When you're the only single person in the group or you're waiting to get engaged while all your friends are having babies, even the best of us can find ourselves playing the comparison game. We’re chatting with Drew about how he's been down this road before and learned to trust the timing of his own path. We discuss how to approach conversations about your status (especially over the holidays), the importance of celebrating your personal wins even if they aren't the "life milestones", and why it's important to water your own grass when you feel like the grass may be greener on the other side.

We loved Drew so much and think he's quite dateable! Follow him @cubbybluedrew or drop him a line.

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Cover art Photography Credit: Larry Wong #lwongphoto

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