diff --git a/.github/workflows/pull-request.yaml b/.github/workflows/pull-request.yaml
index 770a1666c..eb90f6ffd 100644
--- a/.github/workflows/pull-request.yaml
+++ b/.github/workflows/pull-request.yaml
@@ -406,8 +406,11 @@ jobs:
         env:
           os: windows-latest
           DOCKER: "false"
+          FUZZBUCKET_SSH_KEY: ${{ secrets.FUZZBUCKET_SSH_KEY }}
+          FUZZBUCKET_URL: ${{ secrets.FUZZBUCKET_URL }}
+          FUZZBUCKET_CREDENTIALS: ${{ secrets.FUZZBUCKET_CREDENTIALS }}
         run: |
-          just web/build-and-test-ci-e2e $env:os
+          just test/init-connect $env:os
 
 
   test-macos:
@@ -450,8 +453,11 @@ jobs:
         env:
           os: macos-latest
           DOCKER: "false"
+          FUZZBUCKET_SSH_KEY: ${{ secrets.FUZZBUCKET_SSH_KEY }}
+          FUZZBUCKET_URL: ${{ secrets.FUZZBUCKET_URL }}
+          FUZZBUCKET_CREDENTIALS: ${{ secrets.FUZZBUCKET_CREDENTIALS }}
         run: |
-          just web/build-and-test-ci-e2e ${os}
+          just test/init-connect ${os}
 
   build-linux-amd64:
     runs-on: ubuntu-latest
@@ -561,6 +567,9 @@ jobs:
         env:
           os: linux-amd64
           DOCKER: "false"
+          FUZZBUCKET_SSH_KEY: ${{ secrets.FUZZBUCKET_SSH_KEY }}
+          FUZZBUCKET_URL: ${{ secrets.FUZZBUCKET_URL }}
+          FUZZBUCKET_CREDENTIALS: ${{ secrets.FUZZBUCKET_CREDENTIALS }}
         run: |
           just test/ui-client ${os}
 
@@ -677,11 +686,15 @@ jobs:
           os: linux-arm64
         run: |
           just test/run-client ${os}
-      # -
-      #   name: Run linux-arm64 Cypress Tests
-      #   env:
-      #     os: linux-arm64
-      #     DOCKER: "false"
-      #   run: |
-      #     just web/build && \
-      #     just test/ui-client ${os}
+      -
+        name: Run linux-arm64 Cypress Tests
+        env:
+          os: linux-arm64
+          DOCKER: "false"
+          FUZZBUCKET_SSH_KEY: ${{ secrets.FUZZBUCKET_SSH_KEY }}
+          FUZZBUCKET_URL: ${{ secrets.FUZZBUCKET_URL }}
+          FUZZBUCKET_CREDENTIALS: ${{ secrets.FUZZBUCKET_CREDENTIALS }}
+
+        run: |
+          just web/build && \
+          just test/ui-client ${os}
diff --git a/justfile b/justfile
index 2f5f60104..82438d305 100644
--- a/justfile
+++ b/justfile
@@ -181,11 +181,10 @@ start-agent-for-e2e:
     GOARCH="${GOARCH%%[[:cntrl:]]}"
 
     echo "Working directory is $(pwd)"
+    echo "COMMAND ARGS: ${CMD_ARGS}"
 
     ./bin/$GOOS-$GOARCH/connect-client publish-ui \
-        ./test/sample-content/fastapi-simple \
-        --listen=127.0.0.1:9000 \
-        --token=abc123
+        ${CMD_ARGS}
 
 [private]
 _with_docker *args:
diff --git a/test/environments/.basic b/test/environments/.basic
new file mode 100644
index 000000000..a786124a8
--- /dev/null
+++ b/test/environments/.basic
@@ -0,0 +1 @@
+CMD_ARGS="./test/sample-content/fastapi-simple --listen=localhost:9000 --token=abc123 -n connect"
\ No newline at end of file
diff --git a/test/justfile b/test/justfile
index 295bd2ac9..22ad1729f 100644
--- a/test/justfile
+++ b/test/justfile
@@ -47,11 +47,10 @@ init-connect target:
   echo "${FUZZBUCKET_SSH_KEY}" > .fuzzbucket-ssh-key
   chmod 600 .fuzzbucket-ssh-key
   export SSH_OPTIONS="-i.fuzzbucket-ssh-key"
-  export CONNECT_VERSION=$(curl https://cdn.posit.co/connect/latest-packages.json | 
-    jq ".packages[0].version")
   export CONNECT_IP="$(python setup/connect-setup.py)"
-  ssh -o UserKnownHostsFile=/dev/null -o StrictHostKeyChecking=no ubuntu@$CONNECT_IP "${SSH_OPTIONS}" sudo -E UNATTENDED=1 bash installer-ci.sh ${CONNECT_VERSION}
   python setup/client-setup.py
+  source ./environments/.basic && \
+  export CMD_ARGS="$CMD_ARGS" && \
   just ../web/build-and-test-ci-e2e {{target}}
 
 run-client target:
diff --git a/test/setup/connect-setup.py b/test/setup/connect-setup.py
index 55a04f55f..3ec215b65 100644
--- a/test/setup/connect-setup.py
+++ b/test/setup/connect-setup.py
@@ -1,13 +1,38 @@
+import hashlib
 import subprocess
 import json
 import requests
 import time
+import logging
 
+# use the perftest fuzzbucket instance since it already has all the deps
 alias = "perftest-connect-20230518"
 box_name = "connect-ci"
 list_command = "fuzzbucket-client -j list"
 create_command = "fuzzbucket-client create -c " + alias + " -n " + box_name
 remove_command = "fuzzbucket-client rm " + box_name
+ssh_options = "-i.fuzzbucket-ssh-key"
+# connect_version =   $(curl https://cdn.posit.co/connect/latest-packages.json | 
+#     jq ".packages[0].version")
+
+
+def get_api_key(username):
+    # Calculate the MD5 hash for the username to get an API Key
+    api_key = hashlib.md5(username.encode()).hexdigest()
+    return api_key
+
+def get_latest_connect_version():
+    response = requests.get("https://cdn.posit.co/connect/latest-packages.json")
+    latest_connect = response.json()['packages'][0]['version']
+    return latest_connect
+
+def get_current_connect_version(connect_ip, api_key):
+    response = requests.get(
+        'http://' + connect_ip + ':3939/__api__/server_settings',
+        headers={'Authorization': 'Key ' + api_key},
+        )
+    current_connect = response.json()['version']
+    return current_connect
 
 def check_existing_boxes(box_name):
     output = subprocess.check_output(list_command, shell=True, text=True)
@@ -31,8 +56,12 @@ def connect_ready(box_name, max_attempts, interval):
     attempts = 0
     while attempts < max_attempts:
         try:
+            logging.info("Checking Connect Status")
             response = requests.get("http://"+connect_box+":3939/__ping__")
             if response.status_code == 200:
+                if latest_connect != current_connect:
+                    logging.info("Installing Connect...")
+                    subprocess.check_output(install_connect, shell=True, text=True)
                 return response.text
         except requests.RequestException:
             pass
@@ -41,6 +70,11 @@ def connect_ready(box_name, max_attempts, interval):
         attempts += 1
     return None
 
+api_key=get_api_key('admin')
+latest_connect=get_latest_connect_version()
+current_connect=get_current_connect_version(get_ip(box_name), api_key)
+install_connect = "ssh -o UserKnownHostsFile=/dev/null -o StrictHostKeyChecking=no ubuntu@" + get_ip(box_name) + " " + ssh_options + " sudo -E UNATTENDED=1 bash installer-ci.sh " + latest_connect
+
 response = connect_ready(box_name, 20, 5)
 
 if response:
diff --git a/web/justfile b/web/justfile
index 1d538e031..1d2097a27 100644
--- a/web/justfile
+++ b/web/justfile
@@ -72,6 +72,7 @@ build-and-test-ci-e2e target:
     # cache within root's home dir.
     # use a different cache per os
     export CYPRESS_CACHE_FOLDER="./cypress/{{target}}/.cache"
+    export CYPRESS_CONNECT_ADDRESS="http://$CONNECT_IP:3939/connect/\#/login"
     # install cypress
     npx cypress install
 
diff --git a/web/package.json b/web/package.json
index e4048b883..c3de2fac2 100644
--- a/web/package.json
+++ b/web/package.json
@@ -15,7 +15,7 @@
     "test:e2e:ci": "start-server-and-test --expect 401 'just ../start-agent-for-e2e' http-get://127.0.0.1:9000 cypress:run:ci",
     "cypress:open": "cypress open",
     "cypress:run": "cypress run",
-    "cypress:run:ci": "cypress run --env publishing-token=abc123"
+    "cypress:run:ci": "cypress run --env publishing-token=abc123,CYPRESS_CONNECT_ADDRESS=$CYPRESS_CONNECT_ADDRESS"
   },
   "dependencies": {
     "@quasar/extras": "^1.16.5",