| 2026-07-12 | Profound |
| 2026-01-30 | "Whoa ... that's too much for my brain to handle!" |
| 2025-12-29 | Like the Mariana Trench |
| 2025-12-03 | Like certain thoughts and pockets |
| 2025-06-26 | Word with six or sea |
| 2025-03-28 | Word with six or sea |
| 2024-07-10 | Thought-provoking |
| 2024-04-17 | Profound |
| 2023-09-17 | "Whoaaaaaa"-inducing |
| 2023-05-21 | Yawning |
| 2023-04-06 | Basslike |
| 2022-11-23 | Profound |
| 2021-10-08 | Challenger ___ (lowest known point in the earth's oceans) |
| 2021-09-06 | Like a basso's voice |
| 2021-06-15 | Like the diving end of a pool |
| 2020-07-27 | Like the part of a swimming pool with the diving board |
| 2020-05-05 | Low-pitched |
| 2020-04-04 | Meaningful |
| 2020-03-31 | Profound |
| 2019-09-12 | Very thought-provoking |
| 2019-07-22 | Profound |
| 2019-03-10 | Pitched low |
| 2019-01-28 | Profound |
| 2019-01-08 | Like the part of a pool with a diving board |
| 2019-01-06 | Thought-provoking |
| 2019-01-03 | Not easily understood |
| 2018-10-13 | Like discussions of metaphysics |
| 2018-10-09 | Profound |
| 2018-07-26 | Far parts of the universe |
| 2017-01-11 | Tough to grasp |
| 2016-01-27 | How a daring quarterback may throw |
| 2015-08-07 | Way down |
| 2015-07-05 | Worthy of pondering |
| 2014-08-20 | Almost to the outfield wall |
| 2014-07-31 | It's far out |
| 2014-07-03 | Thought-provoking |
| 2013-11-11 | Shallow's opposite |
| 2012-08-19 | Many-layered |
| 2011-07-26 | How a quarterback may throw a ball |
| 2011-01-05 | Furrow-producing |
| 2010-01-18 | Profound |
| 2009-11-16 | Profound |
| 2009-06-30 | Hard to fathom |
| 2008-08-11 | Bottomless |
| 2008-06-18 | Profound |
| 2008-05-12 | Profound |
| 2007-11-27 | Tough to fathom |
| 2007-11-21 | Tough to fathom |
| 2007-03-26 | Not shallow |
| 2006-10-22 | Heavy |
| 2006-06-27 | Seemingly bottomless |
| 2005-06-03 | Requiring much thought |
| 2005-05-17 | Bottomless |
| 2005-05-16 | Shallow's opposite |
| 2005-02-28 | Not shallow |
| 2004-12-08 | Hard to comprehend |
| 2003-08-03 | Like some football passes |
| 2003-06-26 | Philosophical |
| 2003-04-08 | Hard to fathom |
| 2002-11-11 | Bottomless |
| 2002-10-06 | Bass |
| 2002-06-16 | Full of meaning |
| 2002-06-03 | Not shallow |
| 2002-05-12 | Insightful |
| 2002-04-23 | Like a billionaire's pockets |
| 2001-12-31 | Hard to fathom |
| 2001-10-01 | Like one side of a pool |
| 2000-12-24 | Difficult to fathom |
| 2000-10-30 | Like Crater Lake |
| 2000-09-14 | Very distant, as space |
| 2000-08-15 | Like the diver's end of the pool |
| 2000-04-03 | Like a billionaire's pockets |
| 2000-03-20 | Not shallow |
| 1999-11-02 | Kind of breath |
| 1999-08-24 | Like one end of many pools |
| 1999-07-04 | Ocean |
| 1998-10-06 | Hard to fathom |
| 1997-10-10 | Esoteric |
| 1997-09-30 | Hard to comprehend |
| 1997-06-30 | Profound |
| 1997-03-29 | Yawning |
| 1996-12-22 | Like still waters, maybe |
| 1995-09-07 | Abstruse |
| 1995-05-20 | Thought-provoking |
| 1995-04-20 | Philosophical |
| 1995-01-08 | Benchley best-seller with "The" |
| 1994-08-07 | Baritone |
| 1994-02-27 | Basslike |
| 1994-02-23 | Philosophical |
| 1993-11-27 | Hard to grasp |