| Insincere support | 17 |
| Insincere talk | 14 |
| Insincere talk, and a hint to the starts of this puzzle's four other longest entries | 88 |
| Insincere type | 14 |
| Insincere words of support | 26 |
| Insincere, in a way | 19 |
| Insincere-sounding speaking style | 33 |
| Insincerely eloquent | 20 |
| Insincerely polite meddlers? | 28 |
| Insincerely reluctant to make a decision | 40 |
| Insincerely talkative | 21 |
| Insincerity | 11 |
| Insinuate | 9 |
| Insinuated | 10 |
| Insinuated oneself | 18 |
| Insinuates | 10 |
| Insinuating | 11 |
| Insinuating, as a remark | 24 |
| Insinuatingly derogatory | 24 |
| Insinuation | 11 |
| Insinuations | 12 |
| Insinuative | 11 |
| Insinuative remark | 18 |
| Insinuative remarks | 19 |
| Insipid | 7 |
| Insipid and sentimental | 23 |
| Insipid and sentimental one | 27 |
| Insipid one | 11 |
| Insipid ones | 12 |
| Insipid stuff | 13 |
| Insipid writing | 15 |
| Insipid; twice-told | 19 |
| Insipidity | 10 |
| Insist | 6 |
| Insist on | 9 |
| Insist on payment from | 22 |
| Insist upon | 11 |
| Insist upon, as payment | 23 |
| Insisted | 8 |
| Insisted (on) | 13 |
| Insisted absolutely | 19 |
| Insisted on | 11 |
| Insisted on and got | 19 |
| Insisted on redress | 19 |
| Insisted on using, like a favorite brand | 40 |
| Insisted or resisted | 20 |
| Insistence | 10 |
| Insistence on chasteness | 24 |
| Insistence on precise standards | 31 |
| Insistence on traditional correctness | 37 |
| Insistent | 9 |
| Insistent affirmation | 21 |
| Insistent Andalusian assents | 28 |
| Insistent but covert attention grabber | 38 |
| Insistent comeback | 18 |
| Insistent desire | 16 |
| Insistent exclamation | 21 |
| Insistent one | 13 |
| Insistent public expression | 27 |
| Insistent rejoinder | 19 |
| Insistent response | 18 |
| Insistent retort | 16 |
| Insistent words from a sandbox | 30 |
| Insistent words of affirmation | 30 |
| Insister's countenance | 26 |
| Insisting | 9 |
| Insisting on one's way | 26 |
| Insists | 7 |
| Insists on | 10 |
| Insolence | 9 |
| Insolence, in modern slang | 26 |
| Insolent | 8 |
| Insolent act | 12 |
| Insolent acts | 13 |
| Insolent appellation | 20 |
| Insolent look | 13 |
| Insolent ones | 13 |
| Insolent retort | 15 |
| Insolent sort | 13 |
| Insolent tad | 12 |
| Insolent talk | 13 |
| Insolent type | 13 |
| Insolently proud | 16 |
| Insolvency cause | 16 |
| Insolvency causes | 17 |
| Insolvent | 9 |
| Insolvent bailout beneficiary | 29 |
| Insolvent banking giant, familiarly | 35 |
| Insolvent S&L company | 25 |
| Insomnia cause | 14 |
| Insomnia cause for a princess | 29 |
| Insomnia cause, in a fairy tale | 31 |
| Insomnia cause, maybe | 21 |
| Insomnia cause? | 15 |
| Insomnia causes | 15 |
| Insomnia cure? | 14 |
| Insomnia indicators | 19 |
| Insomnia medicine | 17 |
| Insomnia treatment | 18 |
| Insomniac pitcher? | 18 |