diff --git a/.env.example b/.env.example
index 9921e78..48288c0 100644
--- a/.env.example
+++ b/.env.example
@@ -8,6 +8,7 @@ Umbraco__CMS__Global__Smtp__Host=
 Umbraco__CMS__Global__Smtp__Port=
 Umbraco__CMS__Global__Smtp__Username=
 Umbraco__CMS__Global__Smtp__Password=
+Umbraco__CMS__Global__Smtp__SecureSocketOptions=StartTls
 Sentry__Dsn=
 CADDY_ENVIRONMENT=Development
 HTTP_PORT=80
diff --git a/SgfDevs/HealthChecks/ReadinessHealthCheck.cs b/SgfDevs/HealthChecks/ReadinessHealthCheck.cs
new file mode 100644
index 0000000..f0ab1d6
--- /dev/null
+++ b/SgfDevs/HealthChecks/ReadinessHealthCheck.cs
@@ -0,0 +1,30 @@
+using System.Threading;
+using System.Threading.Tasks;
+using Microsoft.Extensions.Diagnostics.HealthChecks;
+using Umbraco.Cms.Core;
+using Umbraco.Cms.Core.Services;
+using Umbraco.Cms.Infrastructure.Persistence;
+
+namespace SgfDevs.HealthChecks;
+
+internal sealed class ReadinessHealthCheck(
+    IRuntimeState runtimeState,
+    IUmbracoDatabaseFactory databaseFactory) : IHealthCheck
+{
+    public Task<HealthCheckResult> CheckHealthAsync(
+        HealthCheckContext context,
+        CancellationToken cancellationToken = default)
+    {
+        if (runtimeState.Level != RuntimeLevel.Run)
+        {
+            return Task.FromResult(HealthCheckResult.Unhealthy());
+        }
+
+        using var database = databaseFactory.CreateDatabase();
+        var result = database.ExecuteScalar<int>("SELECT 1");
+
+        return Task.FromResult(result == 1
+            ? HealthCheckResult.Healthy()
+            : HealthCheckResult.Unhealthy());
+    }
+}
diff --git a/SgfDevs/Program.cs b/SgfDevs/Program.cs
index 9b5a8bd..ab93106 100644
--- a/SgfDevs/Program.cs
+++ b/SgfDevs/Program.cs
@@ -1,6 +1,8 @@
 using System;
 using System.Data.Common;
+using System.Threading.Tasks;
 using Microsoft.AspNetCore.Builder;
+using Microsoft.AspNetCore.Diagnostics.HealthChecks;
 using Microsoft.AspNetCore.Hosting;
 using Microsoft.Data.Sqlite;
 using Microsoft.Extensions.DependencyInjection;
@@ -10,6 +12,7 @@
 using SgfDevs.Dev.EventSync;
 using SgfDevs.Dev.EventSync.Meetup;
 using SgfDevs.Dev.EventSync.Sessionize;
+using SgfDevs.HealthChecks;
 using SGFDevs.Dev;
 using Umbraco.Cms.Core.DependencyInjection;
 using Umbraco.Cms.Persistence.Sqlite;
@@ -44,6 +47,8 @@
 
 umbracoBuilder.Build();
 
+builder.Services.AddHealthChecks()
+    .AddCheck<ReadinessHealthCheck>("ready", tags: ["ready"]);
 builder.Services.AddHttpClient();
 builder.Services.Configure<EventSyncOptions>(builder.Configuration.GetSection("SGFDevs"));
 builder.Services.AddScoped<MemberConverter>();
@@ -71,6 +76,20 @@
 
 await app.BootUmbracoAsync();
 
+var healthCheckOptions = new HealthCheckOptions
+{
+    ResponseWriter = static (_, _) => Task.CompletedTask
+};
+app.MapHealthChecks("/health/live", new HealthCheckOptions
+{
+    Predicate = static _ => false,
+    ResponseWriter = healthCheckOptions.ResponseWriter
+}).AllowAnonymous();
+app.MapHealthChecks("/health/ready", new HealthCheckOptions
+{
+    Predicate = static check => check.Tags.Contains("ready"),
+    ResponseWriter = healthCheckOptions.ResponseWriter
+}).AllowAnonymous();
 
 app.UseUmbraco()
     .WithMiddleware(u =>