diff --git a/kate/ollie_kate.cpp b/kate/ollie_kate.cpp
index 8e30486..4dffef8 100644
--- a/kate/ollie_kate.cpp
+++ b/kate/ollie_kate.cpp
@@ -374,6 +374,11 @@ void OllieKateView::setupContextMenu(KTextEditor::View *view)
             connect(reviewDiffAction, &QAction::triggered, this, &OllieKateView::reviewDiff);
         }
 
+        auto *startAction = menu->addAction(QIcon::fromTheme(QStringLiteral("system-run")),
+                                             QStringLiteral("Ollie: Start Session"));
+        startAction->setObjectName(QStringLiteral("ollie_ctx_start"));
+        connect(startAction, &QAction::triggered, this, &OllieKateView::startSession);
+
         if (!v->selection()) return;
 
         auto *explainAction = menu->addAction(QIcon::fromTheme(QStringLiteral("help-contents")),
@@ -539,6 +544,17 @@ void OllieKateView::reviewDiff()
     m_9p->write(agentPath() + "/prompt", prompt.toUtf8());
 }
 
+void OllieKateView::startSession()
+{
+    ensureAgent();
+    // Update cwd to current project
+    QString baseDir = projectBaseDir();
+    if (!baseDir.isEmpty() && !m_agentId.isEmpty()) {
+        m_9p->write(agentPath() + "/ctl", ("cwd " + baseDir).toUtf8());
+    }
+    updateStatusLabel();
+}
+
 // --- Ghost Text ---
 
 void OllieKateView::setupGhostProvider()
diff --git a/kate/ollie_kate.h b/kate/ollie_kate.h
index ea127eb..4ad4922 100644
--- a/kate/ollie_kate.h
+++ b/kate/ollie_kate.h
@@ -75,6 +75,7 @@ private:
     void submitSelectionPrompt(const QString &action);
     void sendVerbatim();
     void reviewDiff();
+    void startSession();
 
     // Agent management
     void ensureAgent();