If it was created before 2020, it's time to update. Even if it's been less than that, if your style or outward appearance has changed, it's time to update your headshot. Do your Website and Social Media photos date back to the middle of the 2010's or worst case earlier? It's time to update your photos.
Social media and website photos, including headshots, are just a couple of areas where it’s important to have updated photos. You don't want to have outdated photos to be the first thing that your visitors see. It could give the impression that you are not up to date with the times or worst that you are no longer still in business.