"___ from a Stoic," a collection of 124 epistles by Seneca the Younger

Inhale deeply, in shock4 ___ year (sabbatical)3 "Famous" cookie guy4 Shoe bottom4 "The ___," 16th-century political treatise written by Niccolo Machiavelli as an instruction guide for royals6 Understood, as a pun3 Long-jawed fish3 Smallest bills4