| Many played Sinatra on it | 25 |
| Many playlist entries | 21 |
| Many pledges | 12 |
| Many politicians weather them | 29 |
| Many Pop Warner coaches | 23 |
| Many pop-ups | 12 |
| Many popes | 10 |
| Many postgame whiners | 21 |
| Many potatoes | 13 |
| Many pound inhabitants | 22 |
| Many pound pups | 15 |
| Many practice it | 16 |
| Many Prado paintings | 20 |
| Many pray on them | 17 |
| Many presidential periods | 25 |
| Many Pribilof Islanders | 23 |
| Many pro football fans | 22 |
| Many profs | 10 |
| Many profs' degs. | 21 |
| Many profs. | 11 |
| Many profs.' degrees | 24 |
| Many promotional shirts | 23 |
| Many provide quaint accommodations | 34 |
| Many PSAT takers | 16 |
| Many PTA members | 16 |
| Many PTA volunteers | 19 |
| Many pulp heroes, in slang | 26 |
| Many Punjab inhabitants | 23 |
| Many Punjab natives | 19 |
| Many Punjabi gurus | 18 |
| Many Punjabis | 13 |
| Many pyramid chambers | 21 |
| Many quiz show fans | 19 |
| Many racetracks | 15 |
| Many radios | 11 |
| Many rappers' personas | 26 |
| Many résumé submissions, these days | 41 |
| Many reality shows | 18 |
| Many recital pieces | 19 |
| Many records | 12 |
| Many reindeer herders | 21 |
| Many religious teachings | 24 |
| Many Rembrandts | 15 |
| Many repel fleas | 16 |
| Many residents of the Faeroe Islands | 36 |
| Many retd. boomers | 18 |
| Many retired thoroughbreds | 26 |
| Many reunion goers | 18 |
| Many Rice grads: Abbr. | 22 |
| Many rodeo riders | 17 |
| Many role models | 16 |
| Many roller coaster riders | 26 |
| Many roomies | 12 |
| Many rulers have 12 | 19 |
| Many run during the Super Bowl | 30 |
| Many run in the winter | 22 |
| Many run races to get here | 26 |
| Many run Windows | 16 |
| Many rush-hour travelers | 24 |
| Many Rwandans | 13 |
| Many S.A. women | 15 |
| Many sand castle molds | 22 |
| Many SAT takers | 15 |
| Many say "Mom" | 24 |
| Many say it means "trusty scout" | 42 |
| Many Scandinavians | 18 |
| Many Scorpios wear them | 23 |
| Many Scots | 10 |
| Many Scotsmen | 13 |
| Many scoutmasters | 17 |
| Many scrimshaw artists | 22 |
| Many sculptures | 15 |
| Many secs. | 10 |
| Many seek its approval: Abbr. | 29 |
| Many Semites | 12 |
| Many sentence diagram components | 32 |
| Many serial killers | 19 |
| Many servers | 12 |
| Many Shakespearean characters | 29 |
| Many Shiite Muslims | 19 |
| Many Shiites | 12 |
| Many shoppers buy on it | 23 |
| Many show stoppers | 18 |
| Many shows are broadcast in it | 30 |
| Many shows are broadcast in it (Abbr.) | 38 |
| Many signatures | 15 |
| Many singing villains | 21 |
| Many sit on pads | 16 |
| Many ski chalets | 16 |
| Many ski houses | 15 |
| Many ski lodges | 15 |
| Many skiers use these when they [see diagonal starting in upper left corner] | 76 |
| Many skit actors | 16 |
| Many small business owners | 26 |
| Many Smith funders | 18 |
| Many Smithsonian items | 22 |
| Many Snapchat users | 19 |
| Many Soc. Sec. recipients | 25 |
| Many soccer scores | 18 |
| Many soda can features | 22 |