I would take 6 days of food or more so I wouldn't need to stop in so many towns, and the feeling of independence. I love stopping for a cup of coffee and a donut when the opportunity presents itself, but it nice to have the option of not getting totally reamed, so I would do most of my resupply in grocery stores unless I see some reasonable prices along the way. I think I would also enjoy not planning too far in advance, other than knowing the grocery store towns, so carrying the extra food would be worth it, and carrying less of everything else would enable that.
It's liberating how much farther you can hike between resupplies as you lose weight, even though you can burn more body fat when you are heavier. For myself, 6' tall and 49 years old, it works out roughly as follows...
220#, 5 pounds of food for 2.1 days, 16.6 miles per day for 36 miles to resupply
210#, 10 pounds of food for 4.1 days, 17.2 miles per day for 71 miles to resupply
200#, 15 pounds of food for 5.9 days, 17.9 miles per day for 105 miles to resupply
190#, 20 pounds of food for 7.5 days, 18.7 miles per day for 140 miles to resupply
180#, 25 pounds of food for 9.0 days, 19.6 miles per day for 176 miles to resupply
170#, 30 pounds of food for 10.4 days, 20.5 miles per day for 213 miles to resupply
This assumes you only want to carry an extra 5 pounds of food for every 10 pounds you lose.