25-second pick · +85
Aemilianus Deep Cut
10 letters · 1 word · ~2s to type · 95 accepted answers on the sheet
If the first word feels too easy, it probably scores 10. We would type Aemilianus: Deep Cut, +85, 10 letters, about 2 seconds on a keyboard. Do not burn the 25 seconds on Augustus, Caligula, Constantine the Great, or Nero — those are Plankton. The trench answer is Silbannacus (+100), but only take it if you can spell it cold.
Trench spelling, only if you already know it: Silbannacus +100
Skip Augustus · Caligula · Constantine the Great · Nero