I'm not a sweeping pro like many of the folks here, but I have gone in spurts over the course of six years or so. I haven't won a lot of luxurious things, but I have won enough to keep me going in this hobby. I'd like to add though that when I first started, I filled out EVERYTHING ... and I won a lot of silly things that were absolutely no use to me. I spent a lot of time on the computer back then filling out every contest that popped up. Fast forward to now -- I only spend about an hour each night before bedtime and fill out only what I really want. It seems to be really working for me as the last few months have been great for winning things. And I do follow that "enter and forget it" rule. It makes it nice when you receive a "Congratulations" in your email because you automatically know it's something you will love because you've only filled out for stuff you absolutely want.
Good luck winning a Kindle! That was actually something I really wanted too and I focused all my energy on winning one a couple months ago ... and within a couple weeks, I received a winning email! I was a very happy gal! I won it off a blog and there's plenty more kindle fire blog contests out there. Do those too! They're worth it