We know that it's unlikely Denton arrived before 1638, so we can disregard that part. This list might be worth looking at again:
----
The names of six of the Watertown Church members are preserved in the Colonial records, four of whom are on the list of the Original Proprietors of Hempstead in 1647. The plantation of Wethersfield, of which Mr. Denton was the leader, as well as the minister of the Church, was prosperous, and its numbers greatly increased. ...
----
So here's the "flock" Denton lead. Who if anyone was a prior acquaintance?
----
I also see the Church is making no claim of Essex in this study. Wonder how that came about. But deceased in 1662 is consistent.
----
I'm inclined to think that Krumm's speculation that Daniel attended to estate business on his trip to England is just that - speculation. There is no indication Daniel was enriched by his English expedition, in fact rather the opposite! He loses his wife, doesn't seem to have been enriched by land speculation in the jersey province, and ends up raising his second family in a well settled area ....