I tend to brew some basic beers year round - a lightish lager and ale (rotating among styles such as Helles, BoPils, American and German Pilsners for the lagers and Bitters, Milds and Scottish 60 or 70 Schillings for the ales), an amber or red ale or lager that is bit bigger (Irish Red, Vienna Lager, etc...) and then a Belgian or other specialty beer to round out my taps 4 taps at all times. So within the foregoing, I just look to a style and make it over and over until I am satisfied with it, then move on.
I like to have a few dark beers for heading into winter and move lighter as I head into summer. Then I brew for events by scheduling the beer accordingly - a SuperBowl lager in late November or early December, competition beers so many weeks prior to the competition based on those dates, a Solera Flanders Red to blend with the aging batch...that kind of thing.