The Unsteady Ascent

The Unsteady Ascent

About the Substack

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.

Free Subscription Benefits

• Subscribe for honest, heart-led writing on the wildly difficult, but worthwhile work of leaving behind the life that doesn't fit—and building one that does.

Paid Subcription Benefits

• Monthly Mastermind Call—Small group collective, working through thresholds and building lives that actually fit, together.
• Stop Performing. Start Writing Shit That Matters—my no-bullshit Substack growth guide, yours free when you become a paid member.
• Coming soon: Small group book club—digging into topics that actually matter, together.

Paid Subscription Plans

• $120 a year
• $12 a month

About 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.