diff --git a/server/internal/infrastructure/piagent/image_generation.go b/server/internal/infrastructure/piagent/image_generation.go
index 2dd2d49..78d70d2 100644
--- a/server/internal/infrastructure/piagent/image_generation.go
+++ b/server/internal/infrastructure/piagent/image_generation.go
@@ -17,6 +17,7 @@ import (
 	"path/filepath"
 	"strconv"
 	"strings"
+	"sync"
 	"time"
 	"unicode/utf8"
 
@@ -215,9 +216,83 @@ func (c *ImageClient) Generate(ctx context.Context, prompt string, opts ImageReq
 			break
 		}
 	}
+	if count > 1 && isImageGenerationCountFallbackError(lastErr) {
+		logx.Errorf(
+			"gpt image generation count fallback model=%s size=%s count=%d prompt_runes=%d elapsed=%s idempotency_key=%s err=%v",
+			model,
+			size,
+			count,
+			promptRunes,
+			time.Since(startedAt).Round(time.Millisecond),
+			idempotencyKey,
+			lastErr,
+		)
+		return c.generateImageCountFallback(ctx, prompt, model, size, count, images, idempotencyKey)
+	}
 	return GeneratedImage{}, lastErr
 }
 
+func (c *ImageClient) generateImageCountFallback(ctx context.Context, prompt string, model string, size string, count int, images []string, idempotencyKey string) (GeneratedImage, error) {
+	fallbackCtx, cancel := context.WithCancel(ctx)
+	defer cancel()
+
+	urls := make([]string, count)
+	var wg sync.WaitGroup
+	var mu sync.Mutex
+	var firstErr error
+	setErr := func(err error) {
+		if err == nil {
+			return
+		}
+		mu.Lock()
+		defer mu.Unlock()
+		if firstErr == nil {
+			firstErr = err
+			cancel()
+		}
+	}
+
+	for index := 0; index < count; index++ {
+		index := index
+		wg.Add(1)
+		go func() {
+			defer wg.Done()
+			fallbackOpts := ImageRequestOptions{
+				Model:  model,
+				Size:   size,
+				Count:  1,
+				Images: append([]string(nil), images...),
+			}
+			if idempotencyKey != "" {
+				fallbackOpts.IdempotencyKey = fmt.Sprintf("%s-%d", idempotencyKey, index+1)
+			}
+			image, err := c.Generate(fallbackCtx, prompt, fallbackOpts)
+			if err != nil {
+				setErr(err)
+				return
+			}
+			url := image.URL
+			if url == "" && len(image.URLs) > 0 {
+				url = image.URLs[0]
+			}
+			if url == "" {
+				setErr(fmt.Errorf("image generation count fallback returned empty image"))
+				return
+			}
+			urls[index] = url
+		}()
+	}
+	wg.Wait()
+
+	mu.Lock()
+	err := firstErr
+	mu.Unlock()
+	if err != nil {
+		return GeneratedImage{}, err
+	}
+	return GeneratedImage{URL: urls[0], URLs: urls}, nil
+}
+
 func (c *ImageClient) imageRequestBody(ctx context.Context, model string, prompt string, size string, count int, images []string, stream bool) ([]byte, string, error) {
 	if len(images) > 0 {
 		if c.inputImageTransport == "url" && imageInputsCanUseURLTransport(images) {
@@ -787,6 +862,21 @@ func isImageGenerationStreamFallbackError(err error) bool {
 		strings.Contains(message, "text/event-stream")
 }
 
+func isImageGenerationCountFallbackError(err error) bool {
+	if err == nil {
+		return false
+	}
+	message := strings.ToLower(err.Error())
+	if !strings.Contains(message, "unknown parameter") {
+		return false
+	}
+	return strings.Contains(message, "tools[0].n") ||
+		strings.Contains(message, "param:n") ||
+		strings.Contains(message, "param: n") ||
+		strings.Contains(message, "parameter: 'n'") ||
+		strings.Contains(message, `parameter: "n"`)
+}
+
 func shouldFallbackImageGenerationStream(err error, idempotencyKey string) bool {
 	if isImageGenerationStreamFallbackError(err) {
 		return true
diff --git a/server/internal/infrastructure/piagent/image_generation_test.go b/server/internal/infrastructure/piagent/image_generation_test.go
index 082a948..0ec63f3 100644
--- a/server/internal/infrastructure/piagent/image_generation_test.go
+++ b/server/internal/infrastructure/piagent/image_generation_test.go
@@ -3,10 +3,12 @@ package piagent
 import (
 	"context"
 	"encoding/json"
+	"fmt"
 	"io"
 	"net/http"
 	"net/http/httptest"
 	"strings"
+	"sync"
 	"testing"
 	"time"
 )
@@ -170,6 +172,89 @@ func TestImageClientSendsImageCount(t *testing.T) {
 	}
 }
 
+func TestImageClientFallsBackToConcurrentSingleImageRequestsWhenCountUnsupported(t *testing.T) {
+	var mu sync.Mutex
+	var initialBody map[string]any
+	fallbackBodies := make([]map[string]any, 0, 3)
+	fallbackKeys := make([]string, 0, 3)
+	activeFallbacks := 0
+	maxActiveFallbacks := 0
+	releaseFallbacks := make(chan struct{})
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		var requestBody map[string]any
+		if err := json.NewDecoder(r.Body).Decode(&requestBody); err != nil {
+			t.Errorf("decode request body: %v", err)
+			http.Error(w, err.Error(), http.StatusBadRequest)
+			return
+		}
+		if requestBody["n"] != nil {
+			mu.Lock()
+			initialBody = requestBody
+			mu.Unlock()
+			http.Error(w, `{"error":{"message":"Unknown parameter: 'tools[0].n'.","param":"tools[0].n","type":"invalid_request_error"}}`, http.StatusBadRequest)
+			return
+		}
+
+		mu.Lock()
+		fallbackBodies = append(fallbackBodies, requestBody)
+		fallbackKeys = append(fallbackKeys, r.Header.Get("Idempotency-Key"))
+		index := len(fallbackBodies)
+		activeFallbacks++
+		if activeFallbacks > maxActiveFallbacks {
+			maxActiveFallbacks = activeFallbacks
+		}
+		if index == 3 {
+			close(releaseFallbacks)
+		}
+		mu.Unlock()
+
+		select {
+		case <-releaseFallbacks:
+		case <-time.After(2 * time.Second):
+		}
+
+		mu.Lock()
+		activeFallbacks--
+		mu.Unlock()
+		w.Header().Set("Content-Type", "application/json")
+		_, _ = fmt.Fprintf(w, `{"data":[{"url":"https://example.com/fallback-%d.png"}]}`, index)
+	}))
+	defer server.Close()
+
+	client := NewImageClient(ImageClientOptions{BaseURL: server.URL, APIKey: "test-key"})
+	image, err := client.Generate(context.Background(), "create three images", ImageRequestOptions{Model: "gpt-image-2", Count: 3, IdempotencyKey: "batch-key"})
+	if err != nil {
+		t.Fatal(err)
+	}
+	mu.Lock()
+	defer mu.Unlock()
+	if initialBody["n"] != float64(3) {
+		t.Fatalf("expected first request n=3, got %#v", initialBody["n"])
+	}
+	if len(image.URLs) != 3 {
+		t.Fatalf("expected three fallback images, got %#v", image.URLs)
+	}
+	if len(fallbackBodies) != 3 {
+		t.Fatalf("expected three single-image fallback requests, got %d", len(fallbackBodies))
+	}
+	if maxActiveFallbacks < 2 {
+		t.Fatalf("expected concurrent fallback requests, max active was %d", maxActiveFallbacks)
+	}
+	keySet := map[string]bool{}
+	for index, body := range fallbackBodies {
+		if body["n"] != nil {
+			t.Fatalf("expected fallback request %d to omit n, got %#v", index, body)
+		}
+		keySet[fallbackKeys[index]] = true
+	}
+	for _, key := range []string{"batch-key-1", "batch-key-2", "batch-key-3"} {
+		if !keySet[key] {
+			t.Fatalf("expected fallback idempotency key %q, got %#v", key, fallbackKeys)
+		}
+	}
+}
+
 func TestImageClientUploadsDataReferenceImagesAsMultipart(t *testing.T) {
 	var requestPath string
 	var requestContentType string