I think travel on four segments in one day is quite rare for the average traveler (other than those on here who want to maximize the segements). Then you should also consider for Alaska - what is the average length of flight? What is their longest? (ORD-ANC)
I think that if you are seriously about traveling and using a laptop inflight you should consider two things for your purchase: size and battery life.
On my newest computer I purchased an extra battery and both should provide me with 3+ hours. This should get me through AS's longest flight on the schedule.
Being educated on how to maximize battery life is another important aspect of to this discussion. I always make sure my wireless card is disabled before I board and will continue to do the same, but enable it occasionally if I want internet access to send and receive email.
I think money could be much better spent than on power ports and as a shareholder I am glad that AS management is not considering this option.