When I was a fresh college graduate earning my first real paychecks, I quickly saw how living in a city like San Francisco isn't made for entry-level salaries. Exploring the city and all of its nighttime gems were certainly priorities, but the biggest priority was to keep myself out of debt while not depriving myself of enjoying my new surroundings.
I struck a balance by forming the valuable habit of paying all of my bills on pay day. That practice, coupled with automatic 401(k) savings and automatic transfers to a high-interest savings account, can allow for a relatively low-stress financial life. Once in a while we may make money mistakes that can throw us off track and unexpected expenses inevitably come up, but forming the habit of paying your bills as soon as you are paid will keep you out of serious trouble.
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I send him an e-mail/text combination reminder but it doesn't seem to stick! He always gets the payment in on time, but I've always been a control freak about finances. I had to be when I was stuck with two consecutive roommates who didn't pay bills!! 

that's what I do!
The DAY I get paid, I pay off all my bills and take care of all the crap!