diff --git a/.changeset/two-tigers-dream.md b/.changeset/two-tigers-dream.md
new file mode 100644
index 0000000000..b4fee01cbe
--- /dev/null
+++ b/.changeset/two-tigers-dream.md
@@ -0,0 +1,5 @@
+---
+"@trigger.dev/sdk": patch
+---
+
+maintain proper context in metadata.root and parent getters
diff --git a/packages/core/src/v3/runMetadata/manager.ts b/packages/core/src/v3/runMetadata/manager.ts
index 74c0203b0a..a5e6c7c46a 100644
--- a/packages/core/src/v3/runMetadata/manager.ts
+++ b/packages/core/src/v3/runMetadata/manager.ts
@@ -31,71 +31,83 @@ export class StandardMetadataManager implements RunMetadataManager {
   ) {}
 
   get parent(): RunMetadataUpdater {
-    return {
+    // Store a reference to 'this' to ensure proper context
+    const self = this;
+    
+    // Create the updater object and store it in a local variable
+    const parentUpdater: RunMetadataUpdater = {
       set: (key, value) => {
-        this.queuedParentOperations.add({ type: "set", key, value });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "set", key, value });
+        return parentUpdater;
       },
       del: (key) => {
-        this.queuedParentOperations.add({ type: "delete", key });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "delete", key });
+        return parentUpdater;
       },
       append: (key, value) => {
-        this.queuedParentOperations.add({ type: "append", key, value });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "append", key, value });
+        return parentUpdater;
       },
       remove: (key, value) => {
-        this.queuedParentOperations.add({ type: "remove", key, value });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "remove", key, value });
+        return parentUpdater;
       },
       increment: (key, value) => {
-        this.queuedParentOperations.add({ type: "increment", key, value });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "increment", key, value });
+        return parentUpdater;
       },
       decrement: (key, value) => {
-        this.queuedParentOperations.add({ type: "increment", key, value: -Math.abs(value) });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "increment", key, value: -Math.abs(value) });
+        return parentUpdater;
       },
       update: (value) => {
-        this.queuedParentOperations.add({ type: "update", value });
-        return this.parent;
+        self.queuedParentOperations.add({ type: "update", value });
+        return parentUpdater;
       },
-      stream: (key, value, signal) => this.doStream(key, value, "parent", this.parent, signal),
+      stream: (key, value, signal) => self.doStream(key, value, "parent", parentUpdater, signal),
     };
+    
+    return parentUpdater;
   }
 
   get root(): RunMetadataUpdater {
-    return {
+    // Store a reference to 'this' to ensure proper context
+    const self = this;
+    
+    // Create the updater object and store it in a local variable
+    const rootUpdater: RunMetadataUpdater = {
       set: (key, value) => {
-        this.queuedRootOperations.add({ type: "set", key, value });
-        return this.root;
+        self.queuedRootOperations.add({ type: "set", key, value });
+        return rootUpdater;
       },
       del: (key) => {
-        this.queuedRootOperations.add({ type: "delete", key });
-        return this.root;
+        self.queuedRootOperations.add({ type: "delete", key });
+        return rootUpdater;
       },
       append: (key, value) => {
-        this.queuedRootOperations.add({ type: "append", key, value });
-        return this.root;
+        self.queuedRootOperations.add({ type: "append", key, value });
+        return rootUpdater;
       },
       remove: (key, value) => {
-        this.queuedRootOperations.add({ type: "remove", key, value });
-        return this.root;
+        self.queuedRootOperations.add({ type: "remove", key, value });
+        return rootUpdater;
       },
       increment: (key, value) => {
-        this.queuedRootOperations.add({ type: "increment", key, value });
-        return this.root;
+        self.queuedRootOperations.add({ type: "increment", key, value });
+        return rootUpdater;
       },
       decrement: (key, value) => {
-        this.queuedRootOperations.add({ type: "increment", key, value: -Math.abs(value) });
-        return this.root;
+        self.queuedRootOperations.add({ type: "increment", key, value: -Math.abs(value) });
+        return rootUpdater;
       },
       update: (value) => {
-        this.queuedRootOperations.add({ type: "update", value });
-        return this.root;
+        self.queuedRootOperations.add({ type: "update", value });
+        return rootUpdater;
       },
-      stream: (key, value, signal) => this.doStream(key, value, "root", this.root, signal),
+      stream: (key, value, signal) => self.doStream(key, value, "root", rootUpdater, signal),
     };
+    
+    return rootUpdater;
   }
 
   public enterWithMetadata(metadata: Record<string, DeserializedJson>): void {
diff --git a/packages/core/src/v3/runMetadata/noopManager.ts b/packages/core/src/v3/runMetadata/noopManager.ts
index 85d1596c36..28366b066b 100644
--- a/packages/core/src/v3/runMetadata/noopManager.ts
+++ b/packages/core/src/v3/runMetadata/noopManager.ts
@@ -46,38 +46,50 @@ export class NoopRunMetadataManager implements RunMetadataManager {
   }
 
   get parent(): RunMetadataUpdater {
-    return {
-      append: () => this.parent,
-      set: () => this.parent,
-      del: () => this.parent,
-      increment: () => this.parent,
-      decrement: () => this.parent,
-      remove: () => this.parent,
+    // Store a reference to this object
+    const self = this;
+    
+    // Create a local reference to ensure proper context
+    const parentUpdater: RunMetadataUpdater = {
+      append: () => parentUpdater,
+      set: () => parentUpdater,
+      del: () => parentUpdater,
+      increment: () => parentUpdater,
+      decrement: () => parentUpdater,
+      remove: () => parentUpdater,
       stream: () =>
         Promise.resolve({
           [Symbol.asyncIterator]: () => ({
             next: () => Promise.resolve({ done: true, value: undefined }),
           }),
         }),
-      update: () => this.parent,
+      update: () => parentUpdater,
     };
+    
+    return parentUpdater;
   }
 
   get root(): RunMetadataUpdater {
-    return {
-      append: () => this.root,
-      set: () => this.root,
-      del: () => this.root,
-      increment: () => this.root,
-      decrement: () => this.root,
-      remove: () => this.root,
+    // Store a reference to this object
+    const self = this;
+    
+    // Create a local reference to ensure proper context
+    const rootUpdater: RunMetadataUpdater = {
+      append: () => rootUpdater,
+      set: () => rootUpdater,
+      del: () => rootUpdater,
+      increment: () => rootUpdater,
+      decrement: () => rootUpdater,
+      remove: () => rootUpdater,
       stream: () =>
         Promise.resolve({
           [Symbol.asyncIterator]: () => ({
             next: () => Promise.resolve({ done: true, value: undefined }),
           }),
         }),
-      update: () => this.root,
+      update: () => rootUpdater,
     };
+    
+    return rootUpdater;
   }
 }