I'm from the ease on into it group. I've literally gotten 98% of all my equipment off craigslist. Starting with a couple 18" WSM's, a few drums and 10x10 popups, I crammed my gear in the minivan (one time until the wife put the kibosh on that!) buying a $300 Courier truck bed trailer and hauling it behind a Honda CRV. Then an enclosed 5x8 barn door and currently a used 6x10 enclosed ramp door from a soon to be famous BBQ Pitmaster TV personality! I'd love a Toyhauler, but I don't want a tow vehicle to haul it. Like JD said-PNWBA events are not really trailer or RV friendly with most spots 20x20 and if I can't park the trailer onsite, I won't cook that event. Don't have a generator, but one is coming, have a Duracell 600 for the Guru's, no real need for AC around here, LED rope lights, battery lanterns, headlamps seem to be all I need. Those Harbor Freight LED lights with a magnet on the back throw off a lot of light for $2.99 and a few of them come in real handy.
That said, my teammate Ty sometimes drags his RV out and I'll gladly sleep on a warm bed, take a refreshing shower or beat the heat with that AC blasting.