How to build tiny digital assets that fund your biggest experiences without the soul-crushing hustle.

What is the one thing you’ve been telling yourself you “can’t afford” right now?
Maybe it’s front-row seats to see your favorite band (that’s mine), a week-long retreat at a hidden spa, or a vacation that doesn’t involve a budgeting spreadsheet.
For most of us, these dreams stay buried under real-life responsibilities like mortgages and credit card bills. We’re told the only way to fund the fun stuff is to work more hours, climb the corporate ladder, or pray for a promotion.
But what if the answer isn’t a bigger paycheck from your boss, but something much simpler?
The Concert Fund Strategy
The problem isn’t that you don’t work hard enough. It’s that your income only has one-way flow:
Out.
Most of us are stuck in a cycle where every dollar we earn is already spoken for by a bill.
To break that cycle, you don’t need to build a corporate empire or a massive startup. You just need a few micro-assets like tiny digital products, a simple newsletter, and a platform like Medium that act as a dedicated experience fund.
This isn’t about quitting your day job. It’s about creating a secondary stream of income using simple digital side hustle that is strictly for your joy.
I call this The Concert Fund Strategy.
While the hustle culture gurus tell you to grind 60 hours a week to build the next big thing, I’m spending 5–10 hours a week building tiny digital assets to buy memories.
I spend my side money (“fun money”) on front-row seats, not status symbols. Whether your “front row” is a rock concert or a peaceful morning on a boat, the goal is the same…
Mastering a simple digital income so you can experience everything you want in this short life before you kick the bucket.
The myth of the big business
You don’t need to spend 16-hour days in a dark room grinding it out to reach an arbitrary $10,000-per-month. In fact, aiming that high often leads to the very burnout we’re trying to escape.
Even the greats, like Tim Denning, admit that the pursuit of a massive online business can lead to missing the moments that actually matter, like singing a song to your daughter in the next room.
Really think about this. Do you actually want a 50-person staff and a $1M tax bill? Or do you just want an extra $1,000 — $2,000 a month to fund your “Front Row” experience?
Before you start building, you have to decide which game you’re actually playing:

Most of us don’t need a corporate empire. We need Micro-Asset Income. This is money made from small, digital assets that run in the background while you’re cooking dinner, tackling Mt. Laundry, or (better yet) sitting front-row at the concert.
3 tiny assets to fund your freedom
If you want to stop the money flow problem and start building your fund, you need assets that are low-maintenance but high-reward.
Here is the exact digital side hustle stack I use to fund my experiences without a 60-hour grind…
- The Problem-Solver PDF: Take one thing you’re good at (organizing a pantry, technical writing, or even concert photography tips) and turn it into a 30-page guide. Sell it for $9. Just ten sales a month is your gas money for the next road trip. → Start here and here.
- The Content Engine (Medium/Substack): You don’t need a fancy website. You can build an audience on platforms like Medium or Substack by sharing what you’re learning. These platforms can pay you directly through partner programs or subscriptions. → Start here.
- The Curated Newsletter + Affiliate Marketing: You don’t have to be a world-class expert, you just have to be a world-class filter. Share a few interesting links about a topic you love. As your list grows, you can sprinkle in affiliate links for tools or products you already use. Those small commissions can quickly turn into a luxury hotel stay for the weekend. → Here’s how I do it.
Mastering the money flow (the mindset shift)
Building the asset is only half the battle. The real challenge (and my personal pain point) is keeping the money once it hits the bank.
If you treat your side hustle income like bonus cash, it will vanish into Target runs, Starbucks, and Amazon impulse buys. To build a serious fund, you have to stop seeing your earnings as pocket change and start seeing them as a contract with your future self.
Here is a 3-step system to stop the money leak:
Step 1: The “Church and State” Separation
Never let your “fun money” touch your household checking account. Open a separate account and name it something visceral like Front Row Seats or Luxurious Spa Retreat. If you don’t see it when you’re paying your electric bill, you won’t be tempted to borrow from it.
Step 2: The 24-Hour Cooling Period
Mastering the money flow means mastering the impulse. When a sale comes in, let it sit. I’ve learned that the high of making money is often what triggers the urge to spend it. Give yourself 24 hours to let the excitement settle before you decide where that money goes.
Step 3: Visualize the Opportunity Cost
When you’re about to blow $50 on something you don’t need, do the “concert” math. Is this random gadget worth more than being five feet away from your favorite band? When you weigh a temporary item against a lifelong memory, the right choice becomes obvious.
Final thoughts
We’re all given the same amount of time in life, but most of us trade it for a paycheck that only covers the must-haves.
The good news is you don’t need a massive business or big promotion to change your reality. You just need a better money flow and a simple digital side hustle that builds your Concert Fund Strategy.
So, what’s your “front row” experience you’re going to build your first tiny asset for?
Ready to start funding your own “Front Row” experience? Get a short list of links every weekday to help you build your simple digital side hustle. → intellectualists.com
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