| Clue | Source | Date |
|---|---|---|
| Upsetting way to determine if the hat fits? | The Telegraph Toughie | 04 Feb 2021 |
| Upsetting measurement system outfitter's familiar with? | ||
| Turning over headwear before measuring | The Telegraph Cryptic | 26 Dec 2019 |
| Upsetting process of fitting hat to head? | ||
| Of a boat, being overturned in the water | The Telegraph General Knowledge | 29 May 2016 |
| Fitting hats? |