To be a bit less mystical than my original comment…
I used to think “letting go” meant “giving up”…
“Letting go” in the Alan Watts sense means being willing to give up on the means — not the outcome. I’ll let go of the way I’ve been doing things, let a small part of me die, so I have a better chance of meeting the outcome I am looking for. The psychological establishment might call that flexibly minded or low aversion to loss.
Giving up is convincing yourself a difficult the outcome/goal wasn’t worth it — instead of finding new means to reach it.
That won’t make sense written down unless you’ve done a whole lot of meditating.