diff --git a/internal/api/auth.go b/internal/api/auth.go
index 4e63715a1..d6d079364 100644
--- a/internal/api/auth.go
+++ b/internal/api/auth.go
@@ -123,7 +123,7 @@ func (a *API) maybeLoadUserOrSession(ctx context.Context) (context.Context, erro
 		session, err = models.FindSessionByID(db, sessionId, false)
 		if err != nil {
 			if models.IsNotFoundError(err) {
-				return ctx, forbiddenError(ErrorCodeSessionNotFound, "Session from session_id claim in JWT does not exist")
+				return ctx, forbiddenError(ErrorCodeSessionNotFound, "Session from session_id claim in JWT does not exist").WithInternalError(err).WithInternalMessage(fmt.Sprintf("session id (%s) doesn't exist", sessionId))
 			}
 			return ctx, err
 		}
diff --git a/internal/api/auth_test.go b/internal/api/auth_test.go
index 35a64be92..3150628d9 100644
--- a/internal/api/auth_test.go
+++ b/internal/api/auth_test.go
@@ -167,7 +167,7 @@ func (ts *AuthTestSuite) TestMaybeLoadUserOrSession() {
 				Role:      "authenticated",
 				SessionId: "73bf9ee0-9e8c-453b-b484-09cb93e2f341",
 			},
-			ExpectedError:   forbiddenError(ErrorCodeSessionNotFound, "Session from session_id claim in JWT does not exist"),
+			ExpectedError:   forbiddenError(ErrorCodeSessionNotFound, "Session from session_id claim in JWT does not exist").WithInternalError(models.SessionNotFoundError{}).WithInternalMessage("session id (73bf9ee0-9e8c-453b-b484-09cb93e2f341) doesn't exist"),
 			ExpectedUser:    u,
 			ExpectedSession: nil,
 		},