
This week’s dilemma:
“My success doesn’t feel like mine”
In this minisode, we hear from Zayd, a high-flying brand strategist who’s paid off his parents’ mortgage, made director at a global agency, and married a doctor but still feels like he’s let his family down.
Raised in a British Pakistani household with traditional expectations, Zayd followed a less conventional path. And while it’s brought success, joy, and stability, it’s also come with a quiet shame he can’t quite shake.
We talk about what happens when your life looks great on paper but still doesn’t feel like enough, how cultural pride and personal fulfilment can clash, and why redefining success on your own terms can be harder than it sounds.
If you’ve ever felt like you were living someone else’s dream - or disappointing someone by chasing your own - this one’s for you.
Got a work dilemma?
We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.
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