diff --git a/addons/hr_work_entry_contract/models/hr_employee.py b/addons/hr_work_entry_contract/models/hr_employee.py
index 05e8edc7fb7..235c6e6317b 100644
--- a/addons/hr_work_entry_contract/models/hr_employee.py
+++ b/addons/hr_work_entry_contract/models/hr_employee.py
@@ -1,6 +1,7 @@
 # -*- coding:utf-8 -*-
 # Part of Odoo. See LICENSE file for full copyright and licensing details.
 
+from collections import defaultdict
 from odoo import fields, models
 
 
@@ -17,4 +18,12 @@ class HrEmployee(models.Model):
         else:
             current_contracts = self._get_all_contracts(date_start, date_stop, states=['open', 'close'])
 
-        return bool(current_contracts._generate_work_entries(date_start, date_stop, force))
+        new_work_entries = False
+        contracts_by_company = defaultdict(lambda: self.env['hr.contract'])
+        for contract in current_contracts:
+            contracts_by_company[contract.company_id] |= contract
+
+        for company, contracts in contracts_by_company.items():
+            new_work_entries = bool(contracts.with_company(company)._generate_work_entries(
+                date_start, date_stop, force)) or new_work_entries
+        return new_work_entries