diff --git a/salt/elasticfleet/install_agent_grid.sls b/salt/elasticfleet/install_agent_grid.sls
index 431aa6f97..7ed727b48 100644
--- a/salt/elasticfleet/install_agent_grid.sls
+++ b/salt/elasticfleet/install_agent_grid.sls
@@ -10,6 +10,15 @@
 {% set AGENT_STATUS = salt['service.available']('elastic-agent') %}
 {% set AGENT_EXISTS = salt['file.file_exists']('/opt/Elastic/Agent/elastic-agent') %}
 
+so-elastic-agent-install:
+  file.managed:
+    - name: /usr/sbin/so-elastic-agent-install
+    - source: salt://elasticfleet/tools/sbin/so-elastic-agent-install
+    - user: 947
+    - group: 939
+    - mode: 755
+    - show_changes: False
+
 {% if not AGENT_STATUS or not AGENT_EXISTS %}
 
 pull_agent_installer:
diff --git a/salt/elasticfleet/tools/sbin/so-elastic-agent-install b/salt/elasticfleet/tools/sbin/so-elastic-agent-install
index c6a499e94..8f57d217c 100644
--- a/salt/elasticfleet/tools/sbin/so-elastic-agent-install
+++ b/salt/elasticfleet/tools/sbin/so-elastic-agent-install
@@ -9,14 +9,17 @@
 
 # passed in as arg from elasticfleet/install_agent_grid.sls, else pulled from pillar later
 GRIDNODETOKEN="$1"
+LOGFILE="/opt/so/SO-Elastic-Agent_Installer_Health.log"
 
 check_agent_health() {
-    timeout=180
+    timeout=300
     interval=10
     start=$SECONDS
 
     while (( SECONDS - start < timeout )); do
-        if elastic-agent status 2>/dev/null | grep -A1 'elastic-agent$' | grep -q 'status: (HEALTHY)'; then
+        agent_status=$(elastic-agent status 2>&1)
+        echo -e "\n$(date)\n$agent_status\n" >> "$LOGFILE"
+        if echo "$agent_status" | grep -A1 'elastic-agent$' | grep -q 'status: (HEALTHY)'; then
             return 0
         fi
         echo "The Elastic Agent is not yet healthy. Waiting for ${interval} seconds before checking again..."
@@ -65,6 +68,8 @@ if [[ -x /opt/so/so-elastic-agent_linux_amd64 ]]; then
     attempts=0
     cd /opt/so/ || exit 1
 
+    truncate -s 0 "$LOGFILE"
+
     uninstall_agent
 
     while [[ $attempts -lt 3 ]]; do
diff --git a/salt/elasticfleet/tools/sbin_jinja/so-elastic-agent-gen-installers b/salt/elasticfleet/tools/sbin_jinja/so-elastic-agent-gen-installers
index d25c18e29..de342657f 100755
--- a/salt/elasticfleet/tools/sbin_jinja/so-elastic-agent-gen-installers
+++ b/salt/elasticfleet/tools/sbin_jinja/so-elastic-agent-gen-installers
@@ -30,7 +30,7 @@ done
 if [[ -z $FLEETHOST ]] || [[ -z $ENROLLMENTOKEN ]]; then 
   printf "\nFleet Host URL, Enrollment Token or Elastic Version empty - exiting..."
   printf "\nFleet Host: $FLEETHOST, Enrollment Token: $ENROLLMENTOKEN\n"
-  exit 
+  exit 1
 fi
 
 OSARCH=( "linux-x86_64" "windows-x86_64" "darwin-x86_64" "darwin-aarch64" )
@@ -62,31 +62,54 @@ do
 done 
 
 GOTARGETOS=( "linux" "windows" "darwin" "darwin/arm64" )
-GOARCH="amd64"
 printf "\n### Generating OS packages using the cleaned up tarballs"
-for GOOS in "${GOTARGETOS[@]}"
-do
+for GOOS in "${GOTARGETOS[@]}"; do
+    GOARCH="amd64"
     if [[ $GOOS == 'darwin/arm64' ]]; then GOOS="darwin" && GOARCH="arm64"; fi
     printf "\n\n### Generating $GOOS/$GOARCH Installer...\n"
     docker run -e CGO_ENABLED=0 -e GOOS=$GOOS -e GOARCH=$GOARCH \
     --mount type=bind,source=/etc/pki/tls/certs/,target=/workspace/files/cert/ \
     --mount type=bind,source=/nsm/elastic-agent-workspace/,target=/workspace/files/elastic-agent/ \
-    --mount type=bind,source=/opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/,target=/output/ \
+    --mount type=bind,source=/opt/so/saltstack/local/salt/elasticfleet/files/,target=/output/ \
     {{ GLOBALS.registry_host }}:5000/{{ GLOBALS.image_repo }}/so-elastic-agent-builder:{{ GLOBALS.so_version }} go build -ldflags "-X main.fleetHostURLsList=$FLEETHOST -X main.enrollmentToken=$ENROLLMENTOKEN"  -o /output/so-elastic-agent_${GOOS}_${GOARCH}
     printf "\n### $GOOS/$GOARCH Installer Generated...\n"
 done
 
 printf "\n\n### Generating MSI...\n"
-cp /opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/so-elastic-agent_windows_amd64 /opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/so-elastic-agent_windows_amd64.exe
+cp /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_windows_amd64 /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_windows_amd64.exe
 docker run \
---mount type=bind,source=/opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/,target=/output/ -w /output \
+--mount type=bind,source=/opt/so/saltstack/local/salt/elasticfleet/files/,target=/output/ -w /output \
 {{ GLOBALS.registry_host }}:5000/{{ GLOBALS.image_repo }}/so-elastic-agent-builder:{{ GLOBALS.so_version }} wixl -o so-elastic-agent_windows_amd64_msi --arch x64 /workspace/so-elastic-agent.wxs
 printf "\n### MSI Generated...\n"
 
+# Verify installers were created
+for GOOS in "${GOTARGETOS[@]}"; do
+    GOARCH="amd64"
+    if [[ $GOOS == 'darwin/arm64' ]]; then GOOS="darwin"; GOARCH="arm64"; fi
+    if [[ ! -f /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_${GOOS}_${GOARCH} ]]; then
+        printf "\n### ERROR: Installer for %s/%s was not generated. Exiting...\n" "$GOOS" "$GOARCH"
+        exit 1
+    fi
+    # After verifying new installer was generated, move it to so_agent-installers directory
+    mv /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_${GOOS}_${GOARCH} /opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/
+done
+
+# Verify MSI installer
+if [[ ! -f /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_windows_amd64_msi ]]; then
+    printf "\n### ERROR: Installer MSI was not generated. Exiting...\n"
+    exit 1
+else
+    # After verifying new installer MSI was generated, move it to so_agent-installers directory
+    mv /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_windows_amd64_msi /opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/
+fi
+
 printf "\n### Cleaning up temp files \n"
 rm -rf /nsm/elastic-agent-workspace
-rm -rf /opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/so-elastic-agent_windows_amd64.exe
+rm -rf /opt/so/saltstack/local/salt/elasticfleet/files/so-elastic-agent_windows_amd64.exe
 
 printf "\n### Copying so_agent-installers to /nsm/elastic-fleet/ for nginx.\n"
 \cp -vr /opt/so/saltstack/local/salt/elasticfleet/files/so_agent-installers/ /nsm/elastic-fleet/
 chmod 644 /nsm/elastic-fleet/so_agent-installers/*
+
+# if we got here all installers have been generated successfully
+exit 0
diff --git a/salt/elasticfleet/tools/sbin_jinja/so-elastic-fleet-setup b/salt/elasticfleet/tools/sbin_jinja/so-elastic-fleet-setup
index b62310375..21d74cf6f 100755
--- a/salt/elasticfleet/tools/sbin_jinja/so-elastic-fleet-setup
+++ b/salt/elasticfleet/tools/sbin_jinja/so-elastic-fleet-setup
@@ -244,11 +244,34 @@ printf '%s\n'\
     "" >> "$global_pillar_file"
 
 # Call Elastic-Fleet Salt State
-printf "\nApplying elasticfleet state"
-salt-call state.apply elasticfleet queue=True
+printf "\nApplying elasticfleet state\n"
+for state_attempt in {1..3}; do
+    if salt-call state.apply elasticfleet queue=True; then
+        break
+    elif [[ $state_attempt -lt 3 ]]; then
+        printf "\nElasticfleet state did not complete successfully... Attempt (%s/3). Retrying...\n" "$state_attempt"
+        sleep 10
+    else
+        printf "\nFailure(s) in elasticfleet state... Exiting...\n"
+        exit 1
+    fi
+done
 
 # Generate installers & install Elastic Agent on the node
-so-elastic-agent-gen-installers
-printf "\nApplying elasticfleet.install_agent_grid state"
-salt-call state.apply elasticfleet.install_agent_grid queue=True
-exit 0
+for agent_gen_attempt in {1..3}; do
+    if so-elastic-agent-gen-installers; then
+        break
+    elif [[ $agent_gen_attempt -lt 3 ]]; then
+        printf "\nUnable to generate Elastic Agent installers... Attempt (%s/3). Retrying...\n" "$agent_gen_attempt"
+        sleep 10
+    else
+        printf "\nFailed to generate Elastic Agent installers after 3 attempts. Exiting...\n"
+        exit 1
+    fi
+done
+
+printf "\nApplying elasticfleet.install_agent_grid state\n"
+if ! salt-call state.apply elasticfleet.install_agent_grid queue=True; then
+    printf "\nFailure(s) in elasticfleet.install_agent_grid state... Exiting...\n"
+    exit 1
+fi
\ No newline at end of file