diff --git a/src/apps/chat/components/message/CleanerMessage.tsx b/src/apps/chat/components/message/CleanerMessage.tsx
index 645569166..440d0bba5 100644
--- a/src/apps/chat/components/message/CleanerMessage.tsx
+++ b/src/apps/chat/components/message/CleanerMessage.tsx
@@ -8,6 +8,7 @@ import { DMessage, messageFragmentsReduceText } from '~/common/stores/chat/chat.
 
 import { TokenBadgeMemo } from '../composer/TokenBadge';
 import { makeMessageAvatar, messageBackground } from './ChatMessage';
+import { isErrorChatMessage } from './explainServiceErrors';
 
 
 /**
@@ -58,7 +59,7 @@ export function CleanerMessage(props: { message: DMessage, selected: boolean, re
 
   const fromAssistant = messageRole === 'assistant';
 
-  const isAssistantError = fromAssistant && (messageText.startsWith('[Issue] ') || messageText.startsWith('[OpenAI Issue]'));
+  const isAssistantError = fromAssistant && isErrorChatMessage(messageText);
 
   const backgroundColor = messageBackground(messageRole, !!messageUpdated, isAssistantError);
 
diff --git a/src/apps/chat/components/message/ContentPartText.tsx b/src/apps/chat/components/message/ContentPartText.tsx
index 543619f42..132a40d64 100644
--- a/src/apps/chat/components/message/ContentPartText.tsx
+++ b/src/apps/chat/components/message/ContentPartText.tsx
@@ -51,7 +51,7 @@ export function ContentPartText(props: {
       onFragmentReplace?.(fragmentId, createTextContentFragment(newText));
   }, [fragmentId, messageText, onFragmentReplace]);
 
-  const { errorMessage } = React.useMemo(
+  const errorMessage = React.useMemo(
     () => explainServiceErrors(messageText, fromAssistant, props.messageOriginLLM),
     [fromAssistant, messageText, props.messageOriginLLM],
   );
@@ -59,8 +59,8 @@ export function ContentPartText(props: {
   // if errored, render an Auto-Error message
   if (errorMessage) {
     return (
-      <GoodTooltip placement='top' title={messageText}>
-        <div><InlineError error={errorMessage} /></div>
+      <GoodTooltip placement='top' arrow title={messageText}>
+        <div><InlineError error={`${errorMessage}. Hover this message for more details.`} /></div>
       </GoodTooltip>
     );
   }
diff --git a/src/apps/chat/components/message/explainServiceErrors.tsx b/src/apps/chat/components/message/explainServiceErrors.tsx
index aedb6fc67..ff3be5007 100644
--- a/src/apps/chat/components/message/explainServiceErrors.tsx
+++ b/src/apps/chat/components/message/explainServiceErrors.tsx
@@ -3,62 +3,59 @@ import * as React from 'react';
 import { Link } from '~/common/components/Link';
 
 
+export function isErrorChatMessage(text: string) {
+  return ['**[Service Issue] ', '[Issue] ', '[OpenAI Issue] '].some(prefix => text.startsWith(prefix));
+}
+
 export function explainServiceErrors(text: string, isAssistant: boolean, modelId?: string) {
-  const isAssistantError = isAssistant && (text.startsWith('[Issue] ') || text.startsWith('[OpenAI Issue]'));
-  let errorMessage: React.JSX.Element | null = null;
+  const isAssistantError = isAssistant && isErrorChatMessage(text);
   if (!isAssistantError)
-    return { errorMessage, isAssistantError };
+    return null;
 
-  // [OpenAI] "Service Temporarily Unavailable (503)", {"code":503,"message":"Service Unavailable.","param":null,"type":"cf_service_unavailable"}
-  if (text.includes('"cf_service_unavailable"')) {
-    errorMessage = <>
-      The OpenAI servers appear to be having trouble at the moment. Kindly follow
-      the <Link noLinkStyle href='https://status.openai.com/' target='_blank'>OpenAI Status</Link> page
-      for up to date information, and at your option try again.
-    </>;
-  }
-  // ...
-  else if (text.startsWith('OpenAI API error: 429 Too Many Requests')) {
-    // TODO: retry at the api/chat level a few times instead of showing this error
-    errorMessage = <>
-      The model appears to be occupied at the moment. Kindly select <b>GPT-3.5 Turbo</b>,
-      or give it another go by selecting <b>Run again</b> from the message menu.
-    </>;
-  } else if (text.includes('"model_not_found"')) {
-    // note that "model_not_found" is different than "The model `gpt-xyz` does not exist" message
-    errorMessage = <>
-      The API key appears to be unauthorized for {modelId || 'this model'}. You can change to <b>GPT-3.5
-      Turbo</b> and simultaneously <Link noLinkStyle href='https://openai.com/waitlist/gpt-4-api' target='_blank'>request
-      access</Link> to the desired model.
-    </>;
-  } else if (text.includes('"context_length_exceeded"')) {
-    // TODO: propose to summarize or split the input?
-    const pattern = /maximum context length is (\d+) tokens.+resulted in (\d+) tokens/;
-    const match = pattern.exec(text);
-    const usedText = match ? <b>{parseInt(match[2] || '0').toLocaleString()} tokens &gt; {parseInt(match[1] || '0').toLocaleString()}</b> : '';
-    errorMessage = <>
-      This thread <b>surpasses the maximum size</b> allowed for {modelId || 'this model'}. {usedText}.
-      Please consider removing some earlier messages from the conversation, start a new conversation,
-      choose a model with larger context, or submit a shorter new message.
-      {!usedText && ` -- ${text}`}
-    </>;
-  }
-  // [OpenAI] {"error":{"message":"Incorrect API key provided: ...","type":"invalid_request_error","param":null,"code":"invalid_api_key"}}
-  else if (text.includes('"invalid_api_key"')) {
-    errorMessage = <>
-      The API key appears to be incorrect or to have expired.
-      Please <Link noLinkStyle href='https://platform.openai.com/account/api-keys' target='_blank'>check your
-      API key</Link> and update it in <b>Models</b>.
-    </>;
-  } else if (text.includes('"insufficient_quota"')) {
-    errorMessage = <>
-      The API key appears to have <b>insufficient quota</b>. Please
-      check <Link noLinkStyle href='https://platform.openai.com/account/usage' target='_blank'>your usage</Link> and
-      make sure the usage is under <Link noLinkStyle href='https://platform.openai.com/account/billing/limits' target='_blank'>the limits</Link>.
-    </>;
-  }
-  // else
-  //  errorMessage = <>{text || 'Unknown error'}</>;
+  switch (true) {
+    case text.includes('"insufficient_quota"'):
+      return <>
+        {/*The model appears to be occupied at the moment. Kindly try another model, try again after some time,*/}
+        {/*or give it another go by selecting <b>Run again</b> from the message menu.*/}
+        The OpenAI API key appears to have <b>insufficient quota</b>. Please
+        check <Link noLinkStyle href='https://platform.openai.com/usage' target='_blank'>your usage</Link> and
+        make sure the usage is under <Link noLinkStyle href='https://platform.openai.com/account/billing/limits' target='_blank'>the limits</Link>.
+      </>;
 
-  return { isAssistantError, errorMessage };
+    case text.includes('"invalid_api_key"'):
+      return <>
+        The OpenAI API key appears to be incorrect or to have expired.
+        Please <Link noLinkStyle href='https://platform.openai.com/api-keys' target='_blank'>check your
+        API key</Link> and update it in <b>Models</b>.
+      </>;
+
+    // [OpenAI] "Service Temporarily Unavailable (503)", {"code":503,"message":"Service Unavailable.","param":null,"type":"cf_service_unavailable"}
+    case text.includes('"cf_service_unavailable"'):
+      return <>
+        The OpenAI servers appear to be having trouble at the moment. Kindly follow
+        the <Link noLinkStyle href='https://status.openai.com/' target='_blank'>OpenAI Status</Link> page
+        for up to date information, and at your option try again.
+      </>;
+
+    case text.includes('"model_not_found"'):
+      return <>
+        The API key appears to be unauthorized for {modelId || 'this model'}. You can change to <b>GPT-3.5
+        Turbo</b> and simultaneously <Link noLinkStyle href='https://openai.com/waitlist/gpt-4-api' target='_blank'>request
+        access</Link> to the desired model.
+      </>;
+
+    case text.includes('"context_length_exceeded"'):
+      const pattern = /maximum context length is (\d+) tokens.+resulted in (\d+) tokens/;
+      const match = pattern.exec(text);
+      const usedText = match ? <b>{parseInt(match[2] || '0').toLocaleString()} tokens &gt; {parseInt(match[1] || '0').toLocaleString()}</b> : '';
+      return <>
+        This thread <b>surpasses the maximum size</b> allowed for {modelId || 'this model'}. {usedText}.
+        Please consider removing some earlier messages from the conversation, start a new conversation,
+        choose a model with larger context, or submit a shorter new message.
+        {!usedText && ` -- ${text}`}
+      </>;
+
+    default:
+      return undefined;
+  }
 }
\ No newline at end of file
diff --git a/src/apps/chat/editors/browse-load.ts b/src/apps/chat/editors/browse-load.ts
index 1e9cc93f9..ca3e5c453 100644
--- a/src/apps/chat/editors/browse-load.ts
+++ b/src/apps/chat/editors/browse-load.ts
@@ -20,14 +20,14 @@ export const runBrowseGetPageUpdatingState = async (cHandler: ConversationHandle
   try {
     const page = await callBrowseFetchPage(url);
 
-    const pageContent = page.content.markdown || page.content.text || page.content.html || 'Issue: page load did not produce an answer: no text found';
+    const pageContent = page.content.markdown || page.content.text || page.content.html || 'Issue: Browsing did not produce a page content.';
     cHandler.messageFragmentReplace(assistantMessageId, placeholderFragmentId, createTextContentFragment(pageContent), true);
 
     return true;
   } catch (error: any) {
     console.error(error);
 
-    const pageError = 'Issue: browse did not produce an answer (error: ' + (error?.message || error?.toString() || 'unknown') + ').';
+    const pageError = 'Issue: Browsing did not produce a page.\n(error: ' + (error?.message || error?.toString() || 'unknown') + ').';
     cHandler.messageFragmentReplace(assistantMessageId, placeholderFragmentId, createErrorContentFragment(pageError), true);
 
     return false;
diff --git a/src/apps/chat/editors/image-generate.ts b/src/apps/chat/editors/image-generate.ts
index 15862c871..74f7ba466 100644
--- a/src/apps/chat/editors/image-generate.ts
+++ b/src/apps/chat/editors/image-generate.ts
@@ -49,7 +49,7 @@ export async function runImageGenerationUpdatingState(cHandler: ConversationHand
     return true;
   } catch (error: any) {
 
-    const drawError = `Issue: Sorry, I couldn't create an image for you. ${error?.message || error?.toString() || 'Unknown error'}`;
+    const drawError = `Issue: Sorry, I couldn't create an image for you.\n${error?.message || error?.toString() || 'Unknown error'}`;
     cHandler.messageFragmentReplace(assistantMessageId, placeholderFragmentId, createErrorContentFragment(drawError), true);
 
     return false;