From your pics I think you have enough hair that you can conceal it. It's going to be challenging, that's for sure but I think you could pull it off. That is if you don't shave for the surgery. That might be something to consider when choosing a doctor. Also, I agree with Club Hair Vet, don't tell ANYBODY! It's all vanity but still, telling people could start troubles that you do not need.
My suggestions -
Decide if you're going to shave before surgery. That will obviously affect your strategy quite a bit.
assuming you don't shave...
Try to work plan this so that you can have about a week to two weeks of vacation. I don't know your situation but I think it's reasonable that the average worker can prepare for some or all of the time off consecutively. You hate to burn all of your vacation time all at once, but seeing how important this is to you, just do it. If you need to work an extra few months before you can take that amount of time off, do it..
From my experience, two weeks gives the recipient site time enough to heal that you could easily conceal it. The donor area however needs about 10 days before you can remove the sutures or staples. A couple of days after the sutures or staples removal you should be able to conceal that as well. With your hair type and skin color it may be a difficult task but it's certainly possible.
Funny, I'm giving advice but I realize that my advice is "all things being equal".. but I think you can make this happen if it's that important to you.
Also, be prepared to be an introvert for a few weeks to a couple of months. Not saying it's necessary, but you might find yourself spending more time alone than normal until things heal. Not a big deal. I'm two weeks post op and I can now style my hair and go out, etc, but I'm choosing to spend this time doing some productive things that don't require other people so much. Once again, this is my choice, but I figured it into my strategy.
If you shave, which some docs like you to do (some say it makes a difference, some say it doesn't), you still may be ok with the recipient area after a couple of weeks (but there is a good chance that the recipient area may not be ready for prime time in two week - go look at everyone's blogs - if it isn't I don't think you will be able to conceal it like you will want to, although I might be wrong)... your donor area will most definitely not be ready in two weeks if shaved. But if you shave only the recipient area your donor will be ok, but then your hair cut is not styled for the professional world. Can you go to work with a half shaved head like EMAN has? (No offense EHAN, that was your strategy and you were obviously in a position to do that.)
You have some serious decisions to consider, but if you make a plan and prepare properly I think you could pull this off.