When it comes to career progression, though it might seem uncomfortable at the start take a leaf out of Miley Cyrus' book. In order to reach your career management goals, it's crucial to stay in touch with your ex-boss or past co-workers.
As a manager or employer, it can be quite ironic getting an out-of-the-blue phone call from a past employee asking for a reference. Excellent stakeholder and relationship management skills? You haven't seen or heard from them in a few years! So much for having a good working relationship...
The only way to stay fresh and current in your old boss's mind is to make an effort to keep them in the loop on your activities - and show some interest in theirs!
Forbes has a few ideas on how you might overcome any awkwardness you might feel approaching your ex-boss in their article "5 ways to stay in touch with your old boss".
Make a point of staying in touch with good bosses who can power your career. Without them and their ability to sing your praises you will be floundering. Moreover, select quality agencies to represent you because they will have a stock of references on your employment that will underpin and support your career going forward.
A smart professional will always keep in touch with a good ex-boss, maintaining the relationship and looking for opportunities to be social and value-adding without being a pest.