diff --git a/src/core/task/Task.ts b/src/core/task/Task.ts
index c5be865731ab..10031a1a7301 100644
--- a/src/core/task/Task.ts
+++ b/src/core/task/Task.ts
@@ -1941,10 +1941,22 @@ export class Task extends EventEmitter<TaskEvents> implements TaskLike {
 						}
 
 						switch (chunk.type) {
-							case "reasoning":
+							case "reasoning": {
 								reasoningMessage += chunk.text
-								await this.say("reasoning", reasoningMessage, undefined, true)
+								// Only apply formatting if the message contains sentence-ending punctuation followed by **
+								let formattedReasoning = reasoningMessage
+								if (reasoningMessage.includes("**")) {
+									// Add line breaks before **Title** patterns that appear after sentence endings
+									// This targets section headers like "...end of sentence.**Title Here**"
+									// Handles periods, exclamation marks, and question marks
+									formattedReasoning = reasoningMessage.replace(
+										/([.!?])\*\*([^*\n]+)\*\*/g,
+										"$1\n\n**$2**",
+									)
+								}
+								await this.say("reasoning", formattedReasoning, undefined, true)
 								break
+							}
 							case "usage":
 								inputTokens += chunk.inputTokens
 								outputTokens += chunk.outputTokens