diff --git a/cmd/pm/init.go b/cmd/pm/init.go
index d55afde..bf637bb 100644
--- a/cmd/pm/init.go
+++ b/cmd/pm/init.go
@@ -41,6 +41,9 @@ func init() {
 	task.RegisterTask("priority_management", func(app *app.App) task.Tasker {
 		return tasks.NewPriorityManagementTask(app)
 	})
+	task.RegisterTask("issue_review_cleanup", func(app *app.App) task.Tasker {
+		return tasks.NewIssueReviewCleanupTask(app)
+	})
 	task.RegisterTask("git_task", func(app *app.App) task.Tasker {
 		return tasks.NewGitTask(app)
 	})
diff --git a/cmd/pm/tasks/issueReviewCleanup.go b/cmd/pm/tasks/issueReviewCleanup.go
new file mode 100644
index 0000000..a609e1d
--- /dev/null
+++ b/cmd/pm/tasks/issueReviewCleanup.go
@@ -0,0 +1,136 @@
+package tasks
+
+import (
+	"context"
+
+	"github.com/LazyBachelor/LazyPM/internal/models"
+	"github.com/LazyBachelor/LazyPM/internal/utils/check"
+)
+
+const issueReviewCleanupDescription = `You are responsible for reviewing and maintaining the current project issues.
+
+Using the system, complete the following steps:
+
+1. Open three different issues and read their titles and descriptions
+2. Add a comment to two issues
+3. Delete this cleanup task issue ("Issue Review and Cleanup Task") from the issue list — do not delete the other project issues
+4. Confirm that the cleanup task issue no longer appears in the list`
+
+type IssueReviewCleanupTask struct {
+	done       bool
+	app        *App
+	setupIssue *models.Issue
+}
+
+func NewIssueReviewCleanupTask(app *App) *IssueReviewCleanupTask {
+	return &IssueReviewCleanupTask{app: app, done: false}
+}
+
+func (t *IssueReviewCleanupTask) Config() Config {
+	return BaseConfig().WithStatisticsStoragePath("./.pm/issue-review-cleanup-stats.json")
+}
+
+func (t *IssueReviewCleanupTask) Details(interfaceType InterfaceType) TaskDetails {
+	return BaseDetails(interfaceType).
+		WithTitle("Issue Review and Cleanup Task").
+		WithDescription(issueReviewCleanupDescription).
+		WithTimeToComplete("8m").
+		WithDifficulty("Easy")
+}
+
+func (t *IssueReviewCleanupTask) Questions(interfaceType InterfaceType) Questions {
+	return BaseQuestions(interfaceType)
+}
+
+func (t *IssueReviewCleanupTask) Setup(ctx context.Context) error {
+	if err := ClearIssues(t.app); err != nil {
+		return err
+	}
+
+	reviewIssues := []*models.Issue{
+		models.NewIssueBuilder().
+			WithTitle("Fix login page layout").
+			WithDescription("The login form is misaligned on smaller screens. Needs responsive CSS adjustments.").
+			WithPriority(2).
+			WithStatus(models.StatusOpen).
+			WithIssueType(models.TypeTask).
+			Build(),
+		models.NewIssueBuilder().
+			WithTitle("Add unit tests for API endpoints").
+			WithDescription("Current coverage is low. Add tests for /users and /projects endpoints.").
+			WithPriority(1).
+			WithStatus(models.StatusOpen).
+			WithIssueType(models.TypeTask).
+			Build(),
+		models.NewIssueBuilder().
+			WithTitle("Update dependencies").
+			WithDescription("Several npm packages have security advisories. Run npm audit and update.").
+			WithPriority(2).
+			WithStatus(models.StatusOpen).
+			WithIssueType(models.TypeTask).
+			Build(),
+		models.NewIssueBuilder().
+			WithTitle("Improve error messages").
+			WithDescription("Form validation errors are generic. Make them more helpful for users.").
+			WithPriority(3).
+			WithStatus(models.StatusOpen).
+			WithIssueType(models.TypeTask).
+			Build(),
+		models.NewIssueBuilder().
+			WithTitle("Document deployment process").
+			WithDescription("Add README section for deploying to production environment.").
+			WithPriority(3).
+			WithStatus(models.StatusOpen).
+			WithIssueType(models.TypeTask).
+			Build(),
+	}
+
+	if err := t.app.Issues.CreateIssues(ctx, reviewIssues, ""); err != nil {
+		return err
+	}
+
+	t.setupIssue = models.NewBaseIssue().
+		WithTitle("Issue Review and Cleanup Task").
+		WithDescription(issueReviewCleanupDescription).
+		Build()
+
+	return t.app.Issues.CreateIssue(ctx, t.setupIssue, "")
+}
+
+func (t *IssueReviewCleanupTask) Validate(ctx context.Context) ValidationFeedback {
+	expect := check.NewExpector()
+
+	issues, err := FetchIssues(ctx, t.app, t.setupIssue)
+	if err != nil {
+		return expect.Fatal("Could not fetch issues")
+	}
+
+	// Count the amount of comments on each issue
+	commentCount := map[string]int{}
+	for _, issue := range issues {
+		comments, _ := t.app.Issues.GetIssueComments(ctx, issue.ID)
+		commentCount[issue.ID] = len(comments)
+	}
+
+	// Add a count if there are comment on a issue
+	commentsInIssues := 0
+	for _, count := range commentCount {
+		if count > 0 {
+			commentsInIssues++
+		}
+	}
+
+	expect.Equal(commentsInIssues, 2, "Comments on issues")
+
+	// Fetching the setup issue as as FetchIssues only updates the setup issue if it exists,
+	// we can check if it was deleted by seeing if it can be fetched again
+	if t.setupIssue, err = t.app.Issues.GetIssue(ctx, t.setupIssue.ID); t.setupIssue != nil {
+		expect.Fail("Setup issue still exists")
+	} else {
+		expect.Pass("Setup issue deleted")
+	}
+
+	expect.Equal(len(issues), 5, "Number of remaining issues")
+
+	return expect.Complete()
+}
diff --git a/internal/utils/check/expect.go b/internal/utils/check/expect.go
index dbeaa29..256c6e6 100644
--- a/internal/utils/check/expect.go
+++ b/internal/utils/check/expect.go
@@ -90,9 +90,10 @@ func (e *Expector) Equal(val, expected any, message string) *Expector {
 }
 
 func (e *Expector) Assert(condition bool, message string) *Expector {
-	check := NewCheck(message, condition)
-	e.Checks = append(e.Checks, check)
-	return e
+	if !condition {
+		return e.Fail(message)
+	}
+	return e.Pass(message + " is correct")
 }
 
 func (e *Expector) Nil(value any, message string) *Expector {