JobTrackerApi.Tests/BackgroundWorkerTenantTests.cs

@@ -121,6 +121,9 @@ public sealed class BackgroundWorkerTenantTests
             db.EmailSendAttempts.AddRange(
                 new EmailSendAttempt { Id = Guid.NewGuid(), OwnerUserId = "user-1", JobApplicationId = jobs[0].Id, Provider = "gmail", ClientRequestId = Guid.NewGuid().ToString(), PayloadHash = new string('a', 64), Status = EmailSendStatuses.Sent, CreatedAtUtc = DateTime.UtcNow },
                 new EmailSendAttempt { Id = Guid.NewGuid(), OwnerUserId = "user-2", JobApplicationId = jobs[1].Id, Provider = "microsoft", ClientRequestId = Guid.NewGuid().ToString(), PayloadHash = new string('b', 64), Status = EmailSendStatuses.Failed, FailureCategory = "rejected", CreatedAtUtc = DateTime.UtcNow });
+            db.EmailDrafts.AddRange(
+                Draft("user-1", jobs[0].Id, "one@example.test", "Private draft one"),
+                Draft("user-2", jobs[1].Id, "two@example.test", "Private draft two"));
             await db.SaveChangesAsync();
         }
         var environment = new Mock<IHostEnvironment>();
@@ -148,6 +151,10 @@ public sealed class BackgroundWorkerTenantTests
                 var attempt = Assert.Single(rootElement.GetProperty("EmailSendAttempts").EnumerateArray());
                 Assert.Equal(owner == "user-1" ? "gmail" : "microsoft", attempt.GetProperty("Provider").GetString());
                 Assert.False(attempt.TryGetProperty("PayloadHash", out _));
+                var draft = Assert.Single(rootElement.GetProperty("EmailDrafts").EnumerateArray());
+                Assert.Equal(owner == "user-1" ? "one@example.test" : "two@example.test", draft.GetProperty("To").GetString());
+                Assert.Equal(owner == "user-1" ? "Private draft one" : "Private draft two", draft.GetProperty("BodyText").GetString());
+                Assert.Equal(1, draft.GetProperty("Revision").GetInt64());
             }
             owners.Sort(StringComparer.Ordinal);
             Assert.Equal(new[] { "user-1", "user-2" }, owners);
@@ -159,6 +166,20 @@ public sealed class BackgroundWorkerTenantTests
         }
     }
 
+    private static EmailDraft Draft(string ownerUserId, int jobApplicationId, string recipient, string body) => new()
+    {
+        Id = Guid.NewGuid(),
+        OwnerUserId = ownerUserId,
+        JobApplicationId = jobApplicationId,
+        Provider = ownerUserId == "user-1" ? "gmail" : "microsoft",
+        To = recipient,
+        Subject = "Synthetic export subject",
+        BodyText = body,
+        ThreadId = "synthetic-thread",
+        CreatedAtUtc = DateTime.UtcNow.AddMinutes(-5),
+        UpdatedAtUtc = DateTime.UtcNow,
+    };
+
     [Fact]
     public async Task Enrichment_processes_both_owners_only_through_fake_ai()
     {

JobTrackerApi.Tests/BackupControllerTests.cs

@@ -36,7 +36,8 @@ public sealed class BackupControllerTests
         await using var db = CreateDb();
         db.Companies.Add(new Company { Name = "Acme", OwnerUserId = "user-1" });
         var job = new JobApplication { JobTitle = "Backend Developer", OwnerUserId = "user-1" };
-        db.JobApplications.Add(job);
+        var otherJob = new JobApplication { JobTitle = "Other tenant role", OwnerUserId = "user-2" };
+        db.JobApplications.AddRange(job, otherJob);
         await db.SaveChangesAsync();
         db.EmailSendAttempts.Add(new EmailSendAttempt
         {
@@ -51,6 +52,32 @@ public sealed class BackupControllerTests
             CreatedAtUtc = DateTime.UtcNow,
             CompletedAtUtc = DateTime.UtcNow,
         });
+        db.EmailDrafts.Add(new EmailDraft
+        {
+            Id = Guid.NewGuid(),
+            OwnerUserId = "user-1",
+            JobApplicationId = job.Id,
+            Provider = "gmail",
+            To = "recipient@example.test",
+            Subject = "Synthetic export subject",
+            BodyText = "Synthetic readable draft body.",
+            ThreadId = "synthetic-thread",
+            Revision = 3,
+            CreatedAtUtc = DateTime.UtcNow.AddMinutes(-5),
+            UpdatedAtUtc = DateTime.UtcNow,
+        });
+        db.EmailDrafts.Add(new EmailDraft
+        {
+            Id = Guid.NewGuid(),
+            OwnerUserId = "user-2",
+            JobApplicationId = otherJob.Id,
+            Provider = "microsoft",
+            To = "other@example.test",
+            Subject = "Other tenant subject",
+            BodyText = "Other tenant private body.",
+            CreatedAtUtc = DateTime.UtcNow,
+            UpdatedAtUtc = DateTime.UtcNow,
+        });
         await db.SaveChangesAsync();
 
         var provider = DataProtectionProvider.Create(new DirectoryInfo(Path.Combine(Path.GetTempPath(), $"jobtracker-tests-{Guid.NewGuid():N}")));
@@ -70,6 +97,12 @@ public sealed class BackupControllerTests
         Assert.Equal("gmail", attempt.GetProperty("Provider").GetString());
         Assert.Equal("sent", attempt.GetProperty("Status").GetString());
         Assert.False(attempt.TryGetProperty("PayloadHash", out _));
+        var draft = Assert.Single(document.RootElement.GetProperty("Data").GetProperty("EmailDrafts").EnumerateArray());
+        Assert.Equal("recipient@example.test", draft.GetProperty("To").GetString());
+        Assert.Equal("Synthetic export subject", draft.GetProperty("Subject").GetString());
+        Assert.Equal("Synthetic readable draft body.", draft.GetProperty("BodyText").GetString());
+        Assert.Equal("synthetic-thread", draft.GetProperty("ThreadId").GetString());
+        Assert.Equal(3, draft.GetProperty("Revision").GetInt64());
     }
 
     private static JobTrackerContext CreateDb()

JobTrackerApi/Controllers/BackupController.cs

@@ -89,6 +89,21 @@ namespace JobTrackerApi.Controllers
                     attempt.StartedAtUtc,
                     attempt.CompletedAtUtc))
                 .ToListAsync(cancellationToken);
+            var emailDrafts = await _db.EmailDrafts.AsNoTracking()
+                .Where(draft => jobIds.Contains(draft.JobApplicationId))
+                .OrderBy(draft => draft.UpdatedAtUtc)
+                .Select(draft => new EmailDraftExport(
+                    draft.Id,
+                    draft.JobApplicationId,
+                    draft.Provider,
+                    draft.To,
+                    draft.Subject,
+                    draft.BodyText,
+                    draft.ThreadId,
+                    draft.Revision,
+                    draft.CreatedAtUtc,
+                    draft.UpdatedAtUtc))
+                .ToListAsync(cancellationToken);
             var rules = await _db.RuleSettings.AsNoTracking().FirstOrDefaultAsync(cancellationToken);
 
             return new
@@ -99,6 +114,7 @@ namespace JobTrackerApi.Controllers
                 Attachments = attachments,
                 Events = events,
                 EmailSendAttempts = emailSendAttempts,
+                EmailDrafts = emailDrafts,
                 Rules = rules
             };
         }

JobTrackerApi/Models/EmailDraft.cs

@@ -15,3 +15,15 @@ public sealed class EmailDraft
     public DateTime CreatedAtUtc { get; set; }
     public DateTime UpdatedAtUtc { get; set; }
 }
+
+public sealed record EmailDraftExport(
+    Guid Id,
+    int JobApplicationId,
+    string Provider,
+    string To,
+    string Subject,
+    string BodyText,
+    string? ThreadId,
+    long Revision,
+    DateTime CreatedAtUtc,
+    DateTime UpdatedAtUtc);

JobTrackerApi/Services/DailyExportHostedService.cs

@@ -77,6 +77,21 @@ public sealed class DailyExportHostedService(
                     attempt.StartedAtUtc,
                     attempt.CompletedAtUtc))
                 .ToListAsync(cancellationToken),
+            EmailDrafts = await db.EmailDrafts.AsNoTracking()
+                .Where(draft => jobIds.Contains(draft.JobApplicationId))
+                .OrderBy(draft => draft.UpdatedAtUtc)
+                .Select(draft => new EmailDraftExport(
+                    draft.Id,
+                    draft.JobApplicationId,
+                    draft.Provider,
+                    draft.To,
+                    draft.Subject,
+                    draft.BodyText,
+                    draft.ThreadId,
+                    draft.Revision,
+                    draft.CreatedAtUtc,
+                    draft.UpdatedAtUtc))
+                .ToListAsync(cancellationToken),
             Rules = await RulesEngine.GetSettings(db, cancellationToken),
         };