He Asked Me to Pay Off His Parents’ Debts With My Investments. I Said Yes… But With One Condition.

Published on 09/06/2025
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Greg Offers Help

After reviewing the details, Greg leaned back thoughtfully. “We can adjust things in a way that stays under the radar,” he suggested, tapping his pen lightly against the desk. His calm confidence softened some of my unease, though uncertainty still lingered in the background. We sketched out possible approaches, and I made him promise to keep it between us. Walking out, I felt steadier, but far from fully at ease.

Greg Offers Help

Greg Offers Help

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Lingering Doubts

Leaving Greg’s office, a sliver of relief followed me, but it was chased by the same doubts I couldn’t outrun. Something about the entire situation still rang false, and no matter how carefully we planned, unease clung to me like a shadow. I told myself to trust the process, but one question refused to fade—was everyone truly being honest with me?

Lingering Doubts

Lingering Doubts

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