I wonder how will Nadal do after the US Open. Obviously one wouldn't favor him to sweep that part of the season but he will gain something compared to zero from last year.
Djokovic should give his all to defend one of the hard court Majors, and do well in places where he can add a decent amount of points: Canada, Tokyo, Indian Wells, Miami, Monte Carlo; so he would have less pressure elsewhere. I think if he has a stable lead after Melbourne, the record will be his.
And I like how a lot of times his significant ranking moments happened at Wimbledon.
When he reached his first final and won his first title there in 2011, he became number 1 for the first time too.
He lost the top spot to Federer after losing to him there next year.
Then he got it back from Nadal when he won his second Wimbledon in 2014 and started his most dominant streak.
In 2016, the early loss began his sudden collapse.
But in 2018, a memorable fourth title started his return.
And in 2020, he can break the weeks at #1 record on the same week when, if he is good and lucky enough, he could win it for the sixth time.