I'm not so much trying to lose weight as I am trying to maintain weight while getting in better shape.
My biggest problem is always self-control. I have a pretty easy time controlling eating impulses - until I get going. As a result, my diet is pretty lopsided as far as when I'm getting calories on a daily or weekly basis. These issues are further compounded by the fact that my metabolism is slowwwwwww... my BMR (basal metabolic rate) is around 1300, 'normal' for my height/weight/age/gender is around 1700.
I took up jogging last year and signed up for a couple 5Ks, however I messed up my knee (runner's knee -> mild ligament damage shortly thereafter) back in early January and it's been pretty slow recovery, so I've more or less been trying to maintain shape while my knee gets better. I missed the first 5k and the second one is in a little more than a month - I don't think I'll be able to complete the entire thing jogging without tearing up my knee again, so my replacement goal is "more jogging than walking" and to finish in <35 minutes.
So far I've more or less kept myself within 5 pounds of my target rate for the last 6 months, but I haven't accomplished the fitness goals I've wanted to. Fingers crossed that the 5k goes well!