Get the 12-gauge for a circular saw on 50 feet.
Yes, you want the 12-gauge. A 50-foot run is long enough that 14-gauge will drop voltage noticeably under the saw’s load.
Circular saws draw a lot of amps, especially when starting or cutting dense material. At 50 feet, a 14-gauge cord can drop voltage by 5–7%, which makes the saw bog down, run hotter, and trip breakers. The 12-gauge keeps voltage drop under 3% and delivers full power.
You can use 14-gauge if the cord is short (25 feet or less) and you’re only making light cuts. But 50 feet? Don’t cheap out. The extra few bucks for 12-gauge saves you frustration and a possible motor burn.
If you ever run two tools on that same cord or go longer, you’ll already have the right gauge.