I think it will happen. But anyone with extensive technical and regulatory (political) awareness knows it's a long way off. In addition to being technically feasible, it has to be cost effective and also the transition has to be cheap... if the transition involves expensive automation technology AND two safety pilots for many years, airlines might pass on that. Managers may not want to operate in the red for many years (losing all their bonuses, etc) just to set their successors up for future success. They do not have an ultra-long term outlook.

Also it's going to take a lot of government involvement, including expensive re-engineering of the NAS. All for what? To eliminate 100,000 good-paying union jobs and make half of the population even more nervous about flying? Yeah the fed will get right on that...

My swag: if you're old enough to read this, you'll be able to retire out of a two-person cockpit. If you fly pax. They might let cargo go single pilot at some point (might be where they accumulate the years of operational data).