diff --git a/addons/hr_contract/models/hr_employee.py b/addons/hr_contract/models/hr_employee.py
index 3cc3ab03e7f..b395c4dc27d 100644
--- a/addons/hr_contract/models/hr_employee.py
+++ b/addons/hr_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 datetime import date
 from odoo import api, fields, models
 from odoo.osv import expression
 
@@ -22,14 +23,35 @@ class Employee(models.Model):
         self.ensure_one()
         return self.sudo().contract_ids.filtered(lambda c: c.state != 'cancel')
 
+    def _get_first_contract_date(self, no_gap=True):
+        self.ensure_one()
+        def remove_gap(contracts):
+            # We do not consider a gap of more than 4 days to be a same occupation
+            # contracts are considered to be ordered correctly
+            if not contracts:
+                return self.env['hr.contract']
+            if len(contracts) == 1:
+                return contracts
+            current_contract = contracts[0]
+            older_contracts = contracts[1:]
+            current_date = current_contract.date_start
+            for i, other_contract in enumerate(older_contracts):
+                # Consider current_contract.date_end being false as an error and cut the loop
+                gap = (current_date - (other_contract.date_end or date(2100, 1, 1))).days
+                current_date = other_contract.date_start
+                if gap >= 4:
+                    return older_contracts[0:i] + current_contract
+            return older_contracts + current_contract
+
+        contracts = self._get_first_contracts().sorted('date_start', reverse=True)
+        if no_gap:
+            contracts = remove_gap(contracts)
+        return min(contracts.mapped('date_start')) if contracts else False
+
     @api.depends('contract_ids.state', 'contract_ids.date_start')
     def _compute_first_contract_date(self):
         for employee in self:
-            contracts = employee._get_first_contracts()
-            if contracts:
-                employee.first_contract_date = min(contracts.mapped('date_start'))
-            else:
-                employee.first_contract_date = False
+            employee.first_contract_date = employee._get_first_contract_date()
 
     @api.depends('contract_id', 'contract_id.state', 'contract_id.kanban_state')
     def _compute_contract_warning(self):
diff --git a/addons/hr_contract/tests/test_contract.py b/addons/hr_contract/tests/test_contract.py
index 7f4b9ed8d60..6b53060bb01 100644
--- a/addons/hr_contract/tests/test_contract.py
+++ b/addons/hr_contract/tests/test_contract.py
@@ -89,3 +89,15 @@ class TestHrContracts(TestContractCommon):
         contract = self.create_contract('draft', 'normal', date(2018, 1, 1), date(2018, 1, 2))
         contract.state = 'open'
         self.assertEqual(self.employee.contract_id, contract)
+
+    def test_first_contract_date(self):
+        self.create_contract('open', 'normal', date(2018, 1, 1), date(2018, 1, 31))
+        self.assertEqual(self.employee.first_contract_date, date(2018, 1, 1))
+
+        # New contract, no gap
+        self.create_contract('open', 'normal', date(2017, 1, 1), date(2017, 12, 31))
+        self.assertEqual(self.employee.first_contract_date, date(2017, 1, 1))
+
+        # New contract, with gap
+        self.create_contract('open', 'normal', date(2016, 1, 1), date(2016, 1, 31))
+        self.assertEqual(self.employee.first_contract_date, date(2017, 1, 1))