25-second pick · +85
Bramante Deep Cut
8 letters · 1 word · ~2s to type · 61 accepted answers on the sheet
If the first word feels too easy, it probably scores 10. We would type Bramante: Deep Cut, +85, 8 letters, about 2 seconds on a keyboard. Do not burn the 25 seconds on Donatello, Leonardo da Vinci, Michelangelo, or Raphael — those are Plankton. The trench answer is Gentile da Fabriano (+100), but only take it if you can spell it cold.
Trench spelling, only if you already know it: Gentile da Fabriano +100
Skip Donatello · Leonardo da Vinci · Michelangelo · Raphael