Thanks for your quick response Bruno! The flow of my traffic goes like this: 1) User enters https://commentconext.com/protected/dashboard/ in their browser. 2) Commentconext.com resolves to a public IP that points to a VM on DigitalOcean where I run Docker. 3) The traffic hits Nginx proxy that handles the HTTPS traffic and then makes the traffic HTTP for the rest of the flow. 4) The traffic hits Gatekeeper, and if needed, Gatekeeper authenticates with Keycloak which I have hosted on another VM on DigitalOcean where I also run Docker. 5) KeyCloak, if needed, authenticates with the identity provider(Google). 6) Gatekeeper proxies my traffic to http://webapp I am running Keycloak and Gatekeeper in docker containers. Below is the configuration of both: Keycloak docker config: version: '3' services: keycloak: container_name: keycloak image: jboss/keycloak container_name: keycloak restart: always ports: - 0.0.0.0:8080:8080 environment: DB_DATABASE: ${DB_DATABASE} DB_USER: ${DB_USER} DB_PASSWORD: ${DB_PASSWORD} JDBC_PARAMS: ${JDBC_PARAMS} KEYCLOAK_HOSTNAME: ${KEYCLOAK_HOSTNAME} KEYCLOAK_HTTP_PORT: ${KEYCLOAK_HTTP_PORT} KEYCLOAK_USER: ${KEYCLOAK_USER} KEYCLOAK_PASSWORD: ${KEYCLOAK_PASSWORD} VIRTUAL_HOST: ${VIRTUAL_HOST} VIRTUAL_PORT: ${VIRTUAL_PORT} PROXY_ADDRESS_FORWARDING: ${PROXY_ADDRESS_FORWARDING} LETSENCRYPT_HOST: ${LETSENCRYPT_HOST} LETSENCRYPT_EMAIL: ${LETSENCRYPT_EMAIL} depends_on: - postgres Here is my .env file, that sets the environment variables above: DB_DATABASE=keycloak_db DB_USER=keycloak_db_user DB_PASSWORD="<snip>" KEYCLOAK_HOSTNAME=auth.clearauth.com KEYCLOAK_HTTP_PORT=8080 KEYCLOAK_USER=admin KEYCLOAK_PASSWORD="<snip>" JDBC_PARAMS="ssl=false" PROXY_ADDRESS_FORWARDING=true VIRTUAL_HOST=auth.clearauth.com VIRTUAL_PORT=8080 Gatekeeper docker config: gatekeeper: container_name: gatekeeper restart: always image: keycloak/keycloak-gatekeeper:latest ports: - 0.0.0.0:3001:3001 environment: VIRTUAL_HOST: ${VIRTUAL_HOST} VIRTUAL_PORT: ${VIRTUAL_PORT} LETSENCRYPT_HOST: ${LETSENCRYPT_HOST} LETSENCRYPT_EMAIL: ${LETSENCRYPT_EMAIL} volumes: - ./conf/gatekeeper.yml:/etc/gatekeeper.yml depends_on: - letsencrypt - nginx-proxy - webapp command: --config /etc/gatekeeper.yml Here is my .env file, that sets the environment variables above: VIRTUAL_HOST=commentcontext.com VIRTUAL_PORT=3001 LETSENCRYPT_HOST=commentcontext.com LETSENCRYPT_EMAIL=certs(a)commentcontext.com Here is my gatekeeper.yml file: discovery-url: http://auth.clearauth.com/auth/realms/user client-id: context client-secret: <snip> listen: 0.0.0.0:3001 enable-token-header: false enable-authorization-header: false http-only-cookie: true enable-refresh-tokens: true enable-logging: true enable-json-logging: true enable-encrypted-token: false no-redirects: false redirection-url: https://commentcontext.com/ encryption-key: <snip> cookie-access-name: sso-token cookie-refresh-name: sso-refresh upstream-url: http://webapp upstream-keepalives: true skip-upstream-tls-verify: true enable-security-filter: true headers: myheader_name: my_header_value resources: - uri: /protected/* methods: - GET - uri: /* methods: - PUT Below are the logs from Gatekeeper under several different scenarios: Logs from gatekeeper during successful attempt from desktop(chrome): {"level":"error","ts":1568035870.989644,"msg":"no session found in request, redirecting for authorization","error":"authentication session not found"} {"level":"info","ts":1568035870.990942,"msg":"client request","latency":0.004156151,"status":307,"bytes":95,"client_ip":" 192.168.64.3:55072","method":"GET","path":"/protected/dashboard/"} {"level":"info","ts":1568035871.037399,"msg":"client request","latency":0.000132817,"status":307,"bytes":296,"client_ip":" 192.168.64.3:55074","method":"GET","path":"/oauth/authorize"} {"level":"info","ts":1568035895.414867,"msg":"issuing access token for user","email":"nick@nickpowers.info ","expires":"2019-09-09T13:36:35Z","duration":"4m59.585136403s"} {"level":"info","ts":1568035895.4164033,"msg":"client request","latency":0.165521442,"status":307,"bytes":57,"client_ip":" 192.168.64.3:55076","method":"GET","path":"/oauth/callback"} {"level":"info","ts":1568035896.4183657,"msg":"client request","latency":0.954246584,"status":200,"bytes":159843,"client_ip":" 192.168.64.3:55080","method":"GET","path":"/protected/dashboard/"} {"level":"info","ts":1568035896.5251906,"msg":"client request","latency":0.00505199,"status":200,"bytes":6341,"client_ip":" 192.168.64.3:55110 ","method":"GET","path":"/protected/dashboard/styles/extras.1.3.1.min.css"} {"level":"info","ts":1568035896.5272646,"msg":"client request","latency":0.00889763,"status":200,"bytes":1208,"client_ip":" 192.168.64.3:55112 ","method":"GET","path":"/protected/dashboard/images/shards-dashboards-logo.svg"} {"level":"info","ts":1568035896.6020262,"msg":"client request","latency":0.082489547,"status":200,"bytes":805628,"client_ip":" 192.168.64.3:55108 ","method":"GET","path":"/protected/dashboard/styles/shards-dashboards.1.3.1.css"} {"level":"info","ts":1568035896.7910855,"msg":"client request","latency":0.009341256,"status":200,"bytes":8807,"client_ip":" 192.168.64.3:55124 ","method":"GET","path":"/protected/dashboard/scripts/app/app-analytics-overview.1.3.1.js"} {"level":"info","ts":1568035896.7940302,"msg":"client request","latency":0.011186249,"status":200,"bytes":3898,"client_ip":" 192.168.64.3:55120 ","method":"GET","path":"/protected/dashboard/scripts/extras.1.3.1.min.js"} {"level":"info","ts":1568035896.7954087,"msg":"client request","latency":0.011887251,"status":200,"bytes":6614,"client_ip":" 192.168.64.3:55122 ","method":"GET","path":"/protected/dashboard/scripts/shards-dashboards.1.3.1.min.js"} {"level":"info","ts":1568035897.4635108,"msg":"client request","latency":0.001947231,"status":404,"bytes":281,"client_ip":" 192.168.64.3:55132","method":"GET","path":"/favicon.ico"} Logs from gatekeeper during unsuccessful attempt from desktop(chrome), this is from a redirect in the app, after the successful login above. {"level":"info","ts":1568036254.6685731,"msg":"client request","latency":0.551675736,"status":302,"bytes":0,"client_ip":" 192.168.64.3:55272","method":"GET","path":"/protected/dashboard/delete.php"} Here is the delete.php, that calls the redirect that seems to cause this issue. It works fine, as long as I have the correct REFERER and it doesn't need to do the redirect. But, if I just type the link in directly, so it doesn't have a REFERER then it hits that header("Location: /protected/dashboard"); which should redirect to https://commentcontext.com/protected/dashboard but instead it sends me to https://webapp/protected/dashboard. To me this seems to indicate that Gatekeeper cannot proxy the redirect. <?php require_once '../include/YouTube.php'; if( 'https://commentcontext.com/protected/dashboard/index.php' != $_SERVER['HTTP_REFERER'] ) { # # Invalid location, refresh to dashboard # header("Location: /protected/dashboard"); exit; } # # Delete comment from youtube # $youtube->comments->delete($_POST["commentId"]); echo "comment deleted<br>"; Logs from Gatekeeper when trying to connect from my tablet (android chrome). NOTE: this failed every attempt up until now, when I just tried it actually sent me to my site, like it should. I'm not sure what changed. {"level":"error","ts":1568036488.9318864,"msg":"no session found in request, redirecting for authorization","error":"authentication session not found"} {"level":"info","ts":1568036488.933154,"msg":"client request","latency":0.00135279,"status":307,"bytes":95,"client_ip":" 192.168.64.3:55284","method":"GET","path":"/protected/dashboard/"} {"level":"info","ts":1568036488.9949393,"msg":"client request","latency":0.00016756,"status":307,"bytes":296,"client_ip":" 192.168.64.3:55286","method":"GET","path":"/oauth/authorize"} {"level":"info","ts":1568036496.060338,"msg":"issuing access token for user","email":"nick@nickpowers.info ","expires":"2019-09-09T13:46:36Z","duration":"4m59.939664871s"} {"level":"info","ts":1568036496.0613837,"msg":"client request","latency":0.047718755,"status":307,"bytes":57,"client_ip":" 192.168.64.3:55288","method":"GET","path":"/oauth/callback"} {"level":"info","ts":1568036496.7325685,"msg":"client request","latency":0.597993206,"status":200,"bytes":159843,"client_ip":" 192.168.64.3:55292","method":"GET","path":"/protected/dashboard/"} {"level":"info","ts":1568036496.933339,"msg":"client request","latency":0.008060276,"status":200,"bytes":6341,"client_ip":" 192.168.64.3:55324 ","method":"GET","path":"/protected/dashboard/styles/extras.1.3.1.min.css"} {"level":"info","ts":1568036496.9355507,"msg":"client request","latency":0.011554557,"status":200,"bytes":1208,"client_ip":" 192.168.64.3:55326 ","method":"GET","path":"/protected/dashboard/images/shards-dashboards-logo.svg"} {"level":"info","ts":1568036496.9998045,"msg":"client request","latency":0.080612073,"status":200,"bytes":805628,"client_ip":" 192.168.64.3:55320 ","method":"GET","path":"/protected/dashboard/styles/shards-dashboards.1.3.1.css"} {"level":"info","ts":1568036497.2263498,"msg":"client request","latency":0.006648847,"status":200,"bytes":3898,"client_ip":" 192.168.64.3:55332 ","method":"GET","path":"/protected/dashboard/scripts/extras.1.3.1.min.js"} {"level":"info","ts":1568036497.231792,"msg":"client request","latency":0.01331805,"status":200,"bytes":6614,"client_ip":" 192.168.64.3:55334 ","method":"GET","path":"/protected/dashboard/scripts/shards-dashboards.1.3.1.min.js"} {"level":"info","ts":1568036497.2363207,"msg":"client request","latency":0.006584008,"status":200,"bytes":8807,"client_ip":" 192.168.64.3:55340 ","method":"GET","path":"/protected/dashboard/scripts/app/app-analytics-overview.1.3.1.js"} {"level":"info","ts":1568036498.20545,"msg":"client request","latency":0.00212513,"status":404,"bytes":281,"client_ip":" 192.168.64.3:55344","method":"GET","path":"/favicon.ico"} {"level":"error","ts":1568036488.9318864,"msg":"no session found in request, redirecting for authorization","error":"authentication session not found"} {"level":"info","ts":1568036488.933154,"msg":"client request","latency":0.00135279,"status":307,"bytes":95,"client_ip":" 192.168.64.3:55284","method":"GET","path":"/protected/dashboard/"} {"level":"info","ts":1568036488.9949393,"msg":"client request","latency":0.00016756,"status":307,"bytes":296,"client_ip":" 192.168.64.3:55286","method":"GET","path":"/oauth/authorize"} {"level":"info","ts":1568036496.060338,"msg":"issuing access token for user","email":"nick@nickpowers.info ","expires":"2019-09-09T13:46:36Z","duration":"4m59.939664871s"} {"level":"info","ts":1568036496.0613837,"msg":"client request","latency":0.047718755,"status":307,"bytes":57,"client_ip":" 192.168.64.3:55288","method":"GET","path":"/oauth/callback"} {"level":"info","ts":1568036496.7325685,"msg":"client request","latency":0.597993206,"status":200,"bytes":159843,"client_ip":" 192.168.64.3:55292","method":"GET","path":"/protected/dashboard/"} {"level":"info","ts":1568036496.933339,"msg":"client request","latency":0.008060276,"status":200,"bytes":6341,"client_ip":" 192.168.64.3:55324 ","method":"GET","path":"/protected/dashboard/styles/extras.1.3.1.min.css"} {"level":"info","ts":1568036496.9355507,"msg":"client request","latency":0.011554557,"status":200,"bytes":1208,"client_ip":" 192.168.64.3:55326 ","method":"GET","path":"/protected/dashboard/images/shards-dashboards-logo.svg"} {"level":"info","ts":1568036496.9998045,"msg":"client request","latency":0.080612073,"status":200,"bytes":805628,"client_ip":" 192.168.64.3:55320 ","method":"GET","path":"/protected/dashboard/styles/shards-dashboards.1.3.1.css"} {"level":"info","ts":1568036497.2263498,"msg":"client request","latency":0.006648847,"status":200,"bytes":3898,"client_ip":" 192.168.64.3:55332 ","method":"GET","path":"/protected/dashboard/scripts/extras.1.3.1.min.js"} {"level":"info","ts":1568036497.231792,"msg":"client request","latency":0.01331805,"status":200,"bytes":6614,"client_ip":" 192.168.64.3:55334 ","method":"GET","path":"/protected/dashboard/scripts/shards-dashboards.1.3.1.min.js"} {"level":"info","ts":1568036497.2363207,"msg":"client request","latency":0.006584008,"status":200,"bytes":8807,"client_ip":" 192.168.64.3:55340 ","method":"GET","path":"/protected/dashboard/scripts/app/app-analytics-overview.1.3.1.js"} {"level":"info","ts":1568036498.20545,"msg":"client request","latency":0.00212513,"status":404,"bytes":281,"client_ip":" 192.168.64.3:55344","method":"GET","path":"/favicon.ico"} Please let me know if you would like to see any other info on this. Thank you so much! :) Nick On Mon, Sep 9, 2019 at 3:30 AM Bruno Oliveira <bruno(a)abstractj.org&gt; wrote: