How do you buy/pick the cigars you get?

[The Poet]

If you're relatively new to cigars, it makes a lot of sense to buy singles, 5-packs, samplers, etc, so that you know what's out there and can start finding out what you like - and more importantly, what you don't. But once you find your sweet spot, buy in the most economical quantity that your budget and your hummie (and your S/O, if applicable) can manage.