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There’s a point in building a digital product business that no one really prepares you for, Reader.
You’re no longer guessing.
You know your audience.
You’ve made sales.
You’ve built offers that work.
And yet, you catch yourself thinking:
Why does deciding what to do next feel harder than it used to?
Not because things are broken.
But because there are more reasonable options now.
None of them are obviously wrong.
But not all of them deserve your time.
That question, what actually deserves focus, has been on my mind lately.
And it’s shaped everything I’m sharing with you this week.
🎧 THIS WEEK’S PODCASTS: TWO CONVERSATIONS ABOUT DECISIONS
These two episodes are meant to be listened to together.
They explore a stage of business growth that doesn’t get talked about enough:
When things are working… but deciding what deserves your focus becomes the real challenge.
Not because you’re doing something wrong.
But because the decisions now carry more consequences.
In this episode, I explain the real reason behind the $1M HobbyScool Experiment and it’s not about fixing something broken.
HobbyScool was working.
What I realized was missing wasn’t more strategies or polished case studies —
It was visibility into how decisions are actually made before the outcome is known.
I share:
- Why I stopped focusing on polished success stories
- What decisions really look like when multiple paths seem reasonable
- The trade-offs and uncertainty behind a 17,958-attendee creative even
- Why documenting thinking patterns matters more than documenting wins
🎧 Listen to Episode 256 → Website, Apple Podcasts, Spotify, Youtube
Episode #257 picks up where the last one left off.
If you’ve ever felt stuck not because you lack ideas, but because you don’t know which option deserves full commitment, this conversation is for you.
We talk about:
- why advice loses usefulness once your business is already working
- how judgment is built by seeing what almost happened
- why context matters more than copying someone else’s playbook
- the questions that actually sharpen strategic thinking
If you’ve ever thought “I’ve done the work… so why doesn’t this feel easier?,” this conversation will likely feel familiar.
📥 FREE REPORT
The Decisions Behind a 17,958-Attendee Creative Event
This isn’t a highlight reel.
It’s a decision breakdown — shared with the context and trade-offs intact.
As I was reflecting on this idea of clarity, I realized something important:
Most creators don’t need more strategies.
They need to see how real decisions actually play out.
So I put together a free report that walks through one specific moment inside my business — a large creative event with:
- 17,958 attendees
- $39,000 in revenue
- $22,000 in profit
This is not a highlight reel.
It’s a decision breakdown.
Inside the report, I share:
- the key choices that turned free registrations into paid sales
- the collaboration decisions that drove attendance without a large team
- where profit showed up, where it leaked, and what I’d decide differently next time
- why I chose certain platforms and systems — and what I ruled out
- the tradeoffs behind using ads to fund list growth instead of organic-only traffic
This report captures one moment in time.
The reason I’m sharing it is simple:
Seeing decisions in context is often more useful than advice in theory.
🔖 BOOKMARK-WORTHY
Most business owners don’t feel stuck because they lack effort or knowledge.
They feel stuck because their systems quietly reward staying busy instead of moving forward.
Emails get sent.
Clients are served.
Content is created.
And yet the week ends feeling like nothing quite moved.
The instinct is almost always personal:
“I need to focus more.”
“I need to be more consistent.”
“I need to execute better.”
But most of the time, the problem isn’t effort.
It’s structure.
I wrote more about this, and why clarity alone often makes this stage more frustrating, not less, here:
👉 Why Smart Digital Product Creators Feel Busy but Stuck
✨ BEHIND THE SCENES
The $1M HobbyScool Experiment
Some of you know that alongside my work with Creator’s MBA, I’m also documenting the real-time build of HobbyScool through something I call the $1M HobbyScool Experiment.
It’s not a course.
It’s not a blueprint.
It’s where I share:
- real-time decision breakdowns (shared while the outcome is still unknown)
- systems I’m building or simplifying
- what I’m pausing, eliminating, or doubling down on
- the tradeoffs that come with scaling a creative business
The goal isn’t to tell anyone what to do — it’s to show how decisions stack up over time.
If you learn best by observing how real choices are made while a business is still in motion, you can learn more here:
(And if now isn’t the right time, the free report above is a great place to start.)
Talk Soon,
Destini
P.S. I shared the real story behind HobbyScool in this interview with Krista Miller on the Summit Host Hangout podcast. Not the polished version, but the strategic one. If you want to build something you could actually sell one day, start here.
