This question is very badly framed, I know. I am curious about the prevalence of so-called "country" names in the US and when people started migrating away from traditional names (Thomas, James) to names we hear nowadays (Travis, Jayden, etc.). I don't think I've come across a person with the first name Randy in pre-WWII literature/history. Is this naming trend real or confirmation bias on my part? Is it associated with any other social movements?
Wolfram Alpha has a very cool feature, showing naming trends.
Hunter, as a male given name first started to see any real use in the late 1970s, moving into the 1980s, and peaked around the year 2000 in the United States.
It also has seen some use as a female given name, almost exclusively for a decade span starting int he early 90s.
For a name like Theodore, you can see that its peak popularity in the US was about 100 years ago, and except for what appears to be a resurgence in the past few years, has been on a slow but steady decline.
So anyways, to answer part of your question, no, you aren't a victim of confirmation bias. Hunter is now the 45th most common boys name, and Theodore is at 197th, and the average Theodore is aged 58, while Hunter is probably ten years old. As to the answer of why this shift in naming conventions has happened, someone else will have to address it. I can just show you the raw numbers saying it is happening. Plug in any name you want, and Wolfram Alpha should be able to give you the data. You can also compare them, as such, which shows us that Hunter and Colton both became more fashionable than Theodore in about 1990, while James, despite certainly going down, is still more popular than all of them.