If he's looking at 2-3 years til retirement AND can get 20 year pay AND LCP, then legacy might not make more.

My impression is that the AA WO are not hiring DEC. IE, if you get hired all those perks will depend on you upgrading to captain although LCP might me a shortcut.

Legs per day - 2/3/4 is common. 4 day trip is probably 10-12 legs most commonly. "Many layovers" not sure what this means. 4 day trips with 3 layovers are common.