Jeremiah,
I've found that the best thing for me is to set goals that are just out of reach and to continually readjust them. I used to think that this was "cheating," but really, is it cheating to give yourself points for steady progress?
Working from your weight loss goals and assuming you meet them (you will!), you want to bench 245 lbs and squat 490 lbs. Those may both be doable, but they are certainly aspirational. Why set your initial goals so high?
Why not set lower and more easily attainable intermediate goals that you can readjust upwards as you meet with success? That way, you'll be getting positive reinforcement continuously, rather than waiting a year for it.
Also, you might consider setting some fitness goals independent of the #s, such as: "working out x days a week for at least y minutes over z period of time." Sounds like you are already doing some of that, but it's always nice to have some wins to chalk up early on even if the #s take longer to fall in place than you might like!