There’s a hill in Sheffield, through the parks, affectionately known by many as per this segement title – http://www.strava.com/segments/the-bastard-921749?hl=en-GB
It’s a good challenge on its own. Last year I dug in and got up it on my Mega, 1×10. With a trailer on. And a wee fella in the back. The all up vehicle/payload weight was 80lbs-ish! Managed it 3 times – but that was 6 months ago now. I’m putting off a repeat trip now he’s 2 2/3 and about twice the weight!
No issues with standing, or coming back down. Trailer rock solid and he loved it, espcially the flapjack stop at the top.
He also doubles as a very wriggly medicine ball for great core strength excercises!