In fairness, the Matrix and rigging rules have always been the highest roadblocks to the game, so I can't really fault him for pointing that out. 5e has done a lot to improve that through more rules unification (I still have nightmares about 2e Matrix), but Matrix topography is a pretty esoteric topic for new players and exactly what (or which) Speed my control rig increases is an open question.
The wires and plug-n-play datajacks and whatnot of 1-3 were really just expressions of how we thought about computers at the time and, eventually, carry-over from previous editions. My iPhone today does much more than my first character's pocket secretary, which is crazy to think about. That Thatcherite fears that helped shape the game have largely passed, but I don't see that so much as not keeping up, but rather a "What if?" scenario.