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. Follow us @dateablepodcast. Check out our website for more content, virtual live show dates, and merch. Join the Sounding Board at https://www.dateablepodcast.com/soundingboard Thank you to our partners for this episode: Higher Dose: Save 15% on the higherdose infrared sauna blanket with the code DATEABLE at checkout or use the link higherdose.com/dateable Cover art Photography Credit: Larry Wong #lwongphoto Dateable is part of the Frolic Podcast Network. You can find more outstanding podcasts to subscribe to at frolic.media/podcasts WE WROTE A BOOK! HOW TO BE DATEABLE is available for pre-order now: https://howtobedateable.com/ Meeting People IRL Kickstarter - CLOSES August 31st and get $10 OFF now through then! Support this podcast at — https://redcircle.com/dateable-podcast/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy