For anyone finding this in the future, a very good link I found more recently is:

https://tradewindssailing.com/wordpress/?p=1981
"Exiting Chrysopylae … “The Golden Gate”" , by Don Gilzean

This is from the Pt Richmond Tradewinds sailing school, and has a very nice discussion of how to put together a "Go / No Go" decision matrix, along with a bunch of other relevant advice and additional links. I found it extremely helpful.