I try not to buy too much into the Jobs hype because it falls into the same line of thinking that leads to the "Great Man" theory which I don't put much stock in.

That said he did seem to have a way of understanding the whole ecosystem that Apple was trying to sell. In the post Jobs era the number of products and configurations available is getting pretty unruly and you now have an issue where you can't plug an iphone 7 out of the box into a new MBP without a dongle. That's pretty disjointed and strange. The TouchBar also seems to be misplaced on the MBP which every time I've had one for work is pretty much immediately folded up and put under a thunderbolt display (now requiring another dongle) and making the TouchBar worthless.

So yeah I don't know if you need Jobs specifically but you certainly need someone looking over the entire product range and making sure it makes some amount of sense.