S. Anthony Says...

Don't Babysit FOOLS #520

September 21, 2026·29 min
Episode Description from the Publisher

# Don't Babysit Fools > Navigating friendships and financial boundaries with care. In the latest episode, S. Anthony Thomas dives deep into a crucial life lesson: **don’t babysit fools**. He shares compelling stories that highlight the perils of being too nice, especially when money is involved.   ## The Danger of Enabling Bad Behavior   S. Anthony reflects on his own life choices, proudly stating, "I've never cheated on a girlfriend... I've never stolen anything." However, he warns that having a clean record can sometimes lead to friends expecting more from you—like lending money under dubious circumstances.   "If you're known among your friends as the one who doesn’t do dumb stuff, they’ll start to lean on you more, and that can lead to situations where you inevitably have to step in and stop them from making poor choices," he explains.   ## A Cautionary Tale   One story stands out: a friend who continually lent money to a mutual acquaintance, only to see it returned late or not at all. S. Anthony urges listeners to recognize when helping becomes enabling.   > "If lending money doesn’t change their life, maybe it’s time to say ‘no.’"   He recounts a troubling incident where his friend put him in the uncomfortable position of being a collection agency for a debt he wasn’t even responsible for. "I didn’t lend the money!" he exclaims, illustrating how quickly boundaries can blur in friendships.   ## Setting Boundaries   Over time, S. Anthony has learned to set clear boundaries with his friends. He humorously notes how he trained those around him to respect his space during NFL Sundays: "Everybody has been trained. When it’s football Sunday, leave S. Anthony alone."   This brings a powerful reminder: you have to communicate your limits. If you let people know what you will and won’t tolerate, it can save you from awkward situations later.   ### Final Thoughts   The episode serves as a reminder to evaluate your friendships and the expectations tied to them. It’s not just about lending money; it’s about understanding the dynamics of your relationships. As S. Anthony puts it, "You have to train people around you what not to do to you."   For more insights and personal anecdotes, be sure to tune in to the full episode.

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