This is a straw man. The question is not how many players started 5-1 and then had losing records going forward. The question is how many players started 3-1 or 4-1 or 5-1 and then regressed to winning 60% of their games. And the answer is, the majority.Why would that cause a substantial amount of mistakes?
I think that more often than not, players first seasons are worse than their later seasons, since they learn a lot from online play. How many people have gone 5-1 and then regressed to their mean and had multiple seasons of going 1-3 or 2-2? I'd bet that the number of people who started 5-1 and then continued at a similar winning rate is much greater.
It's true that weaker players tend to improve in later seasons, but players who start out with excellent records tend to regress towards the mean.
Your dad's ranking didn't backslide (although we do gradually increase the variance of players who are inactive, he was not inactive for long enough for this to start to happen). I'd have to look at the individual players who passed him, but the short answer is that they had good results and the algorithm acquired more confidence in their rankings. So the conservative estimate of their ranking became higher. The people who are ahead of him are all people who have made playoff runs in recent seasons.I am curious what happened with my dad's ranking then, if not the latter (the question was intended to be rhetorical).
The algorithm's assessment of your dad is essentially "he seems like one of the very best players but we haven't seen enough results to be sure".