Its not that hard normally, like on wet sand of grass, but i just got owned trying it on the snow, i was just using one of my old Mountainboard decks and a kite that was far to big for the conditions, all good laughs though.
You might want to get yourself some cycling/running type tops, they do help a lot with sweating and keeping cool/warm etc. I used to think they were just so companies could make more money but they really do work.
I don't rate those High Rollers like, i've got one at the minute and its hoop, tried all sorts of pressure, ran it forwards, backwards, still no joy. I want a Maxxis Creepy Crawler, but they only seem to come in 19/20", is that right?
The North rules. When i think of the south i think of either bald fat necks like Phil Mitchell or country bumpkins bummin' their sister pissed upon cider like that Darlin' Buds of May shit.
Not sure, seems odd, i was just throwing something in there. I assume you've checked the wheel is dished and true and all that jazz, could it be a bent frame??
Maybe get out and ride some natural or street. You can't move stuff around like you can with pallets. This way, you'll spot something and you'll have to ride it 'as is' rather than thinking "i can't make that, i'll lower/shorten it" etc.