diff --git a/.deploy.yml b/.deploy.yml
index 39e3233..fd2df00 100644
--- a/.deploy.yml
+++ b/.deploy.yml
@@ -32,6 +32,7 @@
           GEEKBOT_DB_TRUST_CERT: "true"
           GEEKBOT_SUMOLOCIG: "{{ lookup('env', 'GEEKBOT_SUMOLOCIG') }}"
           GEEKBOT_SENTRY: "{{ lookup('env', 'GEEKBOT_SENTRY') }}"
+          GEEKBOT_DB_REDSHIFT_COMPAT: "true"
     - name: Cleanup Old Container
       docker_prune:
         images: yes
diff --git a/Geekbot.net/Database/DatabaseInitializer.cs b/Geekbot.net/Database/DatabaseInitializer.cs
index 637e7b8..9f60d8a 100644
--- a/Geekbot.net/Database/DatabaseInitializer.cs
+++ b/Geekbot.net/Database/DatabaseInitializer.cs
@@ -37,7 +37,8 @@ namespace Geekbot.net.Database
                         Username = _runParameters.DbUser,
                         Password = _runParameters.DbPassword,
                         RequireSsl = _runParameters.DbSsl,
-                        TrustServerCertificate = _runParameters.DbTrustCert
+                        TrustServerCertificate = _runParameters.DbTrustCert,
+                        RedshiftCompatibility = _runParameters.DbRedshiftCompatibility
                     });
                 }
             }
diff --git a/Geekbot.net/Database/SqlConnectionString.cs b/Geekbot.net/Database/SqlConnectionString.cs
index 70346eb..61804cf 100644
--- a/Geekbot.net/Database/SqlConnectionString.cs
+++ b/Geekbot.net/Database/SqlConnectionString.cs
@@ -1,4 +1,6 @@
-namespace Geekbot.net.Database
+using System.Text;
+
+namespace Geekbot.net.Database
 {
     public class SqlConnectionString
     {
@@ -9,11 +11,29 @@
         public string Password { get; set; }
         public bool RequireSsl { get; set; }
         public bool TrustServerCertificate { get; set; }
+        public bool RedshiftCompatibility { get; set; }
 
         public override string ToString()
         {
+            var sb = new StringBuilder();
+            sb.Append("Application Name=Geekbot;");
+            
+            sb.Append($"Host={Host};");
+            sb.Append($"Port={Port};");
+            sb.Append($"Database={Database};");
+            sb.Append($"Username={Username};");
+            sb.Append($"Password={Password};");
+            
             var sslMode = RequireSsl ? "Require" : "Prefer";
-            return $"ApplicationName=Geekbot;Server={Host};Port={Port};Database={Database};Uid={Username};Pwd={Password};SSLMode={sslMode};TrustServerCertificate={TrustServerCertificate.ToString()};";
+            sb.Append($"SSL Mode={sslMode};");
+            sb.Append($"Trust Server Certificate={TrustServerCertificate.ToString()};");
+
+            if (RedshiftCompatibility)
+            {
+                sb.Append("Server Compatibility Mode=Redshift");
+            }
+
+            return sb.ToString();
         }
     }
 }
\ No newline at end of file
diff --git a/Geekbot.net/Lib/RunParameters.cs b/Geekbot.net/Lib/RunParameters.cs
index bd8ce25..eb8c078 100644
--- a/Geekbot.net/Lib/RunParameters.cs
+++ b/Geekbot.net/Lib/RunParameters.cs
@@ -49,6 +49,9 @@ namespace Geekbot.net.Lib
         
         [Option("db-trust-cert", HelpText = "Trust the database certificate, regardless if it is valid (default: false) (env: DB_TRUST_CERT)")]
         public bool DbTrustCert { get; set; } = ParamFallback("DB_TRUST_CERT", false);
+
+        [Option("db-redshift-compat", HelpText = "Enable compatibility for AWS Redshift and DigitalOcean Managed Database (default: false) (env: DB_REDSHIFT_COMPAT)")]
+        public bool DbRedshiftCompatibility { get; set; } = ParamFallback("DB_REDSHIFT_COMPAT", false);
         
         // Logging
         [Option("db-logging", HelpText = "Enable database logging (default: false) (env: DB_LOGGING)")]