It's probably not going to work out for your "typical" Italian man. He won't have enough knowledge of 2nd century Roman culture to navigate successfully, and his understanding of 21st century Italian culture won't translate very well to a totally different setting. The wonders of modern science and culture are great, but a typical person probably won't know enough of the details to reproduce them in another setting. I agree with the difficulties as outlined by elemtilas, but see a couple of other options:
His best chances may lie in mathematics. And depending on what you count as typical knowledge, he may know mathematics well beyond what is available in the 2nd century but that would still be useful if he understands them well enough (basic statistics, or basic calculus and some real-world applications, or a bit of classical physics would be hugely interesting). He could potentially find work auditing records or something, but it's hard to imagine an opportunity for him to demonstrate this skill in a way that would persuade someone to give him a chance at such a job.
But if he could demonstrate it, it's not unimaginable that he could capture the interest of mathematicians and engineers of the time. A numeral system which would make calculations much easier to do and check would be interesting and valuable to professionals, though once learned (and it wouldn't take long) I don't know how much else he would have to offer. But if he thoroughly knows even high school level physics and calculus, he could carve out a more-than-decent place for himself.
Otherwise... farming. It's the kind of position that doesn't require a ton of skill with language, knowledge of culture or current events, or anything like that. There is a good chance that he would end up farming as a slave, or else as a very low-status non-citizen. But he could eventually pick up the language well enough to get by, at least, and he could build some kind of life for himself.
After discussion in comments I've removed a section about Arabic numerals being an advantage over the Greek system used at the time.