| Date | Grid | Clue | Author |
| Wed Oct 5, 2022 | 2D | Assistant with many different voices | Jason Reich |
| Sat Sep 3, 2022 | 24A | Who says "I don't have a family tree. But I have a pretty great file directory" | David Distenfeld |
| Thu Jul 28, 2022 | 34D | Cortana : Microsoft :: ___ : Apple | Bill Pipal and Jeff Chen |
| Mon Jun 20, 2022 | 11D | Apple's voice assistant | Christopher Youngs |
| Sun Feb 6, 2022 | 77A | Voice heard by 500 million people | Stephen McCarthy |
| Wed Dec 15, 2021 | 39A | One responsive to voice commands | Jessie Bullock and Ross Trudeau |
| Sun Nov 28, 2021 | 65A | She can act as a D.J., nowadays | Jeff Kremer |
| Sun Oct 24, 2021 | 96D | Who's talking on the phone? | Katie Hale |
| Wed Sep 29, 2021 | 4D | Assistant with a goofy beatboxing routine (just ask) | Alex Eaton-Salners |
| Tue Sep 21, 2021 | 60D | Rival of Alexa | Daniel Okulitch |
| Sun Jun 13, 2021 | 87D | One with a phony personality? | Stephen McCarthy |
| Mon May 31, 2021 | 6A | Apple's digital assistant | Michael Lieberman |
| Tue Mar 23, 2021 | 31D | Assistant who asks "What can I help you with?" | Dan Schoenholz |
| Fri Feb 12, 2021 | 7D | Noted speaker of more than 20 languages | Grant Thackray |
| Thu Dec 31, 2020 | 37A | Modern know-it-all (3) | David J. Kahn |
| Fri Oct 23, 2020 | 45D | Who asks "What can I help you with?" | Robyn Weintraub |
| Mon Oct 19, 2020 | 10D | In answer to the request "Talk dirty to me," she sometimes says "The carpet needs vacuuming" | Fred Piscop |
| Tue Sep 1, 2020 | 44A | One always getting asked questions | David Steinberg |
| Sat Feb 29, 2020 | 48D | Tech assistant | Andrew J. Ries |
| Sun Oct 20, 2019 | 50A | One frequently saying "Sorry, I missed that" | Natan Last |
| Mon Oct 7, 2019 | 40A | iPhone voice (2) | Keiran King |
| Fri Jun 7, 2019 | 60A | Popular assistant | Michael Hawkins |
| Fri May 24, 2019 | 57D | Who often says "I found this on the web" | Stanley Newman |
| Wed May 15, 2019 | 5D | Voice-activated assistant (2) | Zhouqin Burnikel |
| Sat Apr 6, 2019 | 46D | Modern answer source | Ned White |
| Tue Mar 26, 2019 | 23D | Voice of the Apple Watch | Zhouqin Burnikel |
| Sat Mar 16, 2019 | 53D | Assistant to millions | Andrew J. Ries |
| Sun Mar 10, 2019 | 79A | "Hey ___" | Adam Fromm |
| Tue Oct 2, 2018 | 63A | Voice on a phone | Paul Coulter |
| Sun Sep 16, 2018 | 95D | "Hey ___" (start of a phone voice command) | Joel Fagliano |
| Thu Jun 28, 2018 | 48A | Real know-it-all? | Jeff Chen |
| Wed Apr 18, 2018 | 32A | One who talks on the phone a lot? | Peter A. Collins and Bruce Haight |
| Mon Feb 19, 2018 | 44A | Who asks "What can I help you with?" on an iPhone | Bruce Haight |
| Wed Nov 15, 2017 | 4D | Familiar voice since 2011 | Steven E. Atwood |
| Mon Aug 7, 2017 | 7D | iPhone assistant (2) | Kevin Christian |
| Thu Jan 12, 2017 | 51D | Voice-activated assistant (2) | Joe Krozel |
| Sun Oct 30, 2016 | 1A | One talking on the phone, nowadays? | Caleb Madison |
| Sat Sep 24, 2016 | 52D | Modern know-it-all (3) | Mary Lou Guizzo |
| Wed Sep 7, 2016 | 46A | iPhone assistant (2) | Kary Haddad |
| Fri Jul 15, 2016 | 5D | When told "I'm sleepy," she sometimes says "I hope you're not driving" | Matt Ginsberg |
| Sun Mar 27, 2016 | 72A | Voice from a phone | Patrick Blindauer |
| Thu Dec 4, 2014 | 31A | One with all the answers? | Kacey Walker and David Quarfoot |
| Mon Aug 11, 2014 | 63A | iPhone assistant who says that "42" is the meaning of life | David Steinberg and Bernice Gordon |
| Sun Aug 10, 2014 | 89A | Modern know-it-all? (3) | Elizabeth C. Gorski |
| Tue Apr 1, 2014 | 52D | Apple genius? | Andrew Reynolds |
| Sat Jan 11, 2014 | 56D | iPhone talker | Martin Ashwood-Smith |
| Sun Dec 15, 2013 | 95D | Her name is Norwegian for "beautiful woman who leads you to victory" | Jeff Chen |
| Fri Dec 6, 2013 | 60A | In Australia her name is Karen | Elizabeth C. Gorski |
| Thu Nov 21, 2013 | 68A | Her "birthday" is Oct. 4, 2011 | Jules P. Markey |
| Sun Oct 20, 2013 | 109D | iPhone voice (2) | Elizabeth C. Gorski |
| Fri Oct 4, 2013 | 55D | Apple assistant | Bruce R. Sutphin |
| Fri Aug 23, 2013 | 27D | Her voice was first heard in 2011 | Ian Livengood |
| Thu May 10, 2012 | 12D | Phone voice? | Jules P. Markey |