[Neputys]

For starters: 1) Forget the Greeks. Anyone tells you to start from the Greeks they are snobs. Showing off and/or having a laugh at your expense. 2) Think about _your_ own "bigger life questions", what are they, what interests you. Give it time. Read something like Russell's History of western philosophy or list through a Philosophical dictionary. See who feels closer, more relevant to _you_. Maybe try this thing https://www.denizcemonduygu.com/philo/browse/ 3) Don't concentrate too much on the names. Same authors have books or parts on different subjects. Some of them will be to your liking some not. 4) Don't get into large complex works right away. For example Locke's essays on human understanding or Kant's Critique of Pure Reason would be a major pain in the butt to read as first philosophy book and you'd have to reread them later not to mention that you'll have to reread them anyway and not just once... Treatises on Government and/or Kant's Pragmatic Anthropology would give better chances to get hooked on. So you don't just autopilot read through the big ones without properly understanding a thing.

edit: 5) Then the Greeks ;)