Seems a bit obvious I know but is there a chance that it's tripping the gfi on the generator. Try multiple receptacles also, sometimes the blades can get worn out in the receptacles if it's a well used gen or pump cord end, possibly making a bad connection on there and not on the wall plug you tried it on. Like was mentioned already too try simply moving the cord around to see if there is a loose connection anywhere. It doesn't seem like an issue of overload, more a connectivity issue. Just my 2cents!
2018 Same shed/sugar shack. Same barrel stove , with an upgraded 18”x 24”x 6” pan, a preheater and blower
22 (very productive) taps on buckets
2017 Home made barrel stove set up with 2 SS serving trays, in a 12x16 shed/ sugar shack, 14 buckets and 2 gals made. We’re Hooked!
A 32hp Yanmar Cub Cadet EX 3200, Back Saver
2016 Turkey Fryer and wood stove outside, 6 buckets, 0 gals and a story!