"entailed him" is correct and usable in written English.
It means to involve or require someone in a particular task or situation. Example: The new project entailed him to work long hours and travel extensively.
One storyline entailed him attempting to DJ at an NCT class.
"The American wanted to know whether the elevation of Cairns entailed him being granted access to American intelligence and if so, whether he could be trusted with its security".
Holden, instead, was more of a big-picture kind of executive, which entailed him taking ownership over Uber Elevate.
His new position entailed him becoming a serving officer in the British Army as a lieutenant, but with the acting rank of brigadier.
He was a moderator from 1789 to 1791 which entailed him presiding over oral examinations which were then necessary for the B.A. to be awarded.
He became occupied with voluntary work, which entailed him being an occasional disc jockey for the Women's Voluntary Service at Alder Hey Children's Hospital, working for local youth clubs, and teaching at a Sunday school.
She also arranged for Coors to finance an assortment of other gay-themed causes and events, including sponsoring a winner of the International Mr. Leather competition, an arrangement that entailed traveling with him to an assortment of bars and pageants for gay leather and S&M enthusiasts.
He said Dr. Hanookai had hired him to do online reputation management — which for him mostly entailed building blogs stuffed with content related to her.
This basically entailed pointing out to him that having been elected mayor he had to actually do the job.
I asked him what that entailed, since M1 had exhausted its supply of morphine.
We asked him what that entailed.
