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I think he's referring to the Trieste, which reached the Challenger Deep in early 1960. All losses since then are military submarines, AFAICT. German Wikipedia loves lists, so here's one https://de.wikipedia.org/wiki/Liste_von_U-Boot-Ungl%C3%BCcke...

Deep sea submersibles such as the Alvin.

Same here. There have been hundreds of documented fatalities on lost subs since 1960.

I think he's referring to subs diving specifically to the Titanic.

The Titanic wreck wasn't found until 37 years ago, so that doesn't make sense either.