diff --git a/atst/models/workspace.py b/atst/models/workspace.py
index d02acd19..126b6fd8 100644
--- a/atst/models/workspace.py
+++ b/atst/models/workspace.py
@@ -63,3 +63,21 @@ class Workspace(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
         return "<Workspace(name='{}', request='{}', user_count='{}', id='{}')>".format(
             self.name, self.request_id, self.user_count, self.id
         )
+
+    def _find_by_role(self, role):
+        try:
+            return [member for member in self.members if member.role.name == role]
+        except StopIteration:
+            return None
+
+    @property
+    def contracting_officer(self):
+        return self._find_by_role("contracting_officer")
+
+    @property
+    def contracting_officer_representative(self):
+        return self._find_by_role("contracting_officer_representative")
+
+    @property
+    def security_officer(self):
+        return self._find_by_role("security_officer")
diff --git a/atst/routes/task_orders/new.py b/atst/routes/task_orders/new.py
index bf6b3c3f..ea996b29 100644
--- a/atst/routes/task_orders/new.py
+++ b/atst/routes/task_orders/new.py
@@ -112,6 +112,11 @@ class UpdateTaskOrderWorkflow(ShowTaskOrderWorkflow):
     def form(self):
         return self._section["form"](self.form_data)
 
+    @property
+    def workspace(self):
+        if self.task_order:
+            return self.task_order.workspace
+
     def validate(self):
         return self.form.validate()
 
@@ -152,7 +157,11 @@ class UpdateTaskOrderWorkflow(ShowTaskOrderWorkflow):
     def _update_invitations(self):
         for officer_type in self.OFFICER_INVITATIONS:
             field = officer_type["field"]
-            if hasattr(self.form, field) and self.form[field].data:
+            if (
+                hasattr(self.form, field)
+                and self.form[field].data
+                and not getattr(self.workspace, officer_type["role"])
+            ):
                 prefix = officer_type["prefix"]
                 officer_data = {
                     field: getattr(self.task_order, prefix + "_" + field)
diff --git a/tests/routes/task_orders/test_new_task_order.py b/tests/routes/task_orders/test_new_task_order.py
index c364a0b5..a6404853 100644
--- a/tests/routes/task_orders/test_new_task_order.py
+++ b/tests/routes/task_orders/test_new_task_order.py
@@ -152,3 +152,23 @@ def test_invite_officers_to_task_order(queue):
     assert "contracting_officer_representative" in roles
     assert "security_officer" in roles
     assert len(queue.get_queue()) == 3
+
+
+def test_update_does_not_resend_invitation():
+    user = UserFactory.create()
+    contracting_officer = UserFactory.create()
+    workspace = WorkspaceFactory.create(owner=user)
+    task_order = TaskOrderFactory.create(
+        creator=user,
+        workspace=workspace,
+        ko_first_name=contracting_officer.first_name,
+        ko_last_name=contracting_officer.last_name,
+        ko_dod_id=contracting_officer.dod_id,
+    )
+    to_data = {**task_order.to_dictionary(), "ko_invite": True}
+    workflow = UpdateTaskOrderWorkflow(
+        to_data, user, screen=3, task_order_id=task_order.id
+    )
+    for i in range(2):
+        workflow.update()
+    assert len(contracting_officer.invitations) == 1