Red flag or self sabotage?

Red flag or self sabotage?

From Lost-ish by Rose Chachko & Emmanuella Kathreptakis

November 16, 2025 · 21 min

About this episode

The episode explores the balance between recognizing red flags in relationships and the tendency for self-sabotage, encouraging listeners to appreciate positive signs instead.

In this episode Red Flag or Self-Sabotage? , we unpack our generation’s obsession with hunting for “red flags” and cutting people off at the slightest inconvenience all in the name of “protecting our peace.” But is it actually boundary-setting, or just fear dressed up as self-care? We explore how hyper-independence, avoidance, and past hurt can make us sabotage connections before they start. Most importantly, we talk about shifting our focus from constant red-flag scanning to appreciating the “greens”: the good signs, healthy behaviours, and genuinely kind moments we often overlook. This ep is all about giving grace to others and therefore ourselves x We hope you love it :)

People in this episode

Hosts: Rose Chachko, Emmanuella Kathreptakis

Topics covered

  • red flags
  • self-sabotage
  • boundary-setting
  • hyper-independence
  • self-care
  • relationships

Keywords

  • red flags
  • self-sabotage
  • relationships
  • boundary-setting
  • self-care
  • hyper-independence
  • mental health

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