diff --git a/app.py b/app.py
index ba877de..25e91c0 100644
--- a/app.py
+++ b/app.py
@@ -2566,8 +2566,8 @@ def clear_history():
                         os.unlink(file_path)
                     elif os.path.isdir(file_path):
                         shutil.rmtree(file_path)
-                except Exception:
-                    pass
+                except Exception as exc:
+                    logger.warning("Failed to remove execution log entry %s: %s", file_path, exc)
 
         # Clear session logs
         if os.path.exists(SESSION_LOG_DIR):
@@ -2578,8 +2578,8 @@ def clear_history():
                         os.unlink(file_path)
                     elif os.path.isdir(file_path):
                         shutil.rmtree(file_path)
-                except Exception:
-                    pass
+                except Exception as exc:
+                    logger.warning("Failed to remove session log entry %s: %s", file_path, exc)
 
         return jsonify({
             'success': True,
diff --git a/ui/app.js b/ui/app.js
index bf7725b..bce6e4f 100644
--- a/ui/app.js
+++ b/ui/app.js
@@ -2468,6 +2468,30 @@ function downloadTerminalLog() {
     notify(`Log downloaded as "${filename}".`, 'success');
 }
 
+function insertTerminalSessionSplitter() {
+    const termId = state.activeTerminalId;
+    const termBody = getTerminalBody(termId);
+    if (!termBody) {
+        notify('Active terminal not found.', 'error');
+        return;
+    }
+
+    const timestamp = new Date().toLocaleTimeString([], {
+        hour: '2-digit',
+        minute: '2-digit',
+        second: '2-digit',
+        hour12: false
+    });
+    const splitter = document.createElement('div');
+    splitter.className = 'terminal-session-splitter';
+    splitter.textContent = `Session Marker [${timestamp}]`;
+    termBody.appendChild(splitter);
+    splitter.scrollIntoView({ behavior: 'smooth', block: 'end' });
+    notify(`Session marker added to Terminal ${termId}.`, 'info');
+    persistWorkspace();
+    saveSessionDebounced();
+}
+
 /**
  * Toggles auto-scroll on/off for the active terminal.
  * Updates the button appearance to reflect current state.
@@ -3465,6 +3489,11 @@ function bindEvents() {
         btnDownloadLog.addEventListener('click', downloadTerminalLog);
     }
 
+    const btnInsertSplitter = document.getElementById('btn-insert-splitter');
+    if (btnInsertSplitter) {
+        btnInsertSplitter.addEventListener('click', insertTerminalSessionSplitter);
+    }
+
     const btnAutoscroll = document.getElementById('btn-autoscroll');
     if (btnAutoscroll) {
         btnAutoscroll.addEventListener('click', toggleAutoScroll);
diff --git a/ui/index.html b/ui/index.html
index 58399eb..56de51b 100644
--- a/ui/index.html
+++ b/ui/index.html
@@ -330,6 +330,16 @@ <h2>Scripts</h2>
                                 <line x1="12" x2="12" y1="15" y2="3" />
                             </svg>
                         </button>
+                        <button class="btn-icon" id="btn-insert-splitter" title="Insert session splitter"
+                            aria-label="Insert terminal session splitter">
+                            <svg xmlns="http://www.w3.org/2000/svg" width="14" height="14" viewBox="0 0 24 24"
+                                fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round"
+                                stroke-linejoin="round">
+                                <path d="M4 12h16" />
+                                <path d="M8 8h8" />
+                                <path d="M8 16h8" />
+                            </svg>
+                        </button>
                         <button class="btn-icon" id="btn-autoscroll" title="Auto-scroll: On"
                             aria-label="Toggle auto-scroll" aria-pressed="true">
                             <svg xmlns="http://www.w3.org/2000/svg" width="14" height="14" viewBox="0 0 24 24"
diff --git a/ui/style.css b/ui/style.css
index 312720a..b311fd9 100644
--- a/ui/style.css
+++ b/ui/style.css
@@ -1749,6 +1749,26 @@ body {
     color: var(--accent-blue);
 }
 
+.terminal-session-splitter {
+    display: flex;
+    align-items: center;
+    gap: 12px;
+    margin: 18px 0;
+    color: var(--text-muted);
+    font-size: 11px;
+    font-weight: 600;
+    letter-spacing: 0;
+    text-transform: uppercase;
+    user-select: none;
+}
+
+.terminal-session-splitter::before,
+.terminal-session-splitter::after {
+    content: "";
+    flex: 1;
+    border-top: 1px dashed var(--border);
+}
+
 /* Run Status */
 .run-status {
     font-size: 11px;