diff --git a/SettingsHelper.js b/SettingsHelper.js
index 2f130d18..37122714 100644
--- a/SettingsHelper.js
+++ b/SettingsHelper.js
@@ -79,6 +79,67 @@ module.exports = function () {
     // console.log(`Settings: '${settings[setting.local]}'; '${setting.default}'`);
     output[setting.local] = args[setting.env] || args[setting.local] || process.env[setting.env] || process.env[setting.local] || settings[setting.env] || settings[setting.local] || setting.default;
 
+    // Make sure these settings are properly formatted
+    if(output[setting.local]) {
+      // Make sure these settings are properly formatted to JSON
+      let jsonSettings = ['authentication', 'customServer'];
+      if(jsonSettings.includes(setting.local) && output[setting.local]) {
+        if(typeof output[setting.local] !== "object") {
+          console.log(`${setting.local}/${setting.env} must be a JSON object. Attempting to convert it for you.`);
+          try {
+            let parsed = JSON.parse(output[setting.local]);
+            output[setting.local] = parsed;
+          }
+          catch(e) {
+            console.log(`- Unable to parse '${output[setting.local]}'`);
+            console.log(`- Please check your syntax. Reverting to default.`);
+          }
+          console.log(`- Done.`);
+        }
+      }
+      // Make sure these settings are properly formatted to an Array
+      // This currently is only coded to handle the servers setting which is an Array of JSON objects
+      let arraySettings = ['servers'];
+      if(arraySettings.includes(setting.local)) {
+        if(!Array.isArray(output[setting.local])) {
+          console.log(`${setting.local}/${setting.env} must be an Array of JSON objects. Attempting to convert it for you.`);
+
+          let temp = output[setting.local].trim();
+
+          temp = temp.replace("[", "");
+          temp = temp.replace("]", "");
+          let tempArr = temp.split("},");
+
+          if(tempArr.length > 0) {
+            let tempOutArr = [];
+            tempArr.forEach(element => {
+              try {
+                if(!element.endsWith('}')) {
+                  element = element + '}';
+                }
+                let parsed = JSON.parse(element);
+
+                tempOutArr.push(parsed);
+              }
+              catch(e) {
+                console.log(`- Unable to parse '${element}'`);
+                console.log(`- Please check your syntax. Skipping...`);
+              }
+            });
+
+            if(tempOutArr.length == 0) {
+              console.log(`- No elements to use. Reverting to default.`);
+            }
+            output[setting.local] = tempOutArr;
+          }
+          else {
+            console.log(`No array elements found =(. Reverting to default.`);
+            output[setting.local] = setting.default;
+          }
+          console.log(`- Done.`);
+        }
+      }
+    }
     // Backwards compatibilty for PORT ENV setting
     if(setting.local == 'webapp_port' && output[setting.local] == 8088) {
       let port = args['PORT'] || process.env['PORT'] || settings['PORT'];
@@ -92,17 +153,20 @@ module.exports = function () {
     if ((setting.local == 'webroot' || setting.local == 'accessUrl') && output[setting.local].endsWith("/")) {
       console.log(`${setting.local}/${setting.env} should not end in '/'. Removing trailing slash(es) for you.`);
       output[setting.local] = output[setting.local].replace(/\/+$/, "");
+      console.log(`- Done.`);
     }
     // Add leading slash, if not provided
     if (setting.local == 'webroot' && output[setting.local].length > 1 && !output[setting.local].startsWith("/")) {
       console.log(`${setting.local}/${setting.env} should always start with '/'. Adding the leading slash for you.`);
       // Make sure it starts with one leading slash
       output[setting.local] = `/${output[setting.local]}`;
+      console.log(`- Done.`);
     }
     // Make sure 'webroot' and 'serverroot' aren't set to '/'. Revert to default if they do.
     if ((setting.local == 'webroot' || setting.local == 'serverroot') && output[setting.local] == '/') {
       console.log(`${setting.local}/${setting.env} cannot be set to '/'. Reverting to default: '${setting.default}'`);
       output[setting.local] = setting.default;
+      console.log(`- Done.`);
     }
     process.env[setting.env] = output[setting.local];
   }