@David Alan Hjelle Hard to say without knowing someones background. I think one of the biggest things people need to get into philosophy is something that feels real and interesting to them. If I had to pick the absolutely most accessible text it might be "On Bullshit" by Harry Frankfurt. Super short (67 pages) and pretty good. Or a fun paper is Peter Van Inwagen's paper on Time Travel without paradox.
https://andrewmbailey.com/pvi/Changing_the_Past.pdf
But really I think it's more about what people find interesting. Some people have religious motivations or social issues, or politics, or tech etc. Feel free to DM if you want to chat about potential books or papers on a particular topic.