HeyJaredHeartbreak Is Hard
Stories, reflections and personal insights about relationships, middle-aged dating and the wild ride of life after divorce.
- Indexed issues, last 90 days
- 7
- Latest publication
- Sep 30, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 24, 2026
Latest issues
It Took Me 5 Years To Re-Learn The Difference Between Fear And Intuition. Here’s The 5-Minute Version. (opens the original)
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<img alt="" class="sizing-normal" height="816" src="https://substackcdn.com/image/fetch/$s_!84ox!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F84adc88a-9235-4a73-a917-ba37b9fb99d9_2912x1632.pn
We Broke Dating. Here's How We Fix It. (opens the original)
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<img alt="" class="sizing-normal" height="728" src="https://substackcdn.com/image/fetch/$s_!2UvR!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F05342740-f80c-4cdb-a22e-8cb5320cfa3b_2912x1456.pn
Why Not Dating To Marry Is The Flex You Think It Is. (opens the original)
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<img alt="" class="sizing-normal" height="728" src="https://substackcdn.com/image/fetch/$s_!t_fA!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F1ce5efce-b616-485d-84f4-5a837f02850c_2400x
My Relationship Anxiety Was Quietly Draining Me. Then These 3 Things Changed Everything. (opens the original)
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<img alt="" class="sizing-normal" height="764" src="https://substackcdn.com/image/fetch/$s_!Rl79!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0bd50250-57fe-4057-9443-c7682b4d4b3c_2400x1260.pn
I blew up my dream life at 40 then created something better than the dream ever was. Here's how. (opens the original)
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<img alt="" class="sizing-normal" height="630" src="https://substackcdn.com/image/fetch/$s_!taTQ!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2Fd993eb88-fd82-49ff-8620-d6a11d51a9ee_1200x630.png"
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