The will of Capt. John Holbrook dated 12 Jul 1699 mentions a grandson Simon, Jr. [This implies his mother was Sarah Holbrook, and since he father remarried bef. 1695, Simon was born before 1695. It is quite likely he was born considerably before this, as the last known child of Sarah's was born 1674, but we only know he was alive when the will was written, so this source does not provide enough information to get more specific.]