Several years ago, Esri made its World Imagery map accessible through OSM editors such as iD and JOSM. The goal of this was to give OSM mappers some additional options for high-res imagery when creating and editing features in OSM.
The Esri World Imagery map is compiled from multiple sources, including Maxar satellite imagery as well as aerial imagery from various GIS organizations (e.g. cities, counties, states/provinces, etc.). In general, the World Imagery map is curated to feature the most recent imagery we have available for a given area, though we do retain some older imagery for a while if it is better in other respects (e.g. currency, clarity).
The World Imagery map is updated every few weeks with the latest imagery that we’ve assembled and processed. During a release, we replace the current set of image tiles with a new set of image tile for several areas where we have updates. For example, in our most recent update, we updated the imagery in Western Europe with the latest Maxar imagery.
For most users and use cases, these updates are a good thing because they provide access to more current imagery. In some cases, however, it may be less desirable. The latest imagery may be more current, but it may also be more cloudy for a specific location, or the imagery might have shifted a few meters relative to existing features in the OSM data. In these cases, the previous or even older imagery may be preferred for editing. The older imagery may include the features you are editing with better clarity or relative accuracy. This is why many of us compare imagery background layers when editing OSM data for a given area.