Unless that person in power is determined to undermine Democracy and all social and political norms for the benefit of himself and those who are forced to support him. In other words, unless it is Trump.
The one incorrect word in this post (in my humble opinion) is plan (or plans). Plans indicate a strategic effort. Trump never uses plans, he uses tactics. Tactics are short term tools one uses to gain a brief advantage in a battle (not in a war). If Donald Trump was strategic at all he could have overthrown Democracy in his 2016 term. He never developed a strategy because his tactics were so successful in getting him out of trouble (after different tactics got him into trouble) and getting what he wanted.
Trump just hoped and assumed he was going to win re-election, and if he lost it would be so close he could “work his magic” (call up ONE states Secretary of State) to over turn the results. If the election was as close as he was being told it would be, he could just leave Brad Raffensberger after he said no (and before he started recording calls) and try a different SoS. As it was he had to get ALL of them and his preferred tactic was to get a traditionally red state like Georgia to tumble first which he (the master of the deal) would leverage into getting all the states to follow suit.
If Trump was strategic, he would have put cronies into select spots before the year of reelection. He would have replaced the Pentagon personnel with toadies. He does not plan, planning is proactive, it is strategic. He is reactive-- he is cruising along and he gets shot at, then he employs his tactics to defend himself and try to turn the tables. If he destroys those who shot at him - - it is a spectacular win, but even if he just survives it is a win because he was supposed to be killed in the ambush but he wasn’t.
One last point in a post that is already too long. The one thing he did that showed forethought and planning was still tactical (but it was proactive so it had a sheen of strategy to it and I am sure Trump saw it as strategic) but it backfired on him and led to failure.
When he cleared out the protesters for the photo-op with the bible in front of St. John’s church- he thought he had scored big !! All reports say than not only Trump himself but the entire administration went back to the White House and took selfies while raising toasts. He did not react to a personal assault (the protesters were decrying police injustice, not malfeasance from Trump I believe- although he may have taken it personally), he hatched a plan to aggressively show his power by running off the riff raff for a lame photo-op that would demonstrate who was in charge, dammit! But instead he painted himself as a bully because most people do not feel the same way about power that Trump himself does.
To summarize, Trump has tactics not strategies. His “plans” are always reactionary and short term, and short sighted because they are tactics. But now his team of sycophants know they have to arrange strategies if that guy ever gets them near the power of the White House again.
Is Chronic Chaotic Evil too long for a band name? Yea I guess it is, and Chaotic Evil is better than Chronic Evil too.