Historical clue formulations

• Enter hesitantly — 2024-06-29
• Enter gradually — 2023-02-18
• Enter cautiously — 2022-10-06
• Enter by sidling — 2018-09-25
• Parallel-park, e.g. — 2017-09-30
• Enter stealthily — 2013-06-09
• Enter cautiously — 2009-02-05
• Just get by — 2003-10-10
• Add just before the deadline — 2000-12-17
• Arrive, but just barely — 1997-05-04