diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index 1f35bf4c..c2a2ee58 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -24,6 +24,7 @@ jobs:
           - Squeak64-5.2
           - Squeak64-5.1
           - Squeak64-trunk
+          - Squeak64-18242
           - Pharo64-stable
           - Pharo64-alpha
           - Pharo64-9.0
diff --git a/helpers.sh b/helpers.sh
index 1e728674..4ba20771 100644
--- a/helpers.sh
+++ b/helpers.sh
@@ -193,7 +193,30 @@ is_sudo_enabled() {
   $(sudo -n true > /dev/null 2>&1)
 }
 
+is_tagged_build() {
+  if [[ "${config_smalltalk}" =~ ^(Squeak(32|64))?-([[:digit:]]+)$ ]]; then
+    source "${SMALLTALK_CI_HOME}/squeak/version_tags.sh"
+    export SCIII_SMALLTALK_VERSION="${BASH_REMATCH[-1]}"
+    export SCIII_LATEST_RELEASE="${BASH_REMATCH[1]}-$(squeak::latest_release_before ${SCIII_SMALLTALK_VERSION})"
+    return 0
+  fi
+  return 1
+}
+
 is_trunk_build() {
+  if is_tagged_build; then
+    case "${config_smalltalk}" in
+      Squeak*)
+        if config_smalltalk="${SCIII_LATEST_RELEASE}" is_trunk_build; then
+          return 0
+        else
+          return 1
+        fi
+      ;;
+    esac
+    return 1
+  fi
+
   case "${config_smalltalk}" in
     *"trunk"|*"Trunk"|*"latest"|*"Latest")
       return 0
diff --git a/squeak/prepare.st b/squeak/prepare.st
index 9447864e..cc110213 100644
--- a/squeak/prepare.st
+++ b/squeak/prepare.st
@@ -1,4 +1,4 @@
-| monitor |
+| monitor trunk_version |
 FileStream startUp: true.
 monitor := [ [
   FileStream stdout nextPutAll: '.'.
@@ -37,19 +37,32 @@ Installer gemsource
 "=============================================================================="
 
 "Update Squeak image"
-Smalltalk at: #MCMcmUpdater ifPresent: [ :updater |
-  [[ (updater respondsTo: #doUpdate)
-    ifTrue: [ updater doUpdate ]
-    ifFalse: [
-      (updater respondsTo: #updateFromDefaultRepository)
-        ifTrue: [ updater updateFromDefaultRepository ]
-        ifFalse: [ ((updater respondsTo: #default) and: [
-          updater default respondsTo: #doUpdate: ])
-            ifTrue: [ updater default doUpdate: false ] ] ] ]
-    on: Warning do: [ :ex | ex resume: true ]]
-      on: Error do: [ :ex |
-        FileStream stdout nextPutAll: ex asString.
-        Smalltalk snapshot: true andQuit: true ]].
+[ [ (SmalltalkCI getEnv: 'SCIII_SMALLTALK_VERSION') ifNotNil: [ :version |
+  trunk_version = version asNumber.
+  Installer new primMerge: 'MonticelloConfigurations-ct.167.mcz' from: MCRepository inbox; flag: #todo "ct: preview"].
+(Smalltalk classNamed: #MCMcmUpdater) ifNotNil: [ :updater |
+  trunk_version
+    ifNotNil: [
+      updater defaultUpdateURL: MCHttpRepository trunkUrlString.
+      updater default doUpdate: false upToUpdate: trunk_version ]
+    ifNil: [ (updater respondsTo: #doUpdate)
+      ifTrue: [ updater doUpdate ]
+      ifFalse: [
+        (updater respondsTo: #updateFromDefaultRepository)
+          ifTrue: [ updater updateFromDefaultRepository ]
+          ifFalse: [ ((updater respondsTo: #default) and: [
+            updater default respondsTo: #doUpdate: ])
+              ifTrue: [ updater default doUpdate: false ] ] ] ] ].
+trunk_version ifNotNil: [
+  self
+    assert: SystemVersion current highestUpdate >= trunk_version
+    descriptionBlock: [ 'Should be Trunk version <1p> or higher now but is <2p>'
+      expandMacrosWith: SystemVersion current highestUpdate
+      with: trunk_version ] ] ]
+  on: Warning do: [ :ex | ex resume: true ] ]
+  on: Error do: [ :ex |
+    FileStream stdout nextPutAll: ex asString.
+    Smalltalk snapshot: true andQuit: true ].
 
 monitor terminate.
 monitor := nil.
diff --git a/squeak/run.sh b/squeak/run.sh
index 43e7b700..094dc2b0 100755
--- a/squeak/run.sh
+++ b/squeak/run.sh
@@ -120,8 +120,8 @@ squeak::prepare_image() {
   local status=0
   
   fold_start prepare_image "Preparing ${config_smalltalk} image for CI..."
-    cp "${SMALLTALK_CI_HOME}/squeak/prepare.st" \
-       "${SMALLTALK_CI_BUILD}/prepare.st"
+    is_tagged_build  # parse SCIII_SMALLTALK_VERSION
+    sed "s/(SmalltalkCI getEnv: 'SCIII_SMALLTALK_VERSION')/${SCIII_SMALLTALK_VERSION:-nil}/" "${SMALLTALK_CI_HOME}/squeak/prepare.st" > "${SMALLTALK_CI_BUILD}/prepare.st"  # SmalltalkCI will be installed later into the image
     squeak::run_script "prepare.st" || status=$?
   fold_end prepare_image
 
@@ -351,16 +351,18 @@ EOL
 ################################################################################
 run_build() {
   if ! image_is_user_provided; then
+    ! is_tagged_build  # try to parse $SCIII_LATEST_RELEASE
+    download_version="${SCIII_LATEST_RELEASE:-${config_smalltalk}}"
     if is_trunk_build; then
-      squeak::download_trunk_image
+      config_smalltalk=${download_version} squeak::download_trunk_image
     else
-      squeak::download_image "${config_smalltalk}"
+      squeak::download_image ${download_version}
     fi
   fi
   if ! vm_is_user_provided; then
     squeak::prepare_vm
   fi
-  if is_trunk_build || image_is_user_provided; then
+  if is_tagged_build || is_trunk_build || image_is_user_provided; then
     squeak::prepare_image
   fi
   if ston_includes_loading; then
diff --git a/squeak/version_tags.sh b/squeak/version_tags.sh
new file mode 100755
index 00000000..68b76630
--- /dev/null
+++ b/squeak/version_tags.sh
@@ -0,0 +1,20 @@
+squeak::latest_release_before() {
+  if [ "$1" -ge "19438" ]; then
+    echo "Trunk"
+  elif [ "$1" -ge "19438" ]; then
+    echo "5.3"
+  elif [ "$1" -ge "18236" ]; then
+    echo "5.2"
+  elif [ "$1" -ge "16555" ]; then
+    echo "5.1"
+  elif [ "$1" -ge "15113" ]; then
+    echo "5.0"
+  elif [ "$1" -ge "15102" ]; then
+    echo "4.6"
+  elif [ "$1" -ge "13680" ]; then
+    echo "4.5"
+  else
+    echo "<historic>"
+    return 1
+  fi
+}