| 100% | IBELIEVEINYOU | 13 | Song from "How to Succeed ..." |
| 64% | HOISTTHESALES | 13 | How to succeed as a retailer? |
| 64% | GRINANDBAREIT | 13 | How to succeed as a stripper? |
| 63% | RAZEYOURSITES | 13 | How to succeed as a demolition crew? |
| 60% | OLDIE | 5 | Song from the 1990s, to some |
| 59% | ANAGRAM | 7 | How to get from Ames to Mesa |
| 59% | MAGIC | 5 | How to get something from nothing, perhaps |
| 58% | TOOTHLESS | 9 | Hiccup's Night Fury from How to Train Your Dragon |
| 58% | NOTBYALONGSHOT | 14 | How to score in basketball from close up? |
| 54% | MAPS | 4 | They show how to get from here to there |
| 54% | AFTERNOON | 9 | Sunny __, song from The Kinks' album Face to Face |
| 54% | MAKEYOURWAY | 11 | With 26-Down, how to succeed in business, and a hint to this puzzle |
| 54% | SENDINTHECLOWNS | 15 | Song from Sondheim's "A Little Night Music" appropriate to this puzzle |
| 53% | ONREPEAT | 8 | How someone might listen to their favorite song |
| 53% | STEPTOTHEREAR | 13 | Song from “How Now, Dow Jones” |
| 53% | LOESSER | 7 | "How to Succeed ... " composer Frank |
| 52% | MAP | 3 | Visual aid that shows how to get from here to there |
| 52% | HIM | 3 | "I Don't Know How to Love ___" ("Jesus Christ Superstar" song) |
| 52% | ZEROTOHERO | 10 | Song from Disney's "Hercules," or a hint to this puzzle's theme entries |
| 51% | SAIL | 4 | How pirates used to get from one place to another |
| 51% | CHRISTMASCAROLS | 15 | Songs sung from house to house |
| 50% | MAP | 3 | It can show you how to get from point A to point B |
| 50% | DOUGIE | 6 | "Teach Me How to ___" (Cali Swag District song that features a fad dance) |
| 50% | WHOLETTHEDOGSOUT | 16 | Hit song from 2000 ... and a hint to 10 symmetrically arranged Across answers |
| 50% | COLLAPSE | 8 | "___: How Societies Choose to Fail or Succeed" (Jared Diamond book) |
| 50% | REHAB | 5 | Amy Winehouse's "signature song" from her album, "Back to Black" |
| 50% | THRILLSME | 9 | Honey, honey, how he __, line from Mamma Mia song |
| 50% | LOUISIANA | 9 | According to the song, Johnny B. Goode is from __ |
| 50% | OUTOFTHEWOODS | 13 | Song from Taylor Swift's "1989" that is rumored to be about Harry Styles: 4 wds. |
| 49% | HELLO | 5 | Hit Adele song from her album "25" that is one way to welcome 2025! |