I probably enter 25-35 new contests per day, since I have no interest in small prizes because they just don't motivate me (like books, CDs, stuff from blog contests, etc), and because to do so would really waste my time. My cutoff point is generally a prize in excess of $500, OR a sweeps with a lot of decent prizes. I do use Roboform - indispensable. But every day I re-enter my daily contests, and those number in excess of 300. In addition, those contests include ones where you can enter a fixed number of times so THAT eats up time. Then my weeklies, monthlies, quarterlies, and odd entries. THEN I run my 24 hour sweeps, using an Outlook calendar appointment to alert me when to do so (I HATE that companies do this, wish they'd switch to calendar days!). THEN I re-try my problem sweepstakes that wouldn't work earlier, then I search for new sweeps to enter. THEN, I make entries in my very small set of 'unlimited entry' sweeps, how many times I do this depends on my mood - lol. THEN, I search for new sweeps to enter. Finally, I do clean-up work by deleting expired Roboform logins (I maintain them with date code prefixes) and moving expired sweeps from the active folder to an inactive folder.
All this takes me about 4 hours per day, and I feel it gives me the best chance to win very nice prizes without getting sucked into the black hole of obsessive-compulsive disorder (OCD). Small wins are okay but they just don't motivate me at all - I'm in it for the big stuff, not being greedy, just wanting a life after the morning sweeps - lol. If I'm spending 28 hours a week entering sweeps, I want the potential payoff to match the investment. Since I'm retired, I've got plenty of time to do this but I wouldn't even consider it if I were still working. I look at it as a potential source of income/fun that if I never win again, it won't bother me. The stuff I can't use or have no need for I end up giving to the neighbors' kids.
Since a chance win last August of a NASCAR trip when it was the only sweeps I entered (and which caused me to research sweeps and ended up finding this site and Roboform), I've won 2 more trips (both upcoming - Playboy Mansion and Las Vegas or the Bahamas) and a nice Orange County CA travel package, as well as quite a few smaller prizes I almost never post about. I'm wise enough to understand the good fortune I've had and don't expect to continue winning at that pace.
As Doris Day once sang, "Que sera, sera" :cheers: