Yes, it would be interesting to see some posts from JEB in this new era, when for what is probably the first time in the 16 year history of Number Watch, events are actually going in a favourable direction.
JEB would I think be very pleased by the EU Referendum result, and also pleased by the subsequent resignation by David Cameron as leader of the Conservative party. However I don't think JEB was too keen on the prospect of Donald Trump as US President. In this piece written back in Feb 2016:
The Western revolt against the unpopular but entrenched political classes has now moved from Britain to the USA, with the start of the drearily prolonged beauty parade that is the presidential race. Dangerous times! The history of revolutions shows that they rarely produce the results that the revolutionaries desire. As in Britain, there is seriously left wing opportunist in the offing, but there is also a somewhat weird right winger, offering vaguely defined nostrums rather than actual policies. As the alleged old Chinese curse has it “May you live in interesting times”."
I would guess that the 'seriously left wing opportunist' was Bernie Sanders, and the 'somewhat weird right winger' was Donald Trump.
My view is that Trump had to behave in an unconventional (or weird) manner because he was trying to get into office without really having any friends in the news media, and he needed to appeal to a lot of people who don't normally vote.
In addition to Trump being possibly the first Western leader who might be described as being anti-Green, I think we might end up with a more peaceful world with Trump, with reduced tensions between the West and Russia. The USA and Europe seemed to be showing an increasingly antagonistic tendency towards Russia during the Obama presidency, and I got the impression that a lot of that antagonism was associated with Putin's Russia not being as 'socially liberal' as the liberal West would like it to be. Trump is less likely to care whether Russia is socially liberal or not.