In this essay for The Free Press, Elliot Ackerman reflects on style, masculinity, craftsmanship, and the importance of dressing with intention.
Drawing on his transition from the Marine Corps to the CIA, Ackerman describes leaving behind the utility of a uniform and learning how to dress “like a gentleman” in a professional world governed by different rules.
Style, Not Fashion
Ackerman distinguishes between fashion, which is temporary, and style, which endures. He argues that well-made, understated clothing communicates maturity, confidence, and respect without calling attention to itself.
Dressing with Intention
The essay offers practical guidance on building a wardrobe, from navy and gray suits to white shirts, blue shirts, black shoes, and the value of visiting a tailor. For Ackerman, dressing well is not vanity. It is a form of discipline and communication.
Respect for Yourself and Others
At its center, the essay argues that appearance matters because it signals care. Dressing like a gentleman means understanding the situation, showing respect for others, and choosing style over performative indifference.