Of course UI has improved a lot, but for example the current Microsoft office look and feel goes way back to 2003. The key elements of Mac interface goes way back many many years. The concepts of iPhone / Android interface did not see fundamental changes in many years.
Digital natives are just the millennials who grew up WITH technologies.
When they need to know some software, or program in certain language, many of them will find no problems, needing very little time to adjust.