So far I'm keeping it simple. My equipment is as follows.
-- a Laptop Lunches box (with the insulated carrier); I wish I'd known before ordering that a 2.0 option and the Bento Buddies were available!
-- a LunchBots tin, Pico size, for snacks
--silicone cupcake/muffin tin liners
-- small shape cutters and cookie cutters (and I need more.)
I've ordered a set of silicone dividers (baran), picks, and mayo/sauce cups from bentocrazy.ecrater.com.