diff --git a/internal/autoassigner/autoassigner.go b/internal/autoassigner/autoassigner.go
index 37114cea..427a234a 100644
--- a/internal/autoassigner/autoassigner.go
+++ b/internal/autoassigner/autoassigner.go
@@ -5,6 +5,7 @@ import (
 	"context"
 	"errors"
 	"fmt"
+	"math/rand"
 	"strconv"
 	"sync"
 	"time"
@@ -145,6 +146,12 @@ func (e *Engine) populateTeamBalancer() error {
 			continue
 		}
 
+		// Shuffle users to prevent ordering bias, as every app restart will pick the same first user.
+		r := rand.New(rand.NewSource(time.Now().UnixNano()))
+		r.Shuffle(len(users), func(i, j int) {
+			users[i], users[j] = users[j], users[i]
+		})
+
 		for _, user := range users {
 			// Team does not have a balancer pool, create one.
 			if _, ok := e.roundRobinBalancer[team.ID]; !ok {