
Looking at Tammy Hembrow's dating history, it's easy to sit back and judge. Another failed engagement. Another public breakup. Another woman who "should have known better."
But here's the uncomfortable truth: some of us are just bad at picking men.
I can look back at my own dating history and rattle off the list of red flags I've ignored and signs of incompatibility I've looked past because I was in love or excited about what could be. One of my friends recently told me that she doesn't know why she "only dates losers". Another had a bad run of picking "emotionally unavailable but good-looking" guys.
Sometimes we pick losers. Sometimes we ignore red flags because we're in love. Sometimes we think this is our forever person only to end up completely blindsided. And sometimes, despite doing everything "right" — looking for green flags, communicating openly, taking things slow — it still doesn't work out.
This was the case for Sasha*.
First, listen to the real reason you keep dating the wrong people on But Are You Happy? Post continues below.
Sasha* thought she'd found her person. A Melbourne doctor who met Jarred*, a finance worker, on a dating app in 2020, their relationship ticked all the boxes from the start.
"I thought we worked well together. I thought we were good with our communication," she told Mamamia.
Jarred was supportive of her demanding career, taking on household responsibilities. Friends and family adored him. When they got engaged in November 2023, it felt natural.