| IWANT | With 14-Across, deal-breaking words |
| OUT | With 15-Across, deal-breaking words |
| EVENTRADE | 25 Across-for-25 Across deal |
| PEDLARS | Heartless deal breaking fruit sellers |
| ICONFESS | Case-breaking words |
| HYPHEN | Dash breaking word (6) |
| MAYBOT | Expressionless speaker, one upset by breaking word to Barnier? (6) |
| SKIDROW | Move over snow, breaking word of the down and out? (4,3) |
| VIN | With 21-Across: actor who starred with 14-Across in 24-Across; their new movie will be its sequel |
| TIGER | With 35-Down, golfer tied with 14-Across for most PGA Tour wins, with 82 |
| ELVIS | With 14-Across: singer who appeared on the same episode of "The Ed Sullivan Show" as 31-Across on January 6th, 1957, as 31-Across related to Stephen Colbert on Tuesday's show |
| OPRAH | With 14-Across: talk-show legend who put out a statement about 1-Across that said in part: "There wouldn't have been [her show] without [1-Across] being the first to prove that daytime talk and women |
| DONT | With 14-Across and 22-Across: clever working title of a forthcoming late-night comedy show hosted by "SNL" star 22-Across |
| RYAN | With 14-Across, New Year's Eve host who's had beef with 22-Across |
| COLE | With 17-Across: MLB veteran who, with 14-Across, co-announced on Instagram over the weekend that they're expecting their second baby |
| JENNA | 20-Across star Ortega, who did her first joint interview with 14-Across last week with the Hollywood Reporter |
| ANADE | With 26-Across: she was recently spotted with 14-Across on both sides of the Atlantic within a two-day span |
| OSCAR | With 33-Across, "The Office" actor; or, with 14-Across, the role he played on "The Office" |
| RELAY | With 14-Across, event with batons |
| INA | With 14-Across, Shakespearean words after "What's" |
