Upcoming Substack Live with Taylin Simmonds

Tuesday 5pm NSW

Next Tuesday at 5 pm NSW

If you’re like me, you probably had to Google what the NSW time zone even is.

It’s Sydney, Australia. That’s where the host lives. Geography lesson complete ✅

Anyway…I’m going live with Taylin Simmonds
He scaled his ghostwriting business to $500k.
Then his coaching business to $250k.

Meanwhile, I took a very different route:

I walked away from my $110k IT freelancing business to build a copywriting business from scratch.

Right now I’m at $2.5–5k/month (fingers crossed, I’m closing a 2.5k contract this week)

Not quite what I was making before, but it’s growing. Slower than I expected, sure… but at least the direction is finally right.

And honestly? I’d rather build something real than feel trapped in another contract again.

So here’s what we’re diving into:

• Behind-the-scenes of scaling

  Freelancer vs agency owner. Different paths. What actually changes at each level.

• Mindset shifts while leveling up

  Fear, imposter waves, quitting jobs, and the emotional rollercoaster of growth.

• Risk and security tradeoffs

  When to bet on yourself, how to think about “safety,” and what moving up a tier really feels like.

• Personality-based writing & content style

  How to be useful without sounding like a Wikipedia page. How Taylin uses off-the-cuff looms. How to not be a generic robot.

• Substack dynamics

  What’s working, what’s boring, and why people crave usefulness + personality more than ever.

• Audience Q&A guidance

  How to ask questions that aren’t “how do I get clients?” for the 482nd time.

I know

The timing of the call is horrible.
6am GMT
12am CST

Impossible

But the call will be recorded and you’ll get the replay in your email.

I hope to see you there!

David