| Date | Grid | Clue | Author | Editor |
| Wed, Oct 02, 2024 | 66D | "Dr." from Compton | Luke K. Schreiber | Fagliano |
| Sun, Feb 04, 2024 | 27A | Nickname that drops "An-" | Daniel Grinberg | Shortz |
| Fri, Jan 26, 2024 | 40A | Andre Young a.k.a. Dr. ___ | Sarah Sinclair and Rafael Musa | Shortz |
| Sat, Dec 30, 2023 | 1A | Dad on "Black-ish" | Simeon Seigel | Shortz |
| Wed, Dec 13, 2023 | 23A | Beats by ___ (audio brand) | Alex Eaton-Salners | Shortz |
| Thu, Nov 09, 2023 | 68A | TV dad on "Black-ish" | Simeon Seigel | Shortz |
| Thu, Sep 14, 2023 | 46D | Dr. based out of Compton, Calif. | Vasu Seralathan | Shortz |
| Fri, Aug 11, 2023 | 42A | Dr. of 31-Across | John-Clark Levin | Shortz |
| Sat, Jul 22, 2023 | 47D | Dr. ___ | Robert Logan | Shortz |
| Sun, May 21, 2023 | 6D | Beats Electronics co-founder, familiarly | Robert Ryan | Shortz |
| Mon, Mar 06, 2023 | 5D | Rap's Dr. ___ | Lynn Lempel | Shortz |
| Mon, Feb 20, 2023 | 33D | "Dr." of hip-hop | Emily Carroll | Shortz |
| Tue, Jan 24, 2023 | 66D | "Dr." who performed at the Super Bowl LVI halftime show | Aaron M. Rosenberg and Jeff Chen | Shortz |
| Sun, Jan 01, 2023 | 64D | Rap mogul, familiarly | Adam Wagner, Michael Lieberman and Rafael Musa | Shortz |
| Tue, Dec 20, 2022 | 59D | Rapper who co-founded N.W.A, casually | Peter Koetters | Shortz |
| Fri, Jul 01, 2022 | 48A | Founding member of N.W.A., familiarly | Christina Iverson and Caitlin Reid | Shortz |
| Mon, May 16, 2022 | 56D | Hip-hop's Dr. ___ | Lynn Lempel | Shortz |
| Sun, Mar 20, 2022 | 81D | Dr. of 112-Down | Brad Wiegmann | Shortz |
| Sat, Jan 29, 2022 | 51D | The kid in 2010's "The Karate Kid" | Andrew Ries and Caitlin Reid | Shortz |
| Mon, Jan 17, 2022 | 72A | Rap's Dr. ___ | Evan Mahnken | Shortz |
| Fri, Nov 19, 2021 | 49A | Nickname that drops "An-" | John Hawksley | Shortz |
| Tue, Oct 26, 2021 | 70A | Beats by ___ (headphones brand) | Michael Schlossberg | Shortz |
| Wed, May 05, 2021 | 12D | "Dr." who co-founded Death Row Records | Bryce Hwang, Rahul Sridhar and Akshay Ravikumar | Shortz |
| Wed, Apr 21, 2021 | 12D | Beats by ___ | Brandon Koppy | Shortz |
| Mon, Jan 25, 2021 | 66D | Dr. of hip-hop | Kevin Christian and Andrea Carla Michaels | Shortz |
| Fri, Jan 08, 2021 | 6D | Dr. ___ | Evan Kalish | Shortz |
| Thu, Dec 03, 2020 | 62D | Music's Dr. ___ | Jake Halperin | Shortz |
| Wed, Oct 07, 2020 | 35A | Beats by ___ (audio brand) | Ross Trudeau | Shortz |
| Wed, Sep 23, 2020 | 52A | Audio brand Beats by ___ | Margit Christenson | Shortz |
| Tue, Jun 09, 2020 | 12D | Rap's Dr. ___ | Freddie Cheng | Shortz |
| Mon, May 11, 2020 | 27D | Beats by ___ (audio brand) | Ross Trudeau | Shortz |
| Mon, Apr 27, 2020 | 22D | Rapper/record executive Dr. ___ | Ed Sessa | Shortz |
| Thu, Mar 12, 2020 | 60D | "Dr." with the 2011 hit "I Need a Doctor" | Ruth Bloomfield Margolin | Shortz |
| Mon, Jan 20, 2020 | 25A | Beats by ___ (headphones brand) | Evan Kalish | Shortz |
| Sun, Dec 15, 2019 | 36A | Beats by ___ (audio brand) | Christina Iverson and Jeff Chen | Shortz |
| Fri, Nov 08, 2019 | 15D | Producer of Eminem's "The Eminem Show," informally | Peter Wentz | Shortz |
| Tue, Oct 08, 2019 | 28D | "The Chronic" rapper, informally | Ross Trudeau | Shortz |
| Wed, Jul 24, 2019 | 31A | Dad on "Black-ish" | Jake Halperin | Shortz |
| Sat, Jul 20, 2019 | 22A | Dr. ___ | Sam Trabucco | Shortz |
| Fri, Apr 26, 2019 | 21D | Rap mogul of the highest degree? | Kyle Dolan | Shortz |
| Thu, Apr 25, 2019 | 42A | Rhyming "Dr." | Jon Olsen | Shortz |
| Sun, Apr 21, 2019 | 10D | "Black-ish" father | Grant Thackray | Shortz |
| Fri, Apr 19, 2019 | 22A | Mac ___ (former Bay Area hip-hop great) | Caleb Madison | Shortz |
| Wed, Feb 13, 2019 | 27D | "Dr." of hip-hop | Ross Trudeau | Shortz |
| Wed, Feb 06, 2019 | 60D | Dr. of rap | Queena Mewers and Alex Eaton-Salners | Shortz |
| Sun, Sep 02, 2018 | 5D | Beats by ___ (headphones brand) | Tom McCoy | Shortz |
| Sun, Jun 17, 2018 | 86D | Dr. ___ | Amanda Chung, Karl Ni and Erik Agard | Shortz |
| Thu, Mar 29, 2018 | 48A | Andre Young a.k.a. Dr. ___ | Claire Muscat and David Steinberg | Shortz |
| Wed, Mar 07, 2018 | 14D | Eazy-E collaborator, informally | Natan Last, Andy Kravis and the J.A.S.A. Crossword Class | Shortz |
| Mon, Jan 22, 2018 | 6D | "Forgot About ___" (2000 rap hit) | Paolo Pasco | Shortz |
| Wed, Oct 25, 2017 | 23A | Grammy-winning "Dr." | Jules P. Markey | Shortz |
| Wed, Sep 20, 2017 | 4D | Rap's Dr. ___ | Hal Moore | Shortz |
| Tue, Jun 06, 2017 | 36D | Dr. who can't write prescriptions | Lisa Loeb and Doug Peterson | Shortz |
| Thu, Feb 23, 2017 | 11D | "Dr." of rap | Jeff Chen | Shortz |
| Tue, Jan 24, 2017 | 59D | "Dr." who co-founded Beats Electronics | John R. O'Brien | Shortz |
| Tue, Oct 18, 2016 | 44A | Rap's Dr. ___ | Mary Lou Guizzo | Shortz |
| Wed, Apr 20, 2016 | 67D | Beats by ___ (audio brand) | Tom McCoy | Shortz |
| Tue, Apr 19, 2016 | 5A | Dr. who's done 19-Down for Dr Pepper | David J. Kahn | Shortz |
| Wed, Mar 30, 2016 | 9D | Rap's Dr. ___ | Andrew Reynolds | Shortz |
| Sun, Mar 27, 2016 | 59A | Rap's Dr. ___ | Patrick Blindauer | Shortz |
| Sun, Feb 07, 2016 | 116D | Dr. featured in 2015's "Straight Outta Compton" | Alan Arbesfeld | Shortz |
| Sat, Feb 06, 2016 | 48A | Big name in headphones | David Steinberg | Shortz |
| Tue, Feb 02, 2016 | 67A | Hip-hop's Dr. ___ | Peter A. Collins | Shortz |
| Fri, Nov 27, 2015 | 47A | Onetime Ice Cube collaborator, informally | Peter Wentz | Shortz |
| Sat, Nov 07, 2015 | 6D | Founder of the record label Aftermath Entertainment, familiarly | Barry C. Silk | Shortz |
| Tue, Oct 20, 2015 | 63D | Hip-hop's Dr. ___ | Sam Buchbinder | Shortz |
| Sun, May 24, 2015 | 73D | Dr. of hip-hop | Kevin G. Der | Shortz |
| Sun, May 03, 2015 | 91A | Eminem producer, informally | Dan Schoenholz | Shortz |
| Sun, Aug 31, 2014 | 15D | Rap mogul, briefly | Joel Fagliano | Shortz |
| Tue, Aug 19, 2014 | 55A | Beats by ___ (popular headphone brand) | Sam Buchbinder | Shortz |
| Mon, Aug 11, 2014 | 48A | Dr. ___, Eminem mentor | David Steinberg and Bernice Gordon | Shortz |
| Sat, Mar 01, 2014 | 52A | Beats by ___ (brand of audio equipment) | Ian Livengood & J.A.S.A. Crossword Class | Shortz |
| Thu, Jan 16, 2014 | 50A | Rap's Dr. ___ | Elizabeth A. Long | Shortz |
| Tue, Dec 10, 2013 | 51A | Rap's Dr. ___ | Bill Thompson | Shortz |
| Tue, Oct 22, 2013 | 61D | Dr. ___ | Kevan Choset | Shortz |
| Tue, Oct 08, 2013 | 48A | Rap's Dr. ___ | Tim Croce | Shortz |
| Sat, Sep 07, 2013 | 21D | Karate trainee in 2010's "The Karate Kid" | Julian Lim | Shortz |
| Sun, Aug 11, 2013 | 107D | Beats by ___ (headphones brand) | Dan Schoenholz | Shortz |
| Tue, Jun 25, 2013 | 62D | Rap's Dr. ___ | Joel Fagliano | Shortz |
| Wed, Mar 27, 2013 | 62D | Rap's Dr. ___ | David J. Kahn | Shortz |
| Sun, Dec 30, 2012 | 66D | Dr. ___ | Steve Savoy | Shortz |
| Tue, Nov 06, 2012 | 42A | Rap's Dr. ___ | Erik Agard | Shortz |
| Fri, Sep 21, 2012 | 34D | 2009 Grammy winner for "Crack a Bottle," briefly | Barry C. Silk | Shortz |
| Mon, Aug 20, 2012 | 26D | Rap's Dr. ___ | Robert Cirillo | Shortz |
| Sun, Aug 19, 2012 | 72D | Death Row Records co-founder, familiarly | Freddie Cheng | Shortz |
| Wed, May 23, 2012 | 11D | Rap's Dr. ___ | Eric Williams | Shortz |
| Sun, Apr 29, 2012 | 32D | Dr. ___ | Tracy Gray | Shortz |
| Sun, Feb 19, 2012 | 78A | Rap's Dr. ___ | James F. C. Burns | Shortz |
| Mon, Dec 12, 2011 | 41D | Rap's Dr. ___ | Gary Cee | Shortz |
| Tue, Nov 08, 2011 | 54A | Rap's Dr. ___ | Scott Atkinson | Shortz |
| Sat, Oct 08, 2011 | 61D | "Forgot About ___" (2000 Grammy-winning rap) | Tim Croce | Shortz |
| Sat, Jun 25, 2011 | 35D | Producer for 50 Cent, familiarly | Barry C. Silk | Shortz |
| Sun, Feb 20, 2011 | 116D | Rap's Dr. ___ | Elizabeth C. Gorski | Shortz |
| Sat, Nov 27, 2010 | 11D | N.F.L. cornerback ___ Bly | Xan Vongsathorn | Shortz |
| Wed, Feb 03, 2010 | 27A | Dr. with several Grammys | Kristian House | Shortz |
| Tue, Jan 19, 2010 | 22D | Rap's Dr. ___ | Zoe Wheeler | Shortz |
| Thu, Apr 02, 2009 | 31D | "Forgot About ___" (2000 Grammy-winning rap song) | Brendan Emmett Quigley | Shortz |
| Thu, Mar 19, 2009 | 19A | Rapping "Dr." | Laura Sternberg | Shortz |
| Wed, Oct 22, 2008 | 23A | Eminem collaborator, informally | Gary J. Whitehead | Shortz |
| Tue, Oct 07, 2008 | 5D | Rap's Dr. ___ | Kevin G. Der | Shortz |
| Sun, Jun 29, 2008 | 74D | "___ Day" (1993 rap hit) | Tony Orbach and Patrick Blindauer | Shortz |
| Tue, May 06, 2008 | 40A | Dr. ___ formerly of Death Row Records | Gary J. Whitehead | Shortz |
| Tue, Jan 22, 2008 | 42D | Rap's Dr. ___ | Adam G. Perl | Shortz |
| Sun, Jan 13, 2008 | 44A | Rap's Dr. ___ | Stella Daily and Bruce Venzke | Shortz |
| Wed, Aug 08, 2007 | 16A | Rap's Dr. ___ | Donna S. Levin | Shortz |
| Wed, Jun 13, 2007 | 23A | Rap's Dr. ___ | Curtis Yee | Shortz |
| Thu, May 10, 2007 | 34A | Rapping "Dr." | Peter A. Collins | Shortz |
| Mon, Feb 19, 2007 | 29A | Hip-hop doc? | Andrea C. Michaels | Shortz |
| Sun, Feb 11, 2007 | 59D | "Dr." with Grammys | Mark Feldman | Shortz |
| Wed, Jan 24, 2007 | 3D | Rap's Dr. ___ | Gary Steinmehl | Shortz |
| Thu, Sep 21, 2006 | 36D | Rap's Dr. ___ | Stella Daily and Bruce Venzke | Shortz |
| Mon, Jul 03, 2006 | 29A | Rapper Dr. ___ | Randall J. Hartman | Shortz |
| Wed, Apr 19, 2006 | 29A | Gangsta pioneer, for short | Lee Glickstein and Nancy Salomon | Shortz |
| Sun, Feb 19, 2006 | 84D | "___ Day" (1993 rap hit) | Joe DiPietro | Shortz |
| Sun, Dec 11, 2005 | 98A | Rap's Dr. ___ | Ben Tausig | Shortz |
| Mon, Jun 06, 2005 | 61D | Rap's Dr. ___ | Raymond Hamel | Shortz |
| Tue, May 10, 2005 | 64D | Rap's Dr. ___ | Nancy Salomon | Shortz |
| Sun, Dec 05, 2004 | 72D | Hip-hop's Dr. ___ | David J. Kahn | Shortz |
| Sun, Oct 17, 2004 | 53A | Rap's Dr. ___ | Manny Nosowsky | Shortz |
| Mon, Aug 30, 2004 | 65D | Rapper Dr. ___ | Jeffrey Harris | Shortz |
| Sun, May 23, 2004 | 111A | Hip-hop's Dr. ___ | Deb Amlen and Nancy Salomon | Shortz |
| Fri, Feb 13, 2004 | 30D | Dr. ___ | Manny Nosowsky | Shortz |
| Mon, Jan 12, 2004 | 23A | Rap's Dr. ___ | Kurt Mengel | Shortz |
| Sat, Dec 20, 2003 | 32A | "Forgot About ___" (1999 rap song) | Myles Callum | Shortz |
| Fri, Dec 05, 2003 | 31A | Dr. with a beat | Robert H. Wolfe | Shortz |
| Tue, Oct 28, 2003 | 55D | Rap's Dr. ___ | Brendan Emmett Quigley | Shortz |
| Fri, Oct 10, 2003 | 36D | "Still ___" (1999 rap song) | Arlan and Linda Bushman | Shortz |
| Sun, Apr 28, 2002 | 41A | Rap's Dr. ___ | Elizabeth C. Gorski | Shortz |
| Sun, Apr 14, 2002 | 58D | Rap's Dr. ___ | David J. Kahn | Shortz |
| Tue, Nov 06, 2001 | 66A | Rapper Dr. ___ | Denise Neuendorf | Shortz |
| Tue, Oct 02, 2001 | 23A | Rap's Dr. ___ | Richard Hughes | Shortz |
| Wed, Sep 12, 2001 | 31D | Rap's Dr. ___ | Philip Lew | Shortz |
| Sat, Sep 01, 2001 | 37A | "Still ___" (1999 rap song) | Dana Motley | Shortz |
| Sun, May 06, 2001 | 122A | Rap's Dr. ___ | Manny Nosowsky | Shortz |
| Sun, Dec 03, 2000 | 87D | Rap's Dr. ___ | Elizabeth C. Gorski | Shortz |
| Tue, Nov 28, 2000 | 23A | Rap's Dr. ___ | Richard Hughes | Shortz |
| Sun, Nov 26, 2000 | 38D | Rap's Dr. ___ | Patrick Berry | Shortz |
| Tue, Nov 07, 2000 | 54D | Hip-hopper Dr. ___ | David Levinson Wilk | Shortz |
| Sat, Apr 15, 2000 | 46A | "___ Day" (1993 rap hit) | Raymond Hamel | Shortz |
| Fri, May 28, 1999 | 22A | "___ Day" (1993 rap hit) | Joe DiPietro | Shortz |
| Sun, May 09, 1999 | 118A | Andre Young, a k a Dr. ___ | Nancy Nicholson Joline | Shortz |
| Tue, Apr 06, 1999 | 36A | Rap's Dr. ___ | Stephanie Spadaccini | Shortz |
| Sun, Jan 24, 1999 | 13D | Dr. of rap | Robert Malinow | Shortz |
| Sun, Dec 06, 1998 | 47D | Rap's Dr. ___ | Marjorie Richter | Shortz |
| Fri, Jun 19, 1998 | 54D | Rapping Dr. | A. J. Santora | Shortz |
| Mon, May 04, 1998 | 18D | Rap's Dr. ___ | Hugh Davis | Shortz |
| Sat, Feb 21, 1998 | 23D | Rap's Dr. ___ | Richard Hughes | Shortz |
| Fri, Feb 13, 1998 | 47A | Dr. of rap | Jim Page | Shortz |
| Sun, Dec 07, 1997 | 40D | Dr. of rap | Randolph Ross | Shortz |
| Mon, Dec 01, 1997 | 56D | Rap's Dr. ___ | Mark Danna | Shortz |
| Tue, Jul 22, 1997 | 60D | Rap's Dr. ___ | Fred Piscop | Shortz |
| Fri, May 09, 1997 | 24A | Rap's Dr. ___ | Richard Hughes | Shortz |
| Sun, Jul 21, 1996 | 63A | Rap's Dr.___ | D. Niles | Shortz |
| Fri, Jan 05, 1996 | 58D | Dr. of rap | R. Ross | Shortz |
| Mon, Dec 18, 1995 | 66D | Dr. ___ of 26-Across | Randall J. Hartman | Shortz |
| Sun, Dec 03, 1995 | 115D | Rap's Dr. ___ | Martin Schneider | Shortz |
| Thu, Jun 22, 1995 | 47D | Dr. of rap | Cathy Millhauser | Shortz |
| Sat, Sep 17, 1994 | 45A | Rap's Dr. ___ | Rich Norris | Shortz |
| Sun, Jul 17, 1994 | 22A | Rap's Dr. ___ | Cathy Millhauser | Shortz |