Ok now I'm confused.

You're going to carry envelopes around the parks with tip money for your table service meal. How will you know how much the tip should be in advance. You dining plan cost per day includes a snack and a QS meal (if on the regular plan) and its hard to break out the individual cost of the TS meal. IMHO your server should be tipped based on the rack rate price of the meal. Just as if you have a BOGO coupon for a meal you tip based on what the meal would have cost without the BOGO, so if you order the surf and turf meal at Rose & Crown, you should tip based on the regular price of the meal. The server does the same work even if you pay a discounted price for the meal. Are you deciding your meals in advance? When we did the meal plan after the tip was no longer included (a bad idea IMHO), we charged the tips for each meal to our room charge. Then we didn't have to carry cash. The meal plan is for cost savings and convenience. When the removed the tip from the included cost, they removed alot of the convenience. Now you have to do math again!
for mousekeeping. You said $2 per person per day. How do you know how many persons clean your room when you're not there? I've only seen 1 or 2 ladies cleaning a room at one time.