diff --git a/internal/outpost/ak/api.go b/internal/outpost/ak/api.go
index 57757b2e2a..2def064273 100644
--- a/internal/outpost/ak/api.go
+++ b/internal/outpost/ak/api.go
@@ -77,11 +77,17 @@ func NewAPIController(akURL url.URL, token string) *APIController {
 
 	// Because we don't know the outpost UUID, we simply do a list and pick the first
 	// The service account this token belongs to should only have access to a single outpost
-	outposts, _, err := apiClient.OutpostsApi.OutpostsInstancesList(context.Background()).Execute()
-	if err != nil {
+	var outposts *api.PaginatedOutpostList
+	var err error
+	for {
+		outposts, _, err = apiClient.OutpostsApi.OutpostsInstancesList(context.Background()).Execute()
+
+		if err == nil {
+			break
+		}
+
 		log.WithError(err).Error("Failed to fetch outpost configuration, retrying in 3 seconds")
 		time.Sleep(time.Second * 3)
-		return NewAPIController(akURL, token)
 	}
 	if len(outposts.Results) < 1 {
 		panic("No outposts found with given token, ensure the given token corresponds to an authenitk Outpost")