Answers: I did first seal the gutter with drip-check. A rain gutter was slightly torqued, and I straightened that first, too.
I used the 'Omni' cheap line of paint from my local paint place, custom mixed to the correct Toyota white. I used a Harbor Fright HVLP gun (the purple one that's about $40 or less). The primer was nothing special, but it was a 2 part primer. Since I was doing 'Toyota white' I painted two grilles at the same time, to help justify the paint cost.
Not sure how much I had into it in paint and materials, but not more than $100.
Colo Springs, CO