| Clue | Source | Date |
|---|---|---|
| Campaign manager | Newsday | 05 Jun 2025 |
| Campaign manager, briefly? | ||
| Spot writer | Newsday | 15 Nov 2024 |
| Spot overseer (2 wds.) | ||
| Campaign director | ||
| Campaign boss | Newsday | 05 Oct 2023 |
| Campaign leader | Wall Street Journal | 06 Nov 2021 |
| Commercial bigwig | The Washington Post | 29 Aug 2020 |
| Commercial bigwig | LA Times Daily | 29 Aug 2020 |
| Madison Ave. bigwig | New York Times | 29 Apr 2020 |
| 51-Across bigwig | LA Times Daily | 01 Sep 2018 |
| 51-Across bigwig | The Washington Post | 01 Sep 2018 |
| High muckety-muck on Madison Avenue | New York Times | 12 Feb 2018 |
| Certain space seller | Newsday | 06 Jan 2018 |
| 51-Across bigwig | ||
| High muckety-muck on Madison Avenue | ||
| Spot checker | Wall Street Journal | 29 Apr 2017 |
| Madison Ave. bigwig | LA Times Daily | 12 Sep 2016 |
| Madison Ave. bigwig | ||
| Commercial leader? | New York Times | 31 Dec 2015 |
| Commercial leader? | ||
| Madison Ave. bigwig | ||
| Campaign boss | ||
| Madison Ave. bigwig | ||
| Madison Ave. VIP | ||
| Madison Ave. VIP | ||
| Spot overseer | ||
| Madison Avenue VIP | ||
| Concept pitcher | ||
| Concept pitcher | ||
| Pitching ace |