diff --git a/atst/models/attachment.py b/atst/models/attachment.py
index b4177c29..9838ea05 100644
--- a/atst/models/attachment.py
+++ b/atst/models/attachment.py
@@ -30,3 +30,6 @@ class Attachment(Base, mixins.TimestampsMixin):
         db.session.commit()
 
         return attachment
+
+    def __repr__(self):
+        return "<Attachment(name='{}', id='{}')>".format(self.filename, self.id)
diff --git a/atst/models/audit_event.py b/atst/models/audit_event.py
index 53b4a45e..0c6403b9 100644
--- a/atst/models/audit_event.py
+++ b/atst/models/audit_event.py
@@ -29,3 +29,8 @@ class AuditEvent(Base, TimestampsMixin):
         attrs = inspect(self).dict
 
         connection.execute(self.__table__.insert(), **attrs)
+
+    def __repr__(self):
+        return "<AuditEvent(name='{}', action='{}', id='{}')>".format(
+            self.display_name, self.action, self.id
+        )
diff --git a/atst/models/environment.py b/atst/models/environment.py
index 61b5c910..7fa079ac 100644
--- a/atst/models/environment.py
+++ b/atst/models/environment.py
@@ -29,3 +29,12 @@ class Environment(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
 
     def auditable_workspace_id(self):
         return self.project.workspace_id
+
+    def __repr__(self):
+        return "<Environment(name='{}', num_users='{}', project='{}', workspace='{}', id='{}')>".format(
+            self.name,
+            self.num_users,
+            self.project.name,
+            self.project.workspace.name,
+            self.id,
+        )
diff --git a/atst/models/environment_role.py b/atst/models/environment_role.py
index 594b46f3..b236617d 100644
--- a/atst/models/environment_role.py
+++ b/atst/models/environment_role.py
@@ -24,6 +24,11 @@ class EnvironmentRole(Base, mixins.TimestampsMixin):
     user_id = Column(UUID(as_uuid=True), ForeignKey("users.id"), nullable=False)
     user = relationship("User", backref="environment_roles")
 
+    def __repr__(self):
+        return "<EnvironmentRole(role='{}', user='{}', environment='{}', id='{}')>".format(
+            self.role, self.user.full_name, self.environment.name, self.id
+        )
+
 
 Index(
     "environments_role_user_environment",
diff --git a/atst/models/project.py b/atst/models/project.py
index 4d795fea..c8d256b2 100644
--- a/atst/models/project.py
+++ b/atst/models/project.py
@@ -20,3 +20,8 @@ class Project(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
     @property
     def displayname(self):
         return self.name
+
+    def __repr__(self):
+        return "<Project(name='{}', description='{}', workspace='{}', id='{}')>".format(
+            self.name, self.description, self.workspace.name, self.id
+        )
diff --git a/atst/models/request.py b/atst/models/request.py
index ddb84762..36a6b78e 100644
--- a/atst/models/request.py
+++ b/atst/models/request.py
@@ -223,3 +223,13 @@ class Request(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
     @property
     def contracting_officer_email(self):
         return self.latest_revision.email_co
+
+    def __repr__(self):
+        return "<Request(status='{}', name='{}', creator='{}', is_approved='{}', time_created='{}', id='{}')>".format(
+            self.status_displayname,
+            self.displayname,
+            self.creator.full_name,
+            self.is_approved,
+            self.time_created,
+            self.id,
+        )
diff --git a/atst/models/request_internal_comment.py b/atst/models/request_internal_comment.py
index 5d1c3440..45f332e1 100644
--- a/atst/models/request_internal_comment.py
+++ b/atst/models/request_internal_comment.py
@@ -15,3 +15,8 @@ class RequestInternalComment(Base, mixins.TimestampsMixin):
 
     request_id = Column(ForeignKey("requests.id", ondelete="CASCADE"), nullable=False)
     request = relationship("Request")
+
+    def __repr__(self):
+        return "<RequestInternalComment(text='{}', user='{}', request='{}', id='{}')>".format(
+            self.text, self.user.full_name, self.request_id, self.id
+        )
diff --git a/atst/models/request_review.py b/atst/models/request_review.py
index a69d62d2..2bc7587c 100644
--- a/atst/models/request_review.py
+++ b/atst/models/request_review.py
@@ -32,3 +32,8 @@ class RequestReview(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
     @property
     def full_name_ccpo(self):
         return "{} {}".format(self.fname_ccpo, self.lname_ccpo)
+
+    def __repr__(self):
+        return "<RequestReview(status='{}', comment='{}', reviewer='{}', id='{}')>".format(
+            self.status.log_name, self.comment, self.full_name_reviewer, self.id
+        )
diff --git a/atst/models/request_revision.py b/atst/models/request_revision.py
index be333eea..1d2da465 100644
--- a/atst/models/request_revision.py
+++ b/atst/models/request_revision.py
@@ -77,3 +77,8 @@ class RequestRevision(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
     uii_ids = Column(ARRAY(String))
     treasury_code = Column(String)
     ba_code = Column(String)
+
+    def __repr__(self):
+        return "<RequestRevision(request='{}', id='{}')>".format(
+            self.request_id, self.id
+        )
diff --git a/atst/models/request_status_event.py b/atst/models/request_status_event.py
index 68b60729..90ec2532 100644
--- a/atst/models/request_status_event.py
+++ b/atst/models/request_status_event.py
@@ -55,3 +55,8 @@ class RequestStatusEvent(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
             return "Accepted"
         else:
             return self.displayname
+
+    def __repr__(self):
+        return "<RequestStatusEvent(log_name='{}', request='{}', id='{}')>".format(
+            self.log_name, self.request_id, self.id
+        )
diff --git a/atst/models/role.py b/atst/models/role.py
index 7f229a48..9bf81d7e 100644
--- a/atst/models/role.py
+++ b/atst/models/role.py
@@ -25,3 +25,8 @@ class Role(Base, mixins.TimestampsMixin):
         perms_set.discard(permission)
         self.permissions = list(perms_set)
         flag_modified(self, "permissions")
+
+    def __repr__(self):
+        return "<Role(name='{}', description='{}', permissions='{}', id='{}')>".format(
+            self.name, self.description, self.permissions, self.id
+        )
diff --git a/atst/models/task_order.py b/atst/models/task_order.py
index 23ec6af1..af1736bf 100644
--- a/atst/models/task_order.py
+++ b/atst/models/task_order.py
@@ -63,3 +63,13 @@ class TaskOrder(Base, mixins.TimestampsMixin):
                 ],
             )
         )
+
+    def __repr__(self):
+        return "<TaskOrder(number='{}', verified='{}', budget='{}', expiration_date='{}', pdf='{}', id='{}')>".format(
+            self.number,
+            self.verified,
+            self.budget,
+            self.expiration_date,
+            self.pdf,
+            self.id,
+        )
diff --git a/atst/models/user.py b/atst/models/user.py
index 8729cba9..48570937 100644
--- a/atst/models/user.py
+++ b/atst/models/user.py
@@ -42,3 +42,13 @@ class User(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
     @property
     def displayname(self):
         return self.full_name
+
+    def __repr__(self):
+        return "<User(name='{}', dod_id='{}', email='{}', role='{}', has_workspaces='{}', id='{}')>".format(
+            self.full_name,
+            self.dod_id,
+            self.email,
+            self.atat_role_name,
+            self.has_workspaces,
+            self.id,
+        )
diff --git a/atst/models/workspace.py b/atst/models/workspace.py
index 492880c8..11f32e27 100644
--- a/atst/models/workspace.py
+++ b/atst/models/workspace.py
@@ -47,3 +47,8 @@ class Workspace(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
 
     def auditable_workspace_id(self):
         return self.id
+
+    def __repr__(self):
+        return "<Workspace(name='{}', request='{}', task_order='{}', user_count='{}', id='{}')>".format(
+            self.name, self.request_id, self.task_order.number, self.user_count, self.id
+        )
diff --git a/atst/models/workspace_role.py b/atst/models/workspace_role.py
index e95ce350..87c8f46f 100644
--- a/atst/models/workspace_role.py
+++ b/atst/models/workspace_role.py
@@ -22,6 +22,11 @@ class WorkspaceRole(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
         UUID(as_uuid=True), ForeignKey("users.id"), index=True, nullable=False
     )
 
+    def __repr__(self):
+        return "<WorkspaceRole(role='{}', workspace='{}', user_id='{}', id='{}')>".format(
+            self.role.name, self.workspace.name, self.user_id, self.id
+        )
+
 
 Index(
     "workspace_role_user_workspace",
diff --git a/atst/models/workspace_user.py b/atst/models/workspace_user.py
index e704dc3d..4e106455 100644
--- a/atst/models/workspace_user.py
+++ b/atst/models/workspace_user.py
@@ -59,3 +59,11 @@ class WorkspaceUser(object):
     @property
     def has_environment_roles(self):
         return self.num_environment_roles > 0
+
+    def __repr__(self):
+        return "<WorkspaceUser(user='{}', role='{}', workspace='{}', num_environment_roles='{}')>".format(
+            self.user_name,
+            self.role.name,
+            self.workspace.name,
+            self.num_environment_roles,
+        )
diff --git a/tests/models/test_attachment.py b/tests/models/test_attachment.py
index e1690aa4..00c54b88 100644
--- a/tests/models/test_attachment.py
+++ b/tests/models/test_attachment.py
@@ -16,3 +16,9 @@ def test_attach_raises():
         fs = FileStorage(fp, content_type="something/else")
         with pytest.raises(AttachmentError):
             Attachment.attach(fs)
+
+
+def test_repr(pdf_upload):
+    attachment = Attachment.attach(pdf_upload)
+    assert attachment.filename in str(attachment)
+    assert str(attachment.id) in str(attachment)
diff --git a/tests/models/test_environments.py b/tests/models/test_environments.py
index 32faeef2..5d62739f 100644
--- a/tests/models/test_environments.py
+++ b/tests/models/test_environments.py
@@ -16,3 +16,7 @@ def test_add_user_to_environment():
 
     dev_environment = Environments.add_member(dev_environment, developer, "developer")
     assert developer in dev_environment.users
+
+
+def test_repr():
+    pass
diff --git a/tests/test_auth.py b/tests/test_auth.py
index 87e90f77..099dc4ec 100644
--- a/tests/test_auth.py
+++ b/tests/test_auth.py
@@ -116,6 +116,19 @@ def test_unprotected_routes_set_user_if_logged_in(client, app, user_session):
     assert user.full_name in resp.data.decode()
 
 
+def test_unprotected_routes_set_user_if_logged_in(client, app, user_session):
+    user = UserFactory.create()
+
+    resp = client.get(url_for("atst.helpdocs"))
+    assert resp.status_code == 200
+    assert user.full_name not in resp.data.decode()
+
+    user_session(user)
+    resp = client.get(url_for("atst.helpdocs"))
+    assert resp.status_code == 200
+    assert user.full_name in resp.data.decode()
+
+
 # this implicitly relies on the test config and test CRL in tests/fixtures/crl