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I would like to eventually narrow down those 3 years a little further.
Maybe asking Chuck Bennett at Whaler would give us a little more info.
1958 - ????
1959 - ????
1960 - ????
It's a 1958-1960 model, beyond that we cannot know. Boston Whaler's records are very thin from the early years. They do not have boat-by-boat records from back then.
Given that your Stenciled Number is 1357 out of 4400 boats made during that period, I would estimate yours was made in 1959.
So, from what I have researched and read here, the boat could be a 1958 - 1960. Most likely it is not a 1960 because the number is low. It is possibly a 1958 but most likely a 1959. It seems there is no way to tell for sure.