I found that continuously updating my CV over time was a pain, so I simplified it and automated it. These days I use a simple CI workflow in a GitHub repository that generates a new .pdf CV based on a Markdown source file. If you like the sound of this, I’ve created a GitHub template for this pattern, should you wish to follow my example. The template contains placeholders to fit the structure I personally use these days, and is littered with tips and advice for how to write a good CV (I say this as someone who’s screened a lot of low-quality CVs).