| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Now honored by a plaque in a station in Roxbury, Horatio J. Homer was this city's first Black police officer, for 40 years from 1878 | Boston | $2,000 | DJ | YOU CAN CALL ME HOMER | 2023-02-06 | #8801 | |
| The 1st one in America was erected in 1716 on Little Brewster Island in this city's harbor | Boston | $1,000 | DJ | LIGHTHOUSES | 1988-03-07 | #816 |