We Stopped Iterating. We Made a Leap

Picture of Ryan Cassin

Ryan Cassin

After a year of building, fixing, and tweaking, we finallyadmitted: yet another incremental improvement wasn’t goingto get us there.
We needed a reset.

The original product wasn’t broken – it was wrong.

The Story

Early on, we kept thinking we were close.

If we just refined the pitch… If we just onboarded better… If we just tightened the process…

But “just” was doing a lot of heavy lifting.

We were still trying to build around an idea that wasn’t resonating deeply enough. The red flags were plenty – churn, overworked assistants, weird edge-case requests – but we chalked it up to early-stage friction.

Until one day, we stopped.

We got painfully honest with ourselves about what wasn’t working:

  • Clients didn’t want “recipes.” They wanted more freedom and growth.
  • Our assistants were burning out being project managers for endless random tasks.
  • We were selling complexity, but people buy clarity and confidence.

So we made the call: kill the old offer. Start fresh.

We stripped the model down to its core: one entrepreneur, one dedicated executive assistant, fully embedded in the client’s world – with coaching, curriculum, and community baked in.

No half-steps. No hybrid offers. Just a clear, focused, premium solution.

That decision changed everything.

The Insight

Sometimes, the final step in achieving product-market fit is walking away.

We were solving too many problems for too many people in too many ways.

When we focused, we gained energy. Clients got clearer results. Assistants were happier. We could market what we actually delivered. We got referrals! (A true “woohoo!” turning point moment for us.)

It felt obvious in hindsight. It always does.

But getting there required one uncomfortable, terrifying step: letting go of the idea we’d spent so much time and money trying to make work.

The No-BS Takeaway

Product-market fit doesn’t care how much work you’ve put in. It shows up when you stop clinging to what you built – and start listening to what the market actually wants.

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