The Digital Contrarian™

Ryan Levesque

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The Digital Contrarian™

Ryan Levesque

Issue #048

| The Digital Contrarian™

Truth. Hell. & The “Lie” They Believe.

A 12-Part Framework For Owning Your Category...

Ryan Levesque

12 min read

-

Thursday this week was one of my favorite days of the entire year here on the farm:
 
The day the cows go back out on pasture.
 
After a long, cold winter spent living on winter hay…
 
The spring green grasses have finally grown tall enough to let the herd back out on pasture.
 
The girls love this day – bucking and bellowing in delight.
 
(And I get to step into my role of grazier – managing our intensive, rotational grazing system – which is one of my favorite jobs on the farm…)
In the foreground, Violet (our 10-year old curly-haired matriarch), along with Lilia (our temperamental redhead) and Kamarita (our pregnant “food-motivated” buller) posing for the camera :-)
* * *
While Tylene has taken lead on getting our seed starts going in the greenhouse this year…
Here inside the seed start greenhouse, our Hungarian wax peppers and jalapeños are sprouting in the foreground, and our moonbeam, supernova, and heirloom Moskvich tomatoes are close to outgrowing their pots in the distance.
…I’ve taken lead on fencing, which has served as a nice corporeal break from the cerebral work of the week:
 
Finishing my “book blueprint” for The Return to Real – my forthcoming book, slated for release later this year.
* * *
So, what I thought I’d do in this issue of The Digital Contrarian is share something that has been *supremely* helpful for me (and potentially for you) in this book-writing process, which is…
 
A 12-Part Framework I’ve been using to map out this massive project.
 
Now… The reason why I think this might be a useful (albeit somewhat contrarian) strategic framework for you, is because this isn’t *just* a framework you can use for writing a book.
 
It’s a framework that you can use to map out practically any new big idea worth building – whether it’s a new book, a new product, a new brand, or potentially even refining your entire business…
 
Now in full disclosure, this framework is something I’ve been working through with the help of Charlie Hoehn (whom I’ve written about in Issue #021, Issue #031, and last week in Issue #047…)
 
And as I mentioned last week, Charlie and I just finished leading a 2-hour private workshop together for members of my Strategic Advisory Group Mastermind last week – which received an NPS score of 9.905, our high-water mark of the year (so far).
(BTW – if you’d like to get onto the waitlist to apply to become part of my mastermind, you can add your name here. I’ll be opening up a handful of new spots – by application – in the coming weeks…)
* * *
Okay! With all that being said, let’s get into the 12-Part Framework (including how I’m applying it in my upcoming book, so you can see an example of this process in action for inspiration – and at the same time, get little “sneak peek” glimpse into what’s coming in the book …)
This 12-part framework all begins with…

1 | Your Big Idea.

What is it?
The core question or insight your entire project is built around.
 
Why this matters?
Your Big Idea is naturally at the center of everything you do. It frames the tension, sets the stakes, and articulates the problem you personally are uniquely qualified to explore and solve. If people remember one thing from your messaging – you want it to be this.
 
[The Return to Real “Big Idea” Example]

The Return to Real is a post-AI manifesto for entrepreneurs and creators that explores the question:

“Can you build a business and a life that’s both financially successful and deeply fulfilling by rejecting the digital race to the bottom? Or are those goals fundamentally at odds?”

This book offers a contrarian “third path”: a pragmatic, prescriptive framework for creating both meaning and wealth in the age of AI – and artificial everything.

 
Make sense?
 
Next up in this framework is…

2 | Your Category.

What is it?
The arena your idea competes in – and the lens through which customers evaluate it.
 
Why this matters?
Category is positioning. It determines how your work is judged, which conversations it enters, and which audience(s) it resonates with. Choosing the right category is important because you’re essentially deciding what game you’re going to play and who is going to be your competition.
 
[The Return to Real “Category” Example]
Wealth (Philosophical/Strategic)
 
For entrepreneurs and professionals seeking meaningful, profitable work in an AI-saturated, dehumanized world.
 
Now, it’s important that your Big Idea and Your Category is connected to…

3 | Your Big Goal.

What is it?
Essentially, this is the strategic outcome you’re aiming to achieve with your project.
 
Why this matters?
Your Big Goal brings direction and intentionality to your work. It ensures your work ladders up to a bigger purpose – whether that’s repositioning your brand, building a targeted audience, hitting a specific revenue goal, or having some sort of measurable cultural impact. This is how you know whether your project was a success as you define it – when it’s all said and done.
 
[The Return to Real “Big Goal” Example]

1: Establish Ryan as category leader of the ‘post-AI authenticity”

2: Attract high-client advisory clients and fund a lean, impactful business.

 
This in turn takes us to…

4 | Your Champagne Moment.

What is it?
This is an irrational, memorable outcome that would make it all feel worth it to you personally.
 
Why this matters?
This one isn’t about ROI or metrics. Your Champagne Moment helps you identify a cool experience that you’d love to see happen as a result of your work – and reveals the kind of attention or influence you actually want. It could be something like an invitation to speak on a TEDx stage or a personal note from a living idol of yours becoming a customer and expressing their appreciation for your work.
 
[The Return to Real “Champagne Moment” Example]

A major feature in The Atlantic or The New York Times framing Ryan as a defining voice on meaning and strategy in the post-AI era.

 
This in turn brings us to…

5 | Your Bullseye Reader.

What is it?
The single person you’re writing or building this for.
 
Why this matters?
As we discussed in [Issue #047] The 100, The 100,000 or “The One” – when you write to one, you reach many. Defining a Bullseye Reader helps you move from vague generalities to real emotional precision – and create content that resonates at a deep, personal level.
 
[The Return to Real “Bullseye Reader” Example]

A successful digital entrepreneur who’s achieved a degree of success and scale but feels trapped in a machine they no longer love and is now quietly burning out.

They’ve made money… but they’re asking: “Is this it?”

They’re craving depth over scale, real over reach, and they’re wrestling with how to evolve without blowing everything up.

They’re not looking to quit – but they want a more grounded, human way to lead and live.

 
This in turn takes us to…

6 | Their Hell.

What is it?
The pain your reader is currently stuck in – and likely doesn’t yet have language for.
 
Why this matters?
Great marketing mirrors unspoken pain. When you can describe someone’s “hell” better than they can, it earns instant credibility and opens the door to your solution (This is ASK Method 101…)
 
[The Return to Real “Their Hell” Example]

Trapped in a business they no longer love – making money but having to grind and feeling dead inside.

They built the thing. They “won” the game.

But now they feel like a prisoner of their own machine – drowning in noise, automation, and a business that no longer feels like theirs.

Underneath that?

  • Disconnection from what matters
  • A creeping sense that they’ve lost themselves
  • A quiet terror that this is as good as it gets
 
Once you have clarity here, this then brings us to…

7 | The Lie They Believe.

What is it?
The mistaken belief your audience holds that’s keeping them stuck.
 
Why this matters?
Your job is to break false assumptions. The Lie sets up the tension that your Truth – and your framework – will resolve. It’s the internal script you’re helping your audience rewrite.
 
[The Return to Real “The Lie They Believe” Example]

“The more efficient, outsourced, and convenient my life becomes, the better it will feel.”

They’ve been sold a vision of total ease:

Automate, outsource, scale – repeat.

This is the hidden operating system behind so many digital lives.

But instead of fulfillment, they somehow feel empty inside.

 
This in turn takes us to…

8 | Your Truth.

What is it?
The contrarian insight or core belief your work is built on.
 
Why this matters?
Your Truth is the reframe that shifts everything. It’s what makes your message not just interesting – but sticky. This becomes the “aha” readers quote back to you.
 
[The Return to Real “Truth” Example]

The more we automate, outsource, and optimize, the more we risk losing the very things that make life worth living.

You can’t “AI your way” to fulfillment.

What feels real, alive, and human often requires friction, effort, and presence. (And we’ve been trained to eliminate all three.)

The truth is this:

The best things in life don’t scale.
The struggle is the solution.
And meaning is inherently inefficient.

But your choices aren’t “Go Amish” vs. “Become AI.”

Instead there is a third path – one that embraces tech, but doesn’t get consumed by it.

 
Once you’ve articulated Your Truth, this naturally leads to…

9 | Your Signature System.

What is it?
The proprietary structure, method, or framework your project delivers.
 
Why this matters?
Ideas scale through systems. A Signature System gives form to your message, makes it teachable, and creates assets you can license, coach, or build products around.
 
[The Return to Real “Signature System” Example]

The Return to Real Framework – a three-part structure:

1: The Problem: Efficiency has traded away meaning. There is a confluence of forces which has created a unique historical and cultural moment in time.

2: The Principles: 10 Contrarian RTR Truths (e.g. “The Best Things in Life Don’t Scale,” “The Struggle is the Solution”, etc.)

3: The Practice: Applying RTR across multiple life roles: As an entrepreneur, parent, investor, & creator – to create both meaning and wealth in your life in the age of AI.

 
This in turn takes us to…

10 | Your Category of One.

What is it?
Your unique angle – how you differentiate from others tackling similar topics.
 
Why this matters?
You don’t want to be slightly better – you want to be unmistakably different. (As my friend Sally Hogshead likes to say, “Different is better than better, but only is best.”) Defining your Category of One forces you to name what only you can offer, and why now.
 
[The Return to Real “Category of One” Example]

The Return to Real is a unique, contrarian strategic worldview with immediate, practical utility. It:

  • Advocates for a third path – not rejecting tech, not worshipping scale – but a “rebalancing” based on physiological truths and artisanal wisdom.
  • Synthesizes AI, analog, and existential insight into a structured set of 10 actionable principles that span life, work, leadership, and culture.
  • Speaks directly to successful but “soul-weary” entrepreneurs who need a new way forward, presenting our current predicament within historical context.
  • Creates a prescriptive lens – not just philosophical critique -that helps readers take the road less traveled and make different life decisions, not just feel seen.
  • Bridges cultural critique with commercial viability, making it both philosophical and pragmatic.
  • Treats analog not as nostalgia, but as modern strategy for post-AI human differentiation.
 
Tracking with me so far?
 
Okay, great! Home stretch time.
 
Next we have…

11 | Why They Recommend It.

What is it?
The shorthand people will use to describe and share your project.
 
Why this matters?
Word-of-mouth is how big ideas spread. If you want to be recommended, you need to make it easy for people to recommend you. This is essentially your “viral packaging”.
 
[The Return to Real “Why They Recommend It” Example]

“It’s like a philosophy book, a business book, and a wake-up call all in one.”

 
Starting to come together??
 
Last but not least we have…

12 | Monetization Path + ROI Scenarios

What is it?
The strategic business model behind the project – and its financial upside.
 
Why this matters?
Even the most meaningful message needs a path to sustainability. This section connects your passion to your profit – so your idea has a chance to thrive long-term.
 
[The Return to Real “Monetization Path” Example]

Primary Offer:
Bespoke advisory for entrepreneurs and leaders – $50K-100K+

Secondary Tier:
Group mastermind or cohort – $10K–$25K+

Wildcard Tier:
Select institutional advisory (e.g., Meta-level) – up to 7 figures.

ROI Target:
$3M+ in 24 months
Path: Authority → Advisory → Alignment

Closing Thoughts: From Framework to Field Test.

Whew! We made it :-)
 
Now, I’m curious….
 
Reading through this framework…
 
What ideas is this sparking for you and your work?
 
Whether you’re writing a book, reimagining your business, or just trying to articulate the next version of who you are and what you stand for…
 
I hope this 12-part framework is starting to give you a clearer lens.
 
And I’d love to hear from you on two questions:
 
#1: What was your biggest “aha” moment from this framework?
#2: And based on today’s early glimpse into the book, what are you most looking forward to reading more about in The Return to Real?
 
You can SHOOT ME AN EMAIL – right there from your phone or computer and let me know
 
I read each and every reply – and I’d love to hear from you :-)
* * *
Okay, I’ll leave you with that for today…
 
Have a great rest of your week…
 
And do remember to hug the ones you love.
 
Until next week,
 
Ryan :-)

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The Great Sea Change

The Great Sea Change diagram from Return to Real