Not sure I like that analogy at all with the president, doesn't make much sense. I would thing the Monster is the most important part of your setup, as well as being the most expensive (more so than even the RO membranes), so if it's the most important part. Why would you put that in front of everything? I would rather put the secret service, armored cars and other "more disposable" things in front of it.
If you swap carbon blocks in front of the monster, then any chloramines that pass through the carbon blocks after all "they're not as effective, blah blah blah" get gobbled up by the monster after. Plus you have the added benefit of the other carbon blocks absorbing other stuff before it gets to the monster, so that the monster can be used for the single purpose of removing chloramines from your system. Plus anything that gets by your sediment filter could get trapped by the cheaper carbon blocks and not prematurely clog up the monster. The way I look at it everything is going to get filtered out regardless of order, so it "protecting your system" seems a bit much, but would you rather replace $10-15 filters more often or would you rather replace a $100+ filter?
Either way, I would put a flow meter across it to know when you're reaching the point of replacement, also would tee off the output before the RO filter and periodically check the chlorine level with some cheap test strips.
Lastly, I'm not sure what that guys water quality is from the pipe, but it really is not helping promote that massive filter as a particularly useful one when you have 3 other carbon filters behind it.