If you truly believe the technological singularity is coming within the next two to three decades, it would be insane to step outside before then. Just go into cryogenic sleep now to ensure you remain alive until then. Or at least stay in an underground bunker. Limit your risk of accidental death.
Of course, if you do die, you can preserve your brain cryogenically in hopes of later restoring it. But what if you can’t? What if it turns out only a brain that is still alive can be copied into a digital form? In that case it would make sense to go into cryogenic sleep before you die to preserve your living brain, not your dead brain.
If Ray Kurzweil truly believed the Singularity was coming in 2045 as he claims to, he would already be in cryogenic sleep—or at least be in a fortified bunker until then. Yet he is out in the world, risking permanent brain damage. Why would he care about living on earth for the next 20 years, when from 2045 on, he will supposedly live for all the years.
Either Kurzweil doesn’t actually think the Singularity is coming so soon and is hedging his bets by grasping on to the last years of his biological life. Or, if he is indeed 100% sincere in his singularity prediction, he must not be very bright and is unnecessarily risking his chance at immortality.