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October 7, 2025 60 mins

#313: If you’ve ever felt like you’re not measuring up to where you “should” be—whether that’s finding partnership by a certain age, building lasting friendships as an adult, or navigating the expectations society throws at you—this episode is for you.

Today, I’m sitting down with the always insightful Shan Boodram to talk about the real journey of connecting—from romance, to friendship and everywhere in between. Shan doesn’t shy away from the messy, inconvenient parts of connection—whether it’s dating in a world that prizes efficiency, how algorithms influence our decisions and attachment styles, or the challenges of learning how to nurture deep friendships later in life.

We dive into why your age or relationship timeline doesn’t define your worth, how to find and nurture love that truly sees you, and why inconvenience might be the secret ingredient to building bonds that last. Shan shares her wisdom on how to show up authentically in both romantic and platonic relationships, break away from rigid dating rules, and live a big, joy-filled life at any stage.

If you’ve ever questioned whether it’s too late for new love or genuine friendships—or if you’re simply craving more meaningful connection—hit play on this episode.

We talk about:

  • How online algorithms are impacting our attachment styles and preferences
  • Navigating dating and romance without falling into the efficiency trap
  • The truth about cultivating friendships as an adult
  • The power of showing up, even when it’s inconvenient
  • Letting go of dating rules and loving by your own standards


Links & Resources:


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Please note that this episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct or indirect financial interest in products or services referred to in this episode.


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