Support given. Looking to see your topics and I wish you success. Although I would suggest to not tackle a huge milestone right away, you want to be consistent and slowly lower your weight. Since I've seen the effects of this personally, try cutting out most bread from your diet. It really does change a lot.
Get someone involved that you know in real life. Make them depend on you to do something positive every single day, and if you don't, hound you mercilessly until you do it. That's how you continue with something like this.
I kind of disagree. I feel in this situation as soon as the other person has an off day, everything will revert(usually). Having someone hounding him could be mentally tiring for both him and them.