It is pretty doubtful that investing into bitcoin as aggressively as possible, even with investing a million dollars right now is going to get you close to the same levels of bitcoin that the ones who are better off than hypothetical 1 and 2 are facing.. so right now a million dollars is going to get you right around 23.5 BTC... so it could be a bit of a challenge to catch up to any of those in hypothetical 1 and 2 and even though there are abilities to get close to those in hypotheticals 3 through 5,.. but with way more upfront capital invested..
But even someone investing $100k right now into bitcoin will have had to struggle a lot more than the person in hypothetical 6, since the one in hypothetical 6 ONLY had to put $26k into his bitcoin investment over the past 5 years, and maybe the person in hypothetical 6 might not have had been in a position to invest more aggressively than the $100 per week that he was able to invest over the past 5 years.... so such a person would never be able to come up with $100k to invest into bitcoin even though his current BTC stash is getting to those levels of valuation...and he continues to buy $100 per week and to consider ways to increase his investment amount by increasing his income and/or reducing his expenses.
That's a valid argument that aggressively investment (putting huge money as Lump Sum) might not be a good idea. Rather the best option is to invest in continuous manner no matter how much money you have.
As you said investing million dollar as Lump sum right now will give you around 23 bitcoin and that is still far from person in Hypo-3. In hypo-3, we are investing 60$ into Bitcoin every week for ten years and now the total bitcoins are 27 and there net worth is 1 million USD.
What we can deduce is that even if you dont have million or 100k dollars funds then you can still take better osition provided you are willing to invest small amount in periodic manner (DCA).

And a Happy New Year to everyone on this thread.