I've been entering sweepstakes online for 11 years now. I enter all the different kinds, daily's, weekly's, monthly's, etc.
When it comes to daily's, I am diligent about entering them every single day the sweepstakes is running. Unless, of course, I'm on vacation or out for the day.
Your odds of winning daily's is greater than one-time entries, because most people don't bother entering more than one time or enter sporadically on them.
Over the years, I have won many, many one-timers; but I have won far, far more from the daily's--just much better odds when you're diligent.