zip="rclone-current-${OS}-${OS_type}.zip"
+else
+    download_link="https://beta.rclone.org/rclone-beta-latest-${OS}-${OS_type}.zip"
+    rclone_zip="rclone-beta-latest-${OS}-${OS_type}.zip"
+fi
+
+curl -OfsS "$download_link"
+unzip_dir="tmp_unzip_dir_for_rclone"
+# there should be an entry in this switch for each element of unzip_tools_list
+case "$unzip_tool" in
+  'unzip')
+    unzip -a "$rclone_zip" -d "$unzip_dir"
+    ;;
+  '7z')
+    7z x "$rclone_zip" "-o$unzip_dir"
+    ;;
+  'busybox')
+    mkdir -p "$unzip_dir"
+    busybox unzip "$rclone_zip" -d "$unzip_dir"
+    ;;
+esac
+
+cd $unzip_dir/*
+
+#mounting rclone to environment
+
+case "$OS" in
+  'linux')
+    #binary
+    cp rclone /usr/bin/rclone.new
+    chmod 755 /usr/bin/rclone.new
+    chown root:root /usr/bin/rclone.new
+    mv /usr/bin/rclone.new /usr/bin/rclone
+    #manual
+#    if ! [ -x "$(command -v mandb)" ]; then
+#        echo 'mandb not found. The rclone man docs will not be installed.'
+#    else
+#        mkdir -p /usr/local/share/man/man1
+#        cp rclone.1 /usr/local/share/man/man1/
+#        mandb
+#    fi
+    ;;
+  'freebsd'|'openbsd'|'netbsd')
+    #binary
+    cp rclone /usr/bin/rclone.new
+    chown root:wheel /usr/bin/rclone.new
+    mv /usr/bin/rclone.new /usr/bin/rclone
+    #manual
+    mkdir -p /usr/local/man/man1
+    cp rclone.1 /usr/local/man/man1/
+    makewhatis
+    ;;
+  'osx')
+    #binary
+    mkdir -m 0555 -p ${binTgtDir}
+    cp rclone ${binTgtDir}/rclone.new
+    mv ${binTgtDir}/rclone.new ${binTgtDir}/rclone
+    chmod a=x ${binTgtDir}/rclone
+    #manual
+#    mkdir -m 0555 -p ${man1TgtDir}
+#    cp rclone.1 ${man1TgtDir}
+#    chmod a=r ${man1TgtDir}/rclone.1
+    ;;
+  *)
+    echo 'OS not supported'
+    exit 2
+esac
+
+#update version variable post install
+version=$(rclone --version 2>>errors | head -n 1)
+
+#cleanup
+rm -rf "$tmp_dir"
+
+printf "\n${version} has successfully installed."
+printf '\nNow run "rclone config" for setup. Check https://rclone.org/docs/ for more details.\n\n'
+exit 0
diff --git a/.github/workflows/release-fleetd-base.yml b/.github/workflows/release-fleetd-base.yml
new file mode 100644
index 0000000000..6d3a0e2e61
--- /dev/null
+++ b/.github/workflows/release-fleetd-base.yml
@@ -0,0 +1,177 @@
+name: Upload fleetd base to https://download.fleetdm.com
+
+on:
+  workflow_dispatch: # Manual
+  schedule:
+    - cron: '0 3 * * *' # Nightly 3AM UTC
+
+# This allows a subsequently queued workflow run to interrupt previous runs
+concurrency:
+  group: ${{ github.workflow }}-${{ github.head_ref || github.run_id}}
+  cancel-in-progress: true
+
+defaults:
+  run:
+    # fail-fast using bash -eo pipefail. See https://docs.github.com/en/actions/using-workflows/workflow-syntax-for-github-actions#exit-codes-and-error-action-preference
+    shell: bash
+
+permissions:
+  contents: read
+
+env:
+  R2_ENDPOINT: ${{ secrets.R2_ENDPOINT }}
+  R2_ACCESS_KEY_ID: ${{ secrets.R2_DOWNLOAD_TESTING_ACCESS_KEY_ID }} # Production: ${{ secrets.R2_DOWNLOAD_ACCESS_KEY_ID }} | Testing: ${{ secrets.R2_DOWNLOAD_TESTING_ACCESS_KEY_ID }}
+  R2_ACCESS_KEY_SECRET: ${{ secrets.R2_DOWNLOAD_TESTING_ACCESS_KEY_SECRET }} # Production: ${{ secrets.R2_DOWNLOAD_ACCESS_KEY_SECRET }} | Testing: ${{ secrets.R2_DOWNLOAD_TESTING_ACCESS_KEY_SECRET }}
+  R2_BUCKET: download-testing # Production: download | Testing: download-testing
+  BASE_URL: https://download-testing.fleetdm.com # Production: https://download.fleetdm.com | Testing: https://download-testing.fleetdm.com
+
+jobs:
+  check-for-fleetd-component-updates:
+    runs-on: ubuntu-latest
+    outputs:
+      update_needed: ${{ steps.check-for-fleetd-component-updates.outputs.update_needed }}
+    steps:
+      - name: Harden Runner
+        uses: step-security/harden-runner@63c24ba6bd7ba022e95695ff85de572c04a18142 # v2.7.0
+        with:
+          egress-policy: audit
+
+      - name: Install Go
+        uses: actions/setup-go@0c52d547c9bc32b1aa3301fd7a9cb496313a4491 # v5.0.0
+        with:
+          go-version: ${{ vars.GO_VERSION }}
+
+      - name: Checkout Code
+        uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11 # v4.1.1
+        with:
+          fetch-depth: 0
+
+      - name: Check for fleetd component updates
+        id: check-for-fleetd-component-updates
+        run: |
+          go run tools/tuf/status/tuf-status.go channel-version -channel stable --components orbit,desktop,osqueryd --format json > latest-meta.json
+          curl -O $BASE_URL/meta.json
+          if diff latest-meta.json meta.json >/dev/null 2>&1
+          then
+            echo "update_needed=false" >> $GITHUB_OUTPUT
+          else
+            echo "update_needed=true" >> $GITHUB_OUTPUT
+          fi
+
+      - name: Upload latest meta.json artifact
+        uses: actions/upload-artifact@5d5d22a31266ced268874388b861e4b58bb5c2f3 # v4.3.1
+        with:
+          name: latest-meta.json
+          path: latest-meta.json
+
+  update-fleetd-base-pkg:
+    needs: [check-for-fleetd-component-updates]
+    if: needs.check-for-fleetd-component-updates.outputs.update_needed == 'true'
+    runs-on: macos-latest
+    steps:
+      - name: Harden Runner
+        uses: step-security/harden-runner@63c24ba6bd7ba022e95695ff85de572c04a18142 # v2.7.0
+        with:
+          egress-policy: audit
+
+      - name: Checkout code needed for R2 upload
+        uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11 # v4.1.1
+        with:
+          sparse-checkout: |
+            .github/actions/r2-upload/action.yml
+            .github/scripts/rclone-install.sh
+          sparse-checkout-cone-mode: false
+
+      - name: Install fleetctl
+        run: npm install -g fleetctl
+
+      - name: Import package signing keys
+        env:
+          APPLE_INSTALLER_CERTIFICATE: ${{ secrets.APPLE_INSTALLER_CERTIFICATE }}
+          APPLE_INSTALLER_CERTIFICATE_PASSWORD: ${{ secrets.APPLE_INSTALLER_CERTIFICATE_PASSWORD }}
+          KEYCHAIN_PASSWORD: ${{ secrets.KEYCHAIN_PASSWORD }}
+        run: |
+          echo "$APPLE_INSTALLER_CERTIFICATE" | base64 --decode > certificate.p12
+          security create-keychain -p $KEYCHAIN_PASSWORD build.keychain
+          security default-keychain -s build.keychain
+          security unlock-keychain -p $KEYCHAIN_PASSWORD build.keychain
+          security import certificate.p12 -k build.keychain -P $APPLE_INSTALLER_CERTIFICATE_PASSWORD -T /usr/bin/productsign
+          security set-key-partition-list -S apple-tool:,apple:,productsign: -s -k $KEYCHAIN_PASSWORD build.keychain
+          security find-identity -vv
+          rm certificate.p12
+
+      - name: Build PKG, sign, and notarize
+        env:
+          AC_USERNAME: ${{ secrets.APPLE_USERNAME }}
+          AC_PASSWORD: ${{ secrets.APPLE_PASSWORD }}
+          AC_TEAM_ID: ${{ secrets.APPLE_TEAM_ID }}
+          PACKAGE_SIGNING_IDENTITY_SHA1: D52080FD1F0941DE31346F06DA0F08AED6FACBBF
+        run: |
+          fleetctl package --type pkg --fleet-desktop --use-system-configuration --sign-identity $PACKAGE_SIGNING_IDENTITY_SHA1 --notarize
+          mv fleet-osquery*.pkg fleetd-base.pkg
+
+      - name: Upload package
+        uses: ./.github/actions/r2-upload
+        with:
+          filename: fleetd-base.pkg
+
+  update-fleetd-base-msi:
+    needs: [check-for-fleetd-component-updates]
+    if: needs.check-for-fleetd-component-updates.outputs.update_needed == 'true'
+    runs-on: ubuntu-latest
+    steps:
+      - name: Harden Runner
+        uses: step-security/harden-runner@63c24ba6bd7ba022e95695ff85de572c04a18142 # v2.7.0
+        with:
+          egress-policy: audit
+
+      - name: Checkout code needed for R2 upload
+        uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11 # v4.1.1
+        with:
+          sparse-checkout: |
+            .github/actions/r2-upload/action.yml
+            .github/scripts/rclone-install.sh
+          sparse-checkout-cone-mode: false
+
+      - name: Install fleetctl
+        run: npm install -g fleetctl
+
+      - name: Build MSI
+        run: |
+          fleetctl package --type msi --fleet-desktop --fleet-url dummy --enroll-secret dummy
+          mv fleet-osquery*.msi fleetd-base.msi
+
+      - name: Upload package
+        uses: ./.github/actions/r2-upload
+        with:
+          filename: fleetd-base.msi
+
+  update-meta-json:
+    needs: [update-fleetd-base-pkg, update-fleetd-base-msi]
+    runs-on: ubuntu-latest
+    steps:
+      - name: Harden Runner
+        uses: step-security/harden-runner@63c24ba6bd7ba022e95695ff85de572c04a18142 # v2.7.0
+        with:
+          egress-policy: audit
+
+      - name: Checkout code needed for R2 upload
+        uses: actions/checkout@b4ffde65f46336ab88eb53be808477a3936bae11 # v4.1.1
+        with:
+          sparse-checkout: |
+            .github/actions/r2-upload/action.yml
+            .github/scripts/rclone-install.sh
+          sparse-checkout-cone-mode: false
+
+      - name: Download latest-meta.json artifact
+        uses: actions/download-artifact@c850b930e6ba138125429b7e5c93fc707a7f8427 # v4.1.4
+        with:
+          name: latest-meta.json
+
+      - name: Rename latest-meta.json to meta.json
+        run: mv latest-meta.json meta.json
+
+      - name: Upload meta.json
+        uses: ./.github/actions/r2-upload
+        with:
+          filename: meta.json