All good techniques. The key is that someone needs to be prepared to "catch" the pole when the blue line is eased.
I like to lower the pole about 1-2 feet before easing the blue line, so that when the pole comes toward the boat it is about 6" to 1' above the rail, then we lower it and hook it to the rail on the inside of the rail. I usually ease the blue line, while Judy pulls on the sheet and red line and is prepared to catch. I also help with the catching with one hand. I have done this alone...you should practice this while at anchor with crew members.
Getting the long pole to swing out while someone is pulling on the blue line takes practice. If there is some roll to the boat, use the roll to your advantage...and always make sure that the swivel block on the bitter end of the long pole is horizontal...if not, you will have a difficult time getting it to swing out.