HeyJaredDating Later
Dating after 50? After divorce? After a decade away? You’re in the right place: coaching, connection, and the psychology of modern dating.
- Indexed issues, last 90 days
- 10
- Latest publication
- Sep 18, 2026
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- Earliest in this view
- Jul 22, 2026
Latest issues
Substack Live: coaching with Carla & Deek (opens the original)
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I said to a friend recently, “No man could ever move into my house. It’s too small.”She looked at me like I had lost my mind.I mean, my house isn’t small-small. It’s 2,200 square feet. The layout is just weird, and I love living here exactly as it is.Which got me thinking: If I meet someone who loves his home as much as I love mine, why does society assume either of us has to move?There’s a name for one version of this: Living Apart Together
Substack live: coaching with Carla & Deek (opens the original)
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Here’s the fantasy.You meet for coffee.Coffee turns into a walk.The walk turns into dinner.Ten hours later, you’ve just had the best first date of your life and you cant believe it or WAIT to tell your friends.That is never happening to me.I’m a slow burn. Or at least, that’s what I’ve always called myself.By slow burn, I mean I rarely know right away. I can think you’re attractive, smart, funny and really interesting. I can absolutely have some interest in seeing you naked. But I’m pro
So, What Exactly Are We Doing Here? (opens the original)
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We Have Entered Cuffing Season (opens the original)
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Substack Live: coaching with Carla & Deek (opens the original)
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Last week, after my dad died unexpectedly, my sisters and I went home to be with my mom. Gallows humor has always been part of who we are as a family, and after a long stretch of paperwork, decisions, and conversations none of us wanted to be having, we needed a break from the heaviness.So I pulled out my phone and opened Bumble.Years ago, when I was newly separated, a friend and I would occasionally push Bumble’s age range up to 80+. Ostensibly, we were doing it for the entertainment value of s
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