The best example for me is the 44/24 version of The Pale Emperor by Marilyn Manson versus the Redbook 44/16 version. When I bought the CD it was around $10 on Amazon, and $18 on HD Tracks. My first thought was 8 bits more on the download can't be worth $8 more, so I bought the CD. Turns out I loved the CD, and after a couple of months decided to try the download. Well, there is no contest. The download is quieter, and louder. In other words, it's dynamic range is much better. I have now deleted all the ripped CD tracks, and only listen to the download.
Generally, I avoid re-buying music and DVDs, but do so for my very favorites. I have downloaded Rolling Stones and Led Zeppelin albums that embarrass the CDs.
Also, I use my ears for this evaluation. I am not so insecure that I need measurements to validate what I hear.