Boothby

He was a brilliant groundskeeper at Starfleet Academy.  He was working that job nearly all his life. He advised Picard and Janeway as well as a vast other cadets. He has a preference of pulling weeds as a posed to using technology, even if it was faster.

Shelby

In 2366, she was quickly coming to captaincy. The same year she was in charge to manage a defense against the Borg. Admiral JP Hanson was her supervisor where she proved the first to put and initiate a project spearheading the Borg.

After that she was the captain of the Sutherland, Jadzia was a friend. During a supply run to Deep Space Nine, Shelby btought Lieutenet Manvela Atoe to perform a wedding ceremony between Jadzia and Worf.