Bing maps shows a "Prairie Village" neighborhood in Butler County labeled more prominently than the City of Andover. Those from Kansas City know Prairie Village is a suburban city in Johnson County, KS. We have never figured out why Bing maps labels Prairie Village in Butler County, and after many years of contacting Bing about the issue and using Bing for our Basemaps - it's still there, and we now prefer not to use Bing basemaps.
I use OpenStreetMaps for many basemapping purposes, which I like because it is usually updated before anything else, and if it is not I can update it myself including changing of the symbol classification. I can also grab vector data for the State from https://www.geofabrik.de or similar sites and query, overlay, and show vertical bridge relationships between over/under highways in interchanges, all it costs me is attribution "...CC-by-SA" and/or "© OpenStreetMap contributors..." credits on the maps produced.
For Garmin/HERE we happen to have a HERE representative who lives near me, I provide him planning resolution information regularly and he is very competitive about processing it through as quickly as possible. Even though he may have the HERE Maps updated on the day we go open to traffic, it may take 6 months for Garmin to process the updates into their Vehicular GPS device basemaps.
I would say that based on some conference sessions I've been to lately involving transportation technology, connected and autonomous vehicles and all that - there is room for improvement in this area. Silicon Valley tech companies may think they can do everything without DOT participation but the fact is they can't. They have to admit they have a problem before we can work with them to solve it, I think some states have solutions ready once the problem is recognized.
I wish I could link to some of the specific conference presentations I've seen in the last year. Here are some articles I just googled on the subject:
https://gis.usc.edu/blog/self-driving-cars-and-the-role-of-gis-in-future-transportation/
https://www.gislounge.com/spatial-challenges-navigating-rural-roads-self-driving-cars/
https://spectrum.ieee.org/cars-that-think/transportation/self-driving/mit-experts-selfdriving-cars-w...
I noticed these articles focus on silicon valley technology and never mention state DOT's.