diff --git a/src/bin/trees/main.rs b/src/bin/trees/main.rs
index b5a6c33..5b2fe78 100644
--- a/src/bin/trees/main.rs
+++ b/src/bin/trees/main.rs
@@ -31,6 +31,8 @@ fn main() {
                 position_camera.after(setup_camera),
             ),
         )
+        // When we're done loading, plant forest
+        .add_systems(OnEnter(LoadingState::Idle), plant_forest.run_if(run_once))
         .add_systems(
             Update,
             (
@@ -46,7 +48,7 @@ fn main() {
                     .run_if(on_event::<Pointer<Click>>),
                 spawn_debug_buttons.run_if(on_event::<AssetEvent<Monologue>>),
                 handle_plant_tree.run_if(on_event::<PlantTree>),
-                assign_monologue_to_tree.run_if(on_event::<AssignMonologue>),
+                assign_monologue_to_tree.run_if(on_event::<AssignMonologue>).after(handle_plant_tree),
                 dialog_engine.run_if(on_event::<DialogEvent>),
                 auto_scroll.run_if(any_component_added::<DialogOption>),
                 dialog_box_visibility.run_if(state_changed::<DialogState>),
@@ -565,7 +567,7 @@ fn scale_window(events: EventReader<WindowResized>, mut window: Single<&mut Wind
 
 fn delete_tree(trigger: Trigger<Pointer<Click>>, mut commands: Commands) {
     if matches!(trigger.event.button, PointerButton::Middle) {
-        info!("Middle Click -> Despawning {}", trigger.target());
+        debug!("Middle Click -> Despawning {}", trigger.target());
         commands.entity(trigger.target()).despawn();
     }
 }
@@ -658,19 +660,21 @@ fn preview_monologue(
 }
 
 #[derive(Event)]
-struct PlantTree;
+struct PlantTree(Option<Handle<Monologue>>);
 
 /// Plan a tree in the world
 /// Handles random placement, 3d model, materials, and observers
 fn handle_plant_tree(
     mut events: EventReader<PlantTree>,
+    mut assignments: EventWriter<AssignMonologue>,
     trees: Query<Entity, With<Tree>>,
     server: Res<AssetServer>,
     mut commands: Commands,
     mut meshes: ResMut<Assets<Mesh>>,
     mut materials: ResMut<Assets<StandardMaterial>>,
 ) {
-    events.read().for_each(|_event| {
+    events.read().for_each(|PlantTree(assignment)| {
+        debug!("Planing tree");
         let mut tree = commands.spawn(Tree);
 
         // Generate "random" X and Y Coordinates for this tree
@@ -702,6 +706,13 @@ fn handle_plant_tree(
         tree.insert((mesh, material, transform))
             .observe(delete_tree)
             .observe(drag_tree);
+
+        match assignment {
+            Some(handle) => {
+                assignments.write(AssignMonologue(handle.clone()));
+            }
+            None => ()
+        }
     });
 }
 
@@ -714,17 +725,24 @@ fn assign_monologue_to_tree(
     query: Query<Entity, (With<Tree>, Without<TreeMonologue>)>,
     mut commands: Commands,
 ) {
+    // Kinda a weird hack because query does not update
+    // If we do this inline we assign new monologues to the same first tree
+    let mut t = query.iter();
     events.read().for_each(|event| {
+        debug!("Assigning monologue {:?}", event);
+
         // Get a valid tree to assign an entity to
-        if let Some(tree) = query.iter().next() {
+        if let Some(tree) = t.next() {
             // Create the TreeMonologue component
             let monologue = TreeMonologue(event.0.clone());
             // Insert the component to the entity
             commands.entity(tree).insert(monologue);
+        } else if let Some(path) = event.0.path() {
+            error!("No trees avaliable for {path:?}");
         } else {
-            error!("No trees avaliable for {:?}", event.0.path().unwrap());
+            error!("Monologue is not yet loaded!");
         }
-    })
+    });
 }
 
 fn drag_tree(
@@ -828,7 +846,7 @@ fn control_menu(
 
 /// Observer for the "Plant a new tree" button in the debug UI
 fn spawn_tree(_trigger: Trigger<Pointer<Click>>, mut events: EventWriter<PlantTree>) {
-    events.write(PlantTree);
+    events.write(PlantTree(None));
 }
 
 fn assign_monologue_event(
@@ -839,3 +857,22 @@ fn assign_monologue_event(
     let TreeMonologue(handle) = monologues.get(trigger.target()).unwrap();
     events.write(AssignMonologue(handle.clone()));
 }
+
+/// On startup, plant a forest (add a few trees to the game)
+fn plant_forest(
+    monos: Res<Assets<Monologue>>,
+    mut e_trees: EventWriter<PlantTree>,
+) {
+    let mut i = 10;
+    for id in monos.ids() {
+        debug!("Planting tree with monologue {:?}", id);
+        if i > 5 {
+            e_trees.write(PlantTree(Some(Handle::Weak(id))));
+        } else if i > 0 {
+            e_trees.write(PlantTree(None));
+        } else {
+            break
+        }
+        i -= 1;
+    }
+}