diff --git a/command/openai/api.go b/command/openai/api.go
index c04e84cc..47a9cef9 100644
--- a/command/openai/api.go
+++ b/command/openai/api.go
@@ -3,6 +3,7 @@ package openai
 import (
 	"bytes"
 	"net/http"
+	"time"
 
 	"github.com/pkg/errors"
 )
@@ -20,7 +21,9 @@ const (
 )
 
 // we don't use our default clients.HttpClient as we need longer timeouts...
-var client http.Client
+var client = http.Client{
+	Timeout: 25 * time.Second,
+}
 
 func doRequest(cfg Config, apiEndpoint string, data []byte) (*http.Response, error) {
 	req, err := http.NewRequest("POST", cfg.APIHost+apiEndpoint, bytes.NewBuffer(data))
diff --git a/command/openai/command.go b/command/openai/command.go
index 7d705c65..5937d078 100644
--- a/command/openai/command.go
+++ b/command/openai/command.go
@@ -311,6 +311,7 @@ func (c *openaiCommand) GetHelp() []bot.Help {
 			Category:    category,
 			Examples: []string{
 				"dalle high resolution image of a sunset, painted by a robot",
+				"dall-e high resolution image of a sunset, painted by a robot",
 			},
 		},
 	}
diff --git a/command/openai/dalle.go b/command/openai/dalle.go
index f9687a9f..727c829c 100644
--- a/command/openai/dalle.go
+++ b/command/openai/dalle.go
@@ -19,15 +19,19 @@ func (c *openaiCommand) dalleGenerateImage(match matcher.Result, message msg.Mes
 	c.AddReaction(":coffee:", message)
 
 	go func() {
-		defer c.RemoveReaction(":coffee:", message)
-
 		prompt := match.GetString(util.FullMatch)
 		images, err := generateImages(c.cfg, prompt)
+		c.RemoveReaction(":coffee:", message)
 		if err != nil {
 			c.ReplyError(message, err)
 			return
 		}
 
+		// add 📤 emoji to indicate that the image is being uploaded which can take some time via slack
+		c.AddReaction(":outbox_tray:", message)
+		defer c.RemoveReaction(":outbox_tray:", message)
+
+		startTime := time.Now()
 		for _, image := range images {
 			err := c.sendImageInSlack(image, message)
 			if err != nil {
@@ -37,6 +41,7 @@ func (c *openaiCommand) dalleGenerateImage(match matcher.Result, message msg.Mes
 				)
 			}
 		}
+		log.Infof("Uploading %d images took %s", len(images), time.Since(startTime))
 	}()
 }
 
diff --git a/command/openai/dalle_test.go b/command/openai/dalle_test.go
index 78eb00b7..116b8d18 100644
--- a/command/openai/dalle_test.go
+++ b/command/openai/dalle_test.go
@@ -98,6 +98,8 @@ func TestDalle(t *testing.T) {
 
 		mocks.AssertReaction(slackClient, ":coffee:", message)
 		mocks.AssertRemoveReaction(slackClient, ":coffee:", message)
+		mocks.AssertReaction(slackClient, ":outbox_tray:", message)
+		mocks.AssertRemoveReaction(slackClient, ":outbox_tray:", message)
 
 		slackClient.On(
 			"UploadFile",