Your extension cord is too long for that saw.

Voltage drop. The longer the cord, the more resistance, and 14-gauge wire has limits. At 100 feet, a 15-amp saw might only see 110 volts instead of 120 — enough to make it run sluggish and hot. The 25-foot cord keeps voltage where it needs to be.

You’re basically starving the motor. Circular saws draw a lot of current on startup and under load, and that long skinny cord acts like a bottleneck. Dropping 10 volts can cut power noticeably.

Switch to a 12-gauge cord if you need 100 feet. Or use the shorter cord and move the saw closer. Either way, don’t push the motor — stalled saws overheat fast.

That 14-gauge cord is fine for lights or a radio. Not for a hungry tool.