diff --git a/shared/adf/convert.go b/shared/adf/convert.go
index 5ff97d68..1ec0d536 100644
--- a/shared/adf/convert.go
+++ b/shared/adf/convert.go
@@ -22,6 +22,7 @@ import (
 var mdParser = goldmark.New(
 	goldmark.WithExtensions(
 		extension.Table,
+		extension.Linkify,
 		extras.New(extras.Config{
 			Delete: extras.DeleteConfig{Enable: true},
 		}),
@@ -37,6 +38,7 @@ var mdParser = goldmark.New(
 var wikiParser = goldmark.New(
 	goldmark.WithExtensions(
 		extension.Table,
+		extension.Linkify,
 		extras.New(extras.Config{
 			Subscript:   extras.SubscriptConfig{Enable: true},
 			Superscript: extras.SuperscriptConfig{Enable: true},
diff --git a/tools/jtk/api/issues.go b/tools/jtk/api/issues.go
index fbde2477..6994ea70 100644
--- a/tools/jtk/api/issues.go
+++ b/tools/jtk/api/issues.go
@@ -422,6 +422,14 @@ func FormatCustomFieldValue(v any) string {
 		}
 		return fmt.Sprintf("%g", val)
 	case map[string]any:
+		// Detect ADF documents (type: "doc") and extract plain text.
+		if t, _ := val["type"].(string); t == "doc" {
+			b, _ := json.Marshal(val)
+			var doc ADFDocument
+			if err := json.Unmarshal(b, &doc); err == nil {
+				return doc.ToPlainText()
+			}
+		}
 		if s, ok := val["value"].(string); ok {
 			return s
 		}
diff --git a/tools/jtk/api/issues_extract_test.go b/tools/jtk/api/issues_extract_test.go
index 8f324a42..8d5919f9 100644
--- a/tools/jtk/api/issues_extract_test.go
+++ b/tools/jtk/api/issues_extract_test.go
@@ -105,6 +105,21 @@ func TestFormatCustomFieldValue_Types(t *testing.T) {
 		{"bool_true", true, "yes"},
 		{"bool_false", false, "no"},
 		{"nil", nil, ""},
+		{"adf_document", map[string]any{
+			"type":    "doc",
+			"version": float64(1),
+			"content": []any{
+				map[string]any{
+					"type": "paragraph",
+					"content": []any{
+						map[string]any{
+							"type": "text",
+							"text": "Hello ADF",
+						},
+					},
+				},
+			},
+		}, "Hello ADF\n"},
 		{"unhandled_map", map[string]any{"progress": float64(0), "total": float64(0)}, ""},
 		{"unhandled_type", struct{ X int }{42}, ""},
 		{"serialized_java_object", "{pullrequest={dataType=pullrequest, state=MERGED}}", ""},
diff --git a/tools/jtk/internal/cmd/issues/update.go b/tools/jtk/internal/cmd/issues/update.go
index 4431e966..11449bc6 100644
--- a/tools/jtk/internal/cmd/issues/update.go
+++ b/tools/jtk/internal/cmd/issues/update.go
@@ -17,6 +17,7 @@ import (
 	jtkpresent "github.com/open-cli-collective/jira-ticket-cli/internal/present"
 	"github.com/open-cli-collective/jira-ticket-cli/internal/resolve"
 	"github.com/open-cli-collective/jira-ticket-cli/internal/text"
+	"github.com/open-cli-collective/atlassian-go/adf"
 )
 
 func newUpdateCmd(opts *root.Options) *cobra.Command {
@@ -132,7 +133,23 @@ func runUpdate(ctx context.Context, opts *root.Options, issueKey, summary, descr
 	}
 
 	if description != "" {
-		fields["description"] = api.NewADFDocument(text.InterpretEscapes(description))
+		// Fetch current issue to preserve media (images, attachments) in description
+		existingIssue, fetchErr := client.GetIssue(ctx, issueKey)
+		if fetchErr == nil && existingIssue.Fields.Description != nil && existingIssue.Fields.Description.ADF != nil {
+			var mediaNodes []*adf.Node
+			for _, node := range existingIssue.Fields.Description.ADF.Content {
+				if node.Type == "mediaSingle" || node.Type == "mediaGroup" {
+					mediaNodes = append(mediaNodes, node)
+				}
+			}
+			newDoc := api.NewADFDocument(text.InterpretEscapes(description))
+			if newDoc != nil && len(mediaNodes) > 0 {
+				newDoc.Content = append(newDoc.Content, mediaNodes...)
+			}
+			fields["description"] = newDoc
+		} else {
+			fields["description"] = api.NewADFDocument(text.InterpretEscapes(description))
+		}
 	}
 
 	if parent != "" {