The homeless vet Bill: suspicion, confrontation, and five dollars
- What should you do when a homeless man asks you for money — help him, or check whether he's legitimate first?
A host recounts a follow-up to a story from a couple months earlier: suspicious of a homeless man ('Bill') panhandling first at the Euclid McDonald's and later at the Euclid Fairway, the host had planned a surveillance 'sting' but instead confronted him directly. Bill claimed to be an Air Force veteran (1977-81) living in a tent at 42nd and Williams; the host found the answers quick and plausible, gave him five dollars, and concludes that if you're going to question a man's motives you'd better interrogate more deeply.
More on Generosity
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Dear LFTP: the $4,200 loan that never came back
- How do I get past the sadness over the $4,200 loan my friend never repaid — do I just let it go?
The final Dear LFTP letter: a year ago a supposed friend asked to borrow money — her husband had left the country to renew his visa, her car was repossessed, she had no way to get to work.
From No. 603 · Found Out
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Dear LFTP: the $600 lawnmower and buying them a mower
- My nephew's wife took my $600, lied about it, and is avoiding me. Should I say something or let it go?
Mike reads a letter from someone who gave a nephew's wife $600 for a self-propelled lawnmower; she spent it, never bought the mower, and now avoids them.
From No. 587 · Coffee After Sunday
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Dear LFTP: the neighbor Tim and boundaries without guilt
- How can I end the friendship with my difficult neighbor Tim without sending him into a spiral?
Mike reads a letter from a self-described clean-freak friend of a hoarding, narcissistic, government-program neighbor named Tim: how to end the friendship without sending Tim into a spiral.
From No. 582 · Risky Business | Christian Risk-Taking, Community Engagement, Faith in Action
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Dear LFTP: the $99 birthday bill and "Jesus always pays"
- Was it wrong to be taken aback when I was expected to split the cost of a friend's birthday dinner?
Mike reads a letter from a man invited to a friend's birthday dinner at a popular restaurant: after the birthday boy excused himself, the waiter presented the bill and the nine…
From No. 580 · Not Sure | Old Testament Law, Holy Spirit Guidance, Christian Discernment