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The Unsteady Ascent

Ryan Hennessey, Tracy Friedlander, Bobby Umar
Tens of paid subscribers

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
Issues38Founded2 years agoLast Issue6 days ago
Active

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Latest Issues

You Don't Have to Hate Your Life to Leave It

It breaks my fucking heart how long some people are willing to endure their life before they give themselves permission to change it.

How many people do you know who hate their jobs? Despise their partners? Or fantasize about doing or bein...

6 days ago
32
26

From Teacher to 9,000 Readers: Building an Audience Around Your Second Act

Thank you , , and many others for tuning into my live video with ! Join me for my next live video in the app.

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13 days ago
19
2

Make That Shit GOLDEN

The older I get, the more I crave a certain kind of exhaustion.
Not the soul-sucking kind.
The kind that leaves my hands aching, my body worn down,
and my soul fucking alive.

When I was a teacher, I exhausted my colleagues because I...

22 days ago
40
19

Getting High on Becoming

We all have moments that define us. Moments seared into our memories as inflection points beyond which our lives were never the same.

There is a particular flavor of grief that accompanies these moments—the death of a dream, the loss of id...

a month ago
45
25

Thank You. Fuck You. (A Year Later)

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...

a month ago
64
22

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Authors

The writers behind this newsletter.

  • Ryan Hennessey

    Recovering people-pleaser and gold-star chaser. Learning out loud as I explore what happens when we stop trying to prove we're enough and start building lives that actually feel like ours.

  • Tracy Friedlander

    Create income from your expertise that builds the lifestyle you dream of in your second act. From zero to bestseller in 9 months. I'll show you how ✨

  • 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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