I'm not sure what your resentment is about, but I've traveled by motorbike to every Central and South American country--most of them more than once--and never had any serious paperwork problems. It's not terribly confusing, it's not terribly difficult, and provided you've got a few basic issues under control (you own your vehicle, are carrying the appropriate paperwork stating so, and are traveling under a passport which allows you entry) it merely takes patience and a positive attitude.
In fact, most border crossings follow an established pattern involving temporary import permits, passport stamps, and (sometimes) local insurance. Every so often someone will insist on spraying something on your bike, for which they'll charge a nominal amount. You can blunder around wondering what to do until someone points you in the right direction (my favorite technique), or you can hire a helper for five US dollars or so (maximum) who'll do much of it for you. If you need insurance, someone will be there waiting to sell it to you (with very rare exceptions); if you find yourself leaving a border without a stamp in your passport and some sort of paperwork indicating you're traveling by bike, go back and get it. It ain't rocket science, and people less intelligent than you have managed just fine.
Don't feel patient? You'll get really cranky at times. Left your positive attitude behind? It'll feel like people are going out of their way to irritate you, and this might even be true from time to time. And if you put a lot of energy into questions about other peoples' sponsors you'll probably miss out on a lot of good times.
Don't fret, and don't get unduly anxious. Lots of people have managed this before you, and lots more will be following in your footsteps. Just go.
Hope that's helpful.
Mark
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