Reletter
Artwork for The 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.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues33Founded2 years agoLast Issue6 days ago
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iamryanhennessey.substack.com
Artwork for The Unsteady Ascent

Latest Issues

Microdosing Friction

Came across this photo the other day. Taken twenty years ago in Alaska, when we used to hike to the creek for water, heat it on the stove, and hang the can from the ceiling to shower. Twenty years later, I’m back to hauling water.

We try...

6 days ago
33
4

Stubborn with the Dream, Flexible with the Plan

So a funny thing happened. I wrote this post a week ago, feeling awesome about actually working ahead for once… and then the next right thing changed. Quite drastically. So here I am, up late the night before my self-imposed deadline, rewri...

13 days ago
32
18

Designing Your Life - 2 Experts Share

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 app

Available for iOS and Android

Get the app

15 days ago
5

Living in a Van Down by the River

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 s...

20 days ago
51
45

You Actually Can’t Fuck It Up

Hello all you freakin’ wonderful humans.

I haven’t been very present on Substack lately. Life has been an absolute whirlwind. And for whatever reason, when I run out of bandwidth, I tend to overthink posting altogether.

I think I have thi...

3 months ago
112
56

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Authors

The writers behind this newsletter.

  • Ryan Hennessey

    We need more well-intentioned rule breakers. I write for people ready to ditch autopilot—leaving jobs, relationships, lives that don’t fit. Former teacher, father, recovering people-pleaser.

  • Kristina God, MBA

    Helping you start, grow, monetize your writing + email list. Journalist turned marketing pro + part-time Substack Top 15 International Bestseller with 2 kids. Went from 0 to 19,000 subscribers. \ud83d\udca5 Courses: https://learn.onlinewritingclub.com/

  • Author Jennifer Blanchard \ud83d\udcda

    Bestselling self-published author going all in on my dream of being a romance novelist whose books get turned into movies + sharing my journey so you can go all in on your dreams too ❤️

  • Bobby Umar

    I turn stories into strategy and vulnerability into a leadership superpower. Helping SMB Owners speak with power, presence, and purpose. Keynote Speaker | TEDx Coach | Linkedin 75K | Twitter 465k | Instagram: 43k Followers

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