Oh I don’t know that it will fail. Las Vegas is a very special case, 1) similar businesses 2) lined up nicely along a specific geography, 3) plenty of space and 4) parking lots, and 5) probably not a lot of already built subterranean infrastructure (hard to think of another urban area that matches even two of those criteria), so maybe for Las Vegas it will work fine.
But not LA: too spread out.
Not NY: too dense
Not Chicago: high water table, rivers, crowded
Not Pittsburgh, not Miami, not Baltimore, not…
I’d guess there’s another couple of places where it might work but as some kind of panacea for urban congestion, no, it’s a pipe dream.
Actually not a lot. Back to physics. There’s an upper limit to everything: safe speed in a car, top speed in an airplane, how long concrete has to cure before it’s safe, etc. The bigger you make the tunnels the slower they go. Each step bigger means 4x the spoil, 4x the diameter that has to be shored up with concrete rings, and 4x the problems. TBMs are also only consistent with certain geologies. Certain kinds of clay, for instance (common) bog them right down.
And underground station has to be quite big to be useful. Cars have to pull over, out of the way. They have to be stationed, waiting for a pickup. If the traffic is more in one direction (inbound vs outbound, for instance) then you need a holding area, and cars take a lot of room if you have more than a few. I suppose you could have the cars run around empty, but then you’re adding wear & tear without purpose, so…
The tunnels themselves are nice: straight and true (even if curved) and you only have to worry about breakdowns. But it’s at the terminus where you have issues, as people have pointed out if many and various examples.
If there’s underground parking it’s usually a level or two, and surprisingly it’s usually already making a lot of money by, um, parking. But maybe underground parking owners will give Boring tunnels the right of way to break through their walls so Musk’s cars can exit, somehow, without running down the parking attendants and gates?