diff --git a/apps/rowboat/app/actions.ts b/apps/rowboat/app/actions.ts
index 6e401dbf..a785b261 100644
--- a/apps/rowboat/app/actions.ts
+++ b/apps/rowboat/app/actions.ts
@@ -462,7 +462,8 @@ export async function getAssistantResponse(
 ): Promise<{
     messages: z.infer<typeof apiV1.ChatMessage>[],
     state: unknown,
-    rawAPIResponse: unknown,
+    rawRequest: unknown,
+    rawResponse: unknown,
 }> {
     await projectAuthCheck(projectId);
 
@@ -470,7 +471,8 @@ export async function getAssistantResponse(
     return {
         messages: convertFromAgenticAPIChatMessages(response.messages),
         state: response.state,
-        rawAPIResponse: response.rawAPIResponse,
+        rawRequest: request,
+        rawResponse: response.rawAPIResponse,
     };
 }
 
@@ -479,7 +481,11 @@ export async function getCopilotResponse(
     messages: z.infer<typeof CopilotMessage>[],
     current_workflow_config: z.infer<typeof Workflow>,
     context: z.infer<typeof CopilotChatContext> | null,
-): Promise<z.infer<typeof CopilotAssistantMessage>> {
+): Promise<{
+    message: z.infer<typeof CopilotAssistantMessage>,
+    rawRequest: unknown,
+    rawResponse: unknown,
+}> {
     await projectAuthCheck(projectId);
 
     // prepare request
@@ -515,7 +521,12 @@ export async function getCopilotResponse(
         role: 'assistant',
         content: json.response.replace(/^```json\n/, '').replace(/\n```$/, ''),
     });
-    return msg as z.infer<typeof CopilotAssistantMessage>;
+
+    return {
+        message: msg as z.infer<typeof CopilotAssistantMessage>,
+        rawRequest: request,
+        rawResponse: json,
+    };
 }
 
 export async function suggestToolResponse(toolId: string, projectId: string, messages: z.infer<typeof apiV1.ChatMessage>[]): Promise<string> {
diff --git a/apps/rowboat/app/projects/[projectId]/playground/app.tsx b/apps/rowboat/app/projects/[projectId]/playground/app.tsx
index ba391b60..c1d3a389 100644
--- a/apps/rowboat/app/projects/[projectId]/playground/app.tsx
+++ b/apps/rowboat/app/projects/[projectId]/playground/app.tsx
@@ -1,5 +1,5 @@
 'use client';
-import { Spinner } from "@nextui-org/react";
+import { Dropdown, DropdownItem, DropdownMenu, DropdownTrigger, Spinner } from "@nextui-org/react";
 import { useEffect, useState, useMemo } from "react";
 import { z } from "zod";
 import { PlaygroundChat, SimulationData, Workflow } from "@/app/lib/types";
@@ -8,6 +8,7 @@ import { Chat } from "./chat";
 import { useSearchParams } from "next/navigation";
 import { ActionButton, Pane } from "../workflow/pane";
 import { apiV1 } from "rowboat-shared";
+import { EllipsisVerticalIcon, MessageSquarePlusIcon, PlayIcon } from "lucide-react";
 
 function SimulateLabel() {
     return <span>Simulate<sup className="pl-1">beta</sup></span>;
@@ -75,18 +76,14 @@ export function App({
     return <Pane title={viewSimulationMenu ? <SimulateLabel /> : "Chat"} actions={[
         <ActionButton
             key="new-chat"
-            icon={<svg className="w-4 h-4" aria-hidden="true" xmlns="http://www.w3.org/2000/svg" width="24" height="24" fill="none" viewBox="0 0 24 24">
-                <path stroke="currentColor" strokeLinecap="round" strokeLinejoin="round" strokeWidth="2" d="M16 10.5h.01m-4.01 0h.01M8 10.5h.01M5 5h14a1 1 0 0 1 1 1v9a1 1 0 0 1-1 1h-6.6a1 1 0 0 0-.69.275l-2.866 2.723A.5.5 0 0 1 8 18.635V17a1 1 0 0 0-1-1H5a1 1 0 0 1-1-1V6a1 1 0 0 1 1-1Z" />
-            </svg>}
+            icon={<MessageSquarePlusIcon size={16} />}
             onClick={handleNewChatButtonClick}
         >
             New chat
         </ActionButton>,
         !viewSimulationMenu && <ActionButton
             key="simulate"
-            icon={<svg className="w-4 h-4" aria-hidden="true" xmlns="http://www.w3.org/2000/svg" width="24" height="24" fill="none" viewBox="0 0 24 24">
-                <path stroke="currentColor" strokeLinecap="round" strokeLinejoin="round" strokeWidth="2" d="M8 18V6l8 6-8 6Z" />
-            </svg>}
+            icon={<PlayIcon size={16} />}
             onClick={handleSimulateButtonClick}
         >
             Simulate
diff --git a/apps/rowboat/app/projects/[projectId]/playground/chat.tsx b/apps/rowboat/app/projects/[projectId]/playground/chat.tsx
index fc9f412a..41b5042e 100644
--- a/apps/rowboat/app/projects/[projectId]/playground/chat.tsx
+++ b/apps/rowboat/app/projects/[projectId]/playground/chat.tsx
@@ -7,7 +7,7 @@ import { AgenticAPIChatRequest, convertToAgenticAPIChatMessages, convertWorkflow
 import { ComposeBox } from "./compose-box";
 import { Button } from "@nextui-org/react";
 import { apiV1 } from "rowboat-shared";
-import { CheckIcon, CopyIcon } from "lucide-react";
+import { CopyAsJsonButton } from "./copy-as-json-button";
 
 export function Chat({
     chat,
@@ -101,7 +101,7 @@ export function Chat({
                 prompts,
                 startAgent,
             };
-            setLastAgenticRequest(request);
+            setLastAgenticRequest(null);
             setLastAgenticResponse(null);
 
             try {
@@ -109,7 +109,8 @@ export function Chat({
                 if (ignore) {
                     return;
                 }
-                setLastAgenticResponse(response.rawAPIResponse);
+                setLastAgenticRequest(response.rawRequest);
+                setLastAgenticResponse(response.rawResponse);
                 setMessages([...messages, ...response.messages.map((message) => ({
                     ...message,
                     version: 'v1' as const,
@@ -250,36 +251,15 @@ export function Chat({
             lastRequest: lastAgenticRequest,
             lastResponse: lastAgenticResponse,
         }, null, 2);
-        navigator.clipboard.writeText(jsonString)
-            .then(() => {
-                setShowCopySuccess(true);
-                setTimeout(() => {
-                    setShowCopySuccess(false);
-                }, 1500);
-            })
-            .catch(err => {
-                console.error('Failed to copy chat to clipboard:', err);
-            });
-    };
+        navigator.clipboard.writeText(jsonString);
+    }
 
     function handleSystemMessageChange(message: string) {
         setSystemMessage(message);
     }
 
     return <div className="relative h-full flex flex-col gap-8 pt-8 overflow-auto">
-        <Button
-            size="sm"
-            variant="bordered"
-            isIconOnly
-            onClick={handleCopyChat}
-            className="absolute top-2 right-0"
-        >
-            {showCopySuccess ? (
-                <CheckIcon size={16} />
-            ) : (
-                <CopyIcon size={16} />
-            )}
-        </Button>
+        <CopyAsJsonButton onCopy={handleCopyChat} />
         <Messages
             projectId={projectId}
             messages={messages}
diff --git a/apps/rowboat/app/projects/[projectId]/playground/copy-as-json-button.tsx b/apps/rowboat/app/projects/[projectId]/playground/copy-as-json-button.tsx
new file mode 100644
index 00000000..f662ce5f
--- /dev/null
+++ b/apps/rowboat/app/projects/[projectId]/playground/copy-as-json-button.tsx
@@ -0,0 +1,28 @@
+import { CheckIcon, CopyIcon } from "lucide-react";
+import { useState } from "react";
+
+export function CopyAsJsonButton({ onCopy }: { onCopy: () => void }) {
+    const [showCopySuccess, setShowCopySuccess] = useState(false);
+
+    const handleCopyChat = () => {
+        onCopy();
+        setShowCopySuccess(true);
+        setTimeout(() => {
+            setShowCopySuccess(false);
+        }, 500);
+    };
+
+    return <button
+        onClick={handleCopyChat}
+        className="absolute top-0 right-0 text-gray-300 hover:text-gray-700 flex items-center gap-1 group"
+    >
+        {showCopySuccess ? (
+            <CheckIcon size={16} />
+        ) : (
+            <CopyIcon size={16} />
+        )}
+        <div className="text-xs hidden group-hover:block">
+            {showCopySuccess ? 'Copied' : 'Copy as JSON'}
+        </div>
+    </button>
+}
\ No newline at end of file
diff --git a/apps/rowboat/app/projects/[projectId]/workflow/copilot.tsx b/apps/rowboat/app/projects/[projectId]/workflow/copilot.tsx
index acea66ea..46d6ac2c 100644
--- a/apps/rowboat/app/projects/[projectId]/workflow/copilot.tsx
+++ b/apps/rowboat/app/projects/[projectId]/workflow/copilot.tsx
@@ -9,6 +9,7 @@ import { Action } from "./copilot_actions";
 import clsx from "clsx";
 import { Action as WorkflowDispatch } from "./workflow_editor";
 import MarkdownContent from "@/app/lib/components/markdown-content";
+import { CopyAsJsonButton } from "../playground/copy-as-json-button";
 
 
 const CopilotContext = createContext<{
@@ -181,6 +182,8 @@ function App({
     const messagesEndRef = useRef<HTMLDivElement>(null);
     const [appliedChanges, setAppliedChanges] = useState<Record<string, boolean>>({});
     const [discardContext, setDiscardContext] = useState(false);
+    const [lastRequest, setLastRequest] = useState<unknown | null>(null);
+    const [lastResponse, setLastResponse] = useState<unknown | null>(null);
 
     // Cycle through loading messages until reaching the last one
     useEffect(() => {
@@ -328,7 +331,10 @@ function App({
             setResponseError(null);
 
             try {
-                const copilotMessage = await getCopilotResponse(
+                setLastRequest(null);
+                setLastResponse(null);
+
+                const response = await getCopilotResponse(
                     projectId,
                     messages,
                     workflow,
@@ -337,7 +343,9 @@ function App({
                 if (ignore) {
                     return;
                 }
-                setMessages([...messages, copilotMessage]);
+                setLastRequest(response.rawRequest);
+                setLastResponse(response.rawResponse);
+                setMessages([...messages, response.message]);
             } catch (err) {
                 if (!ignore) {
                     setResponseError(`Failed to get copilot response: ${err instanceof Error ? err.message : 'Unknown error'}`);
@@ -369,14 +377,24 @@ function App({
         };
     }, [messages, projectId, responseError, workflow, effectiveContext]);
 
+    function handleCopyChat() {
+        const jsonString = JSON.stringify({
+            messages: messages,
+            lastRequest: lastRequest,
+            lastResponse: lastResponse,
+        }, null, 2);
+        navigator.clipboard.writeText(jsonString);
+    }
+
     // scroll to bottom on new messages
     useEffect(() => {
         messagesEndRef.current?.scrollIntoView({ behavior: "smooth" })
     }, [messages, loadingResponse]);
 
-    return <div className="h-full flex flex-col">
+    return <div className="h-full flex flex-col relative">
         <CopilotContext.Provider value={{ workflow, handleApplyChange, appliedChanges }}>
-            <div className="grow flex flex-col gap-2 overflow-auto px-1">
+            <CopyAsJsonButton onCopy={handleCopyChat} />
+            <div className="grow flex flex-col gap-2 overflow-auto px-1 mt-6">
                 {messages.map((m, index) => {
                     // Calculate if this assistant message is stale
                     const isStale = m.role === 'assistant' && messages.slice(index + 1).some(
@@ -412,7 +430,7 @@ function App({
             </div>
             <div className="shrink-0">
                 {responseError && (
-                    <div className="max-w-[768px] mx-auto mb-4 p-2 bg-red-50 border border-red-200 rounded-lg flex gap-2 justify-between items-center">
+                    <div className="max-w-[768px] mx-auto mb-4 p-2 bg-red-50 border border-red-200 rounded-lg flex gap-2 justify-between items-center text-sm">
                         <p className="text-red-600">{responseError}</p>
                         <Button
                             size="sm"
diff --git a/apps/rowboat/app/projects/[projectId]/workflow/entity_list.tsx b/apps/rowboat/app/projects/[projectId]/workflow/entity_list.tsx
index d63d1765..56debc82 100644
--- a/apps/rowboat/app/projects/[projectId]/workflow/entity_list.tsx
+++ b/apps/rowboat/app/projects/[projectId]/workflow/entity_list.tsx
@@ -4,6 +4,7 @@ import { Dropdown, DropdownItem, DropdownTrigger, DropdownMenu } from "@nextui-o
 import { useRef, useEffect } from "react";
 import { ActionButton, Pane } from "./pane";
 import clsx from "clsx";
+import { EllipsisVerticalIcon } from "lucide-react";
 
 interface EntityListProps {
     agents: z.infer<typeof WorkflowAgent>[];
@@ -177,9 +178,7 @@ function AgentDropdown({
     return (
         <Dropdown>
             <DropdownTrigger>
-                <svg className="w-4 h-4 text-gray-400" aria-hidden="true" xmlns="http://www.w3.org/2000/svg" width="24" height="24" fill="none" viewBox="0 0 24 24">
-                    <path stroke="currentColor" strokeLinecap="round" strokeWidth="3" d="M12 6h.01M12 12h.01M12 18h.01" />
-                </svg>
+                <EllipsisVerticalIcon size={16} />
             </DropdownTrigger>
             <DropdownMenu
                 disabledKeys={[
@@ -219,9 +218,7 @@ function EntityDropdown({
     return (
         <Dropdown>
             <DropdownTrigger>
-                <svg className="w-4 h-4 text-gray-400" aria-hidden="true" xmlns="http://www.w3.org/2000/svg" width="24" height="24" fill="none" viewBox="0 0 24 24">
-                    <path stroke="currentColor" strokeLinecap="round" strokeWidth="3" d="M12 6h.01M12 12h.01M12 18h.01" />
-                </svg>
+                <EllipsisVerticalIcon size={16} />
             </DropdownTrigger>
             <DropdownMenu
                 onAction={(key) => {
diff --git a/apps/rowboat/app/projects/[projectId]/workflow/pane.tsx b/apps/rowboat/app/projects/[projectId]/workflow/pane.tsx
index b0a6afc2..a7ecd136 100644
--- a/apps/rowboat/app/projects/[projectId]/workflow/pane.tsx
+++ b/apps/rowboat/app/projects/[projectId]/workflow/pane.tsx
@@ -23,7 +23,7 @@ export function Pane({
                 {title}
             </div>
             {!actions && <div className="w-4 h-4" />}
-            {actions && <div className={clsx("rounded-md hover:text-gray-800 px-2 text-sm flex items-center gap-1", {
+            {actions && <div className={clsx("rounded-md hover:text-gray-800 px-2 text-sm flex items-center gap-2", {
                 "text-blue-600": fancy,
                 "text-gray-400": !fancy,
             })}>