Historical clue formulations

• Morpheus, to 25-Across — 2026-01-04
• Dumbledore, to Harry Potter — 2025-05-22
• Train workers? — 2023-02-11
• Experience sharer — 2022-11-13
• Guide — 2020-05-15
• Yoda, to Luke — 2020-05-03
• Advise — 2019-03-16
• "Someone who allows you to see the hope inside yourself," per Oprah — 2016-09-24
• Guide — 2009-10-16
• Lead by the hand — 2005-12-09
• Yoda, to Luke Skywalker — 2005-09-27
• Guide — 2005-07-21
• Personal counselor — 1998-11-04
• Coach — 1994-08-13