HeyJaredThe Unsteady Ascent
An untethered educator teaching about shit that actually matters. Writing for people ready to stop escaping their life and start building one that's actually theirs. Still figuring my shit out and learning out loud as I go.
- Indexed issues, last 90 days
- 5
- Latest publication
- Sep 27, 2026
- Audience
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- Earliest in this view
- Sep 6, 2026
Latest issues
Thank You. Fuck You. (A Year Later) (opens the original)
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A year ago, I wrote the most-read thing I’ve ever put on the internet. This week, I needed it again.A few days ago, I listened on the phone while a close friend told me he and his wife are ending a nearly 30-year relationship. It stirred up a lot in me and brought me right back to my own journey of being dragged through that fire. But I also left that conversation feeling inspired and hopeful.This past year has been full of people burning shit to the ground and reinventing. People walking away f
Microdosing Friction (opens the original)
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<img alt="" class="sizing-normal" height="461" src="https://substackcdn.com/image/fetch/$s_!KMFv!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F0ecadc0e-b89d-4f32-94dc-5fcd5c3633a0_640x461.jpeg"
Stubborn with the Dream, Flexible with the Plan (opens the original)
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<img alt="" class="sizing-normal" height="533" src="https://substackcdn.com/image/fetch/$s_!gnz_!,w_1456,c_limit,f_auto,q_auto:good,fl_progressive:steep/https%3A%2F%2Fsubstack-post-media.s3.amazonaws.com%2Fpublic%2Fimages%2F27d27f9e-7413-482e-a4d9-934f3c2f325c_400x533.jpeg"
Designing Your Life - 2 Experts Share (opens the original)
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Thank you to everyone who tuned into my live video! Join me for my next live video in the app.Get more from Ryan Hennessey in the Substack appAvailable for iOS and Android
Living in a Van Down by the River (opens the original)
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Hello you freakin’ wonderful humans,I’m writing this from inside a 20’ travel trailer, parked on a piece of land we bought sight unseen from the other side of the country.And if none of that makes sense to you—well, I’ve been a little shit at posting lately, so let me back up.Eighteen months ago I walked away from the profession that grew me to the clouds—right up until it didn’t. When my daughter was born, it became readily apparent that I could be an excellent educator OR an excellent father.
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