S. America is a big place, hard to see it all on one trip. Even just the Southern
regions are huge. I would do it in sections, on separate trips.
One thing that could use up your time is getting a bike legal to cross borders.
Even if you buy new from a dealer there, it can take TIME to get the paperwork. See Toby in Peru' to get a bike quick and on the road.
In some cases this means you can't cross a border until you get proper paperwork.
If you buy a used bike from a fellow traveler ... you have to figure a way to get that bike into your name and deal with the TVIP as well.
There are "ways" to do this ... not all strictly legal. Depending on how that goes ... that too can take time.
In any case, my advice would be to plan on doing several trips to the area. Leave the bike each time in a secure location, then return in a year or so and continue on.
Once you get the bike in your name and paper work sorted, this will really streamline things and you will get more riding time in your short 30 day window.
Contact folks in the various HUBB communities down there, try to find a place to store your bike until your return.
I did this in France, stored my Triumph for 3 years, did two 6 week long trips, then rode back to UK and sold off that Triumph. Worked out really well for me.