I have five pullets and a roo. They have been outside for a week, and as I expected I am still having to put them to bed at night. The five pullets are super easy. They see me and either put themselves away, or they calmly let me pick them up and put them to bed. The roo is another story. We play ring around the enclosure with him squawking for his hens and me telling him if he would just go on the coop everything would be fine.
It typically takes me at least 20 mins to get him confined.
Any suggestions on making this process easier for both of us?

Any suggestions on making this process easier for both of us?