"If you just try long enough and hard enough, you can always manage to boot yourself in the posterior"
About this Quote
Liebling, a journalist who made a career out of puncturing pomposity, aims this at the kind of moral bookkeeping that treats effort as its own proof. The subtext is that willpower isn't inherently noble; it's merely powerful, and power applied blindly can be disastrous. You can work tirelessly at the wrong thing, cling to a bad plan with heroic stamina, or double down on an ego-saving mistake until it becomes a full-body bruise. The "posterior" keeps it genteel enough for print while still evoking the childish humiliation of getting caught out by your own grand ideas.
Context matters: mid-century America was thick with bootstraps mythology, corporate hustle, and a faith that grit solves structural problems. Liebling's wisecrack functions as an inoculation against that national sermon. It also reads as newsroom wisdom: deadlines, rivalries, and overconfidence make self-sabotage less a tragedy than a professional sport. The line isn't anti-effort; it's anti-self-deception. Persistence, Liebling suggests, is not a compass. Without judgment, it's just a longer route to kicking yourself.
Quote Details
| Topic | Witty One-Liners |
|---|---|
| Source | Help us find the source |
| Cite |
Citation Formats
APA Style (7th ed.)
Liebling, A. J. (2026, January 17). If you just try long enough and hard enough, you can always manage to boot yourself in the posterior. FixQuotes. https://fixquotes.com/quotes/if-you-just-try-long-enough-and-hard-enough-you-37079/
Chicago Style
Liebling, A. J. "If you just try long enough and hard enough, you can always manage to boot yourself in the posterior." FixQuotes. January 17, 2026. https://fixquotes.com/quotes/if-you-just-try-long-enough-and-hard-enough-you-37079/.
MLA Style (9th ed.)
"If you just try long enough and hard enough, you can always manage to boot yourself in the posterior." FixQuotes, 17 Jan. 2026, https://fixquotes.com/quotes/if-you-just-try-long-enough-and-hard-enough-you-37079/. Accessed 12 Feb. 2026.








