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


This is gonna be fun. Stoked to chat man.
Thank you brother