#1
Plain and simple, what is the cheapest way to ship single pedal (specifically a Boss DS-1). Would UPS or the post office be cheaper, and how much padding is needed?
Telecasters-->Dunlop Volume Pedal-T1M Pearl-AMT Japanese Girl Wah-Line 6 M9-Ibanez DE7-EHX Cathedral-->Mesa Boogie Nomad 4x10 combo
#2
USPS is cheaper. Definitely use that, UPS sucks. Use your judgement for the padding, it's better to have too much than too little.

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drone/doom/post-metal: http://theygrieve.bandcamp.com
#3
I always use USPS for small items, like pedals. It used to cost me only $3.95 to ship a pedal in 2+ days via USPS. Within the past two years it now costs me around $5.30 to ship a pedal in the same amount of time, packed the same way, same size boxes, and the same weight.