Nosewheel, tailwheel, which is better for rough, boggy strips?
Wouldn't hurt to walk over the ground first. Where are the worst bits to avoid?
And begin at the beginning, not half way down the run.
I mostly flew a taildragger, Supercub 150, so PLENTY of power to weight, which is why it is used for pulling up gliders.....a 180 cub even more so....though with the heavy 180 hp engine fitted, the cub may tip over on its nose if you don't remember to hold the stick back.
The Cub starts with nose in the air, tailwheel on the ground. As power and speed increase, the nose moves down! to a level attitude, which presents the correct angle of attack. Holding the level attitude, with full power, the Cub lifts off in ground effect. STILL holding the level attitude, speed increases. There is no doubt, we rise into the air, and so does the glider, if one is following on the end of the rope!
You can't just hoik the old girl into the air, she goes when she is ready, not before.