I think it's very smart, and not just for the risk-averse and lazy... starting small and earning your first stripes as an entrepreneur may prove to be a solid stepping stone to pursue bigger ventures in the future, I think. And now that you're financially independent, you won't have to worry about money holding you back. Gabriel Weinberg (DuckDuckGo founder), Ben Milne (Dwolla founder), Nat Turner (Invite Media founder), the list goes on... were all proven bootstrapped entrepreneurs before they worked on their first venture-backed startup.
Congrats on your success, do you recommend any good books or resources for bootstrapping/marketing apps?
I'm a big fan of Rob Walling's book/blog.