diff --git a/atst/domain/invitations.py b/atst/domain/invitations.py
index 99b30b27..738525ab 100644
--- a/atst/domain/invitations.py
+++ b/atst/domain/invitations.py
@@ -4,6 +4,8 @@ from sqlalchemy.orm.exc import NoResultFound
 from atst.database import db
 from atst.models.invitation import Invitation, Status as InvitationStatus
 from atst.domain.workspace_roles import WorkspaceRoles
+from atst.domain.authz import Authorization, Permissions
+from atst.domain.workspaces import Workspaces
 
 from .exceptions import NotFoundError
 
@@ -104,3 +106,18 @@ class Invitations(object):
     def revoke(cls, token):
         invite = Invitations._get(token)
         return Invitations._update_status(invite, InvitationStatus.REVOKED)
+
+    @classmethod
+    def resend(cls, user, workspace_id, token):
+        workspace = Workspaces.get(user, workspace_id)
+        Authorization.check_workspace_permission(
+            user,
+            workspace,
+            Permissions.ASSIGN_AND_UNASSIGN_ATAT_ROLE,
+            "resend a workspace invitation",
+        )
+
+        previous_invitation = Invitations._get(token)
+        Invitations._update_status(previous_invitation, InvitationStatus.REVOKED)
+
+        return Invitations.create(user, previous_invitation.workspace_role)
diff --git a/atst/models/workspace_role.py b/atst/models/workspace_role.py
index ad223c5f..c006b87a 100644
--- a/atst/models/workspace_role.py
+++ b/atst/models/workspace_role.py
@@ -109,6 +109,12 @@ class WorkspaceRole(Base, mixins.TimestampsMixin, mixins.AuditableMixin):
     def has_environment_roles(self):
         return self.num_environment_roles > 0
 
+    @property
+    def can_resend_invitation(self):
+        return self.latest_invitation and (
+            self.latest_invitation.is_rejected or self.latest_invitation.is_expired
+        )
+
 
 Index(
     "workspace_role_user_workspace",
diff --git a/atst/routes/workspaces.py b/atst/routes/workspaces.py
index a8f6493d..e1d6c321 100644
--- a/atst/routes/workspaces.py
+++ b/atst/routes/workspaces.py
@@ -374,3 +374,9 @@ def revoke_invitation(workspace_id, token):
     Invitations.revoke(token)
 
     return redirect(url_for("workspaces.workspace_members", workspace_id=workspace.id))
+
+
+@bp.route("/workspaces/<workspace_id>/invitations/<token>/resend", methods=["POST"])
+def resend_invitation(workspace_id, token):
+    Invitations.resend(g.current_user, workspace_id, token)
+    return redirect(url_for("workspaces.workspace_members", workspace_id=workspace_id))
diff --git a/templates/workspaces/members/edit.html b/templates/workspaces/members/edit.html
index e840ffef..fcaf9553 100644
--- a/templates/workspaces/members/edit.html
+++ b/templates/workspaces/members/edit.html
@@ -39,6 +39,7 @@
       {% if editable %}
         <a href='{{ url_for("users.user") }}' class='icon-link'>edit account details</a>
       {% endif %}
+      <div>
       {% if member.latest_invitation.is_pending %}
         {{ ConfirmationButton(
               "Revoke Invitation",
@@ -46,6 +47,15 @@
               form.csrf_token
            ) }}
       {% endif %}
+      {% if member.can_resend_invitation %}
+        {{ ConfirmationButton (
+              "Resend Invitation",
+              url_for("workspaces.resend_invitation", workspace_id=workspace.id, token=member.latest_invitation.token),
+              form.csrf_token,
+              confirm_msg="Are you sure? This will invalidate the previously sent invitation."
+        )}}
+      {% endif %}
+      </div>
     </div>
   </div>
 
diff --git a/tests/domain/test_invitations.py b/tests/domain/test_invitations.py
index cb2adfe5..e63258e8 100644
--- a/tests/domain/test_invitations.py
+++ b/tests/domain/test_invitations.py
@@ -103,3 +103,13 @@ def test_revoke_invitation():
     assert invite.is_pending
     Invitations.revoke(invite.token)
     assert invite.is_revoked
+
+
+def test_resend_invitation():
+    workspace = WorkspaceFactory.create()
+    user = UserFactory.create()
+    ws_role = WorkspaceRoleFactory.create(user=user, workspace=workspace)
+    invite = Invitations.create(workspace.owner, ws_role)
+    Invitations.resend(workspace.owner, workspace.id, invite.token)
+    assert ws_role.invitations[0].is_revoked
+    assert ws_role.invitations[1].is_pending
diff --git a/tests/models/test_workspace_role.py b/tests/models/test_workspace_role.py
index 573b67ef..3622e88a 100644
--- a/tests/models/test_workspace_role.py
+++ b/tests/models/test_workspace_role.py
@@ -96,3 +96,17 @@ def test_status_when_invitation_is_expired():
         ]
     )
     assert workspace_role.display_status == "Invite expired"
+
+
+def test_can_not_resend_invitation_if_active():
+    workspace_role = WorkspaceRoleFactory.create(
+        invitations=[InvitationFactory.create(status=InvitationStatus.ACCEPTED)]
+    )
+    assert not workspace_role.can_resend_invitation
+
+
+def test_can_resend_invitation_if_expired():
+    workspace_role = WorkspaceRoleFactory.create(
+        invitations=[InvitationFactory.create(status=InvitationStatus.REJECTED_EXPIRED)]
+    )
+    assert workspace_role.can_resend_invitation