Taking the Leap

Why Off the Ladder Exists -- and What Comes Next

Almost a year ago, I said something to my life coach that changed everything:

I don’t really care where I’m working or the title or chasing lots of promotions. I just want to do cool shit. Work on cool projects that are interesting. Learn and try cool things.

It hit harder than I expected. Because it was true — not just for me, but for a lot of us.

We’ve been told to follow the path. Climb the ladder. Check the boxes. Play the game.

And for a while, maybe it even worked. Promotions came. The resume grew. The LinkedIn title looked impressive. But inside? A quiet, creeping question started to form:

Is this really it?

What I’m Building

Off the Ladder is a new platform and weekly newsletter for ambitious people who are starting to feel that the traditional definitions of career success are no longer enough.

It’s for the ones who’ve done everything “right” and still feel stuck, burnt out, or disconnected. It’s for those that see themselves as more than a cog in the corporate machine, those that are plotting their escape from the daily 9-to-5 grind, and those high-performers with a nagging sense that there’s something more.

I’m not here to tell you to quit your job or start your own business (though hey, maybe you will). I’m here to help you start asking better questions.

  • What does success actually mean to you?

  • What kind of work makes you feel alive?

  • How do you build a career that aligns with your values, not just your resume?

What to Expect

Each week, you’ll get:

🌀 Short essays that challenge the way you think about work and meaning
✍️ Reflection tools to help you rethink and rewrite your own definition of success
📣 Stories and interviews with people carving their own paths
💥 A little rebellion (and a lot of encouragement) to shake things up

Why This Matters

The system wasn’t built with your fulfillment in mind.
So if it’s not working for you, just remember:

You’re not broken. The system is.

But you don’t have to blow up your life to start shifting your direction.
You just have to take the leap.

And you already did — just by landing here!

👇 Start Here

We’ve put together a free tool to help you get started:
The Redefine Success Worksheet.

It’s a short, punchy resource to help you reflect on where you are now, what’s working (and what’s not), and where you actually want to go.
No fluff. Just clarity.

👉 Download it now and take the first step.

See you off the ladder.

Sean Sirianni
Founder, Off the Ladder