The $5,000 Rule: What 1% of Indie Entrepreneurs Know That You Don’t
Section titled “The $5,000 Rule: What 1% of Indie Entrepreneurs Know That You Don’t”We put the bulk of our time here and call it progress. It feels productive. It looks productive. But it’s camouflage. But $5 tasks rarely move the needle. They’re founder theater. A way to look busy…
Section titled “We put the bulk of our time here and call it progress. It feels productive. It looks productive. But it’s camouflage. But $5 tasks rarely move the needle. They’re founder theater. A way to look busy…”Clipped on from https://medium.com/swlh/the-5-000-rule-what-1-of-indie-entrepreneurs-know-that-you-dont-59855b3e46fb
Divad Sanders, , https://medium.com/swlh/the-5-000-rule-what-1-of-indie-entrepreneurs-know-that-you-dont-59855b3e46fb
[!summary] Focus on the hard, high-impact activities to achieve $MART DEBT mission and massively transformative purpose.
I wasn’t lazy. I was scared.
That was the fact I had to contend with.
The internet showed me I wasn’t alone.
First-gen founders spend months buried in low-stakes tasks:
→ Web design
→ Choosing brand colors
→ Workshopping taglines
We put the bulk of our time here and call it progress. It feels productive. It looks productive. But it’s camouflage.
The truth hit me. I think you should know too.
At any given moment, you’re staring at three piles of work. $5 tasks, $500 tasks, and $5,000 tasks.
Which one you spend your time in determines whether you stay a hobbyist or become a real builder.
This is the math behind momentum.
The Addiction to $5 Work
Section titled “The Addiction to $5 Work”You’re probably hooked on $5 tasks. I know I was (and still am).
They’re clean, small, controllable.
- Redesigning a logo for the seventh time
- Tinkering with your color palette
- Writing a “vision manifesto” that no one asked for
- Speed-optimizing a website that has no traffic
- Making Canva graphics for posts that not even bots will see
$5 work feels good for the same reason fast food does.
It’s engineered for a quick dopamine hit: “I did something today!”
But $5 tasks rarely move the needle. They’re founder theater. A way to look busy while avoiding the scary stuff.
For first-generation founders, bootstrapping from zero, this is fatal.
You don’t have a board, investors, or a team to hide behind. You have 24 hours, a laptop, and WiFi.
Wasting them solely on the $5 pile is just inefficient.
$500 Work Keeps You Alive, But Not Free
Section titled “$500 Work Keeps You Alive, But Not Free”Somewhere above the cheap comfort of $5 work lies the $500 pile.
This is where you start to get traction.
- Tightening your messaging
- Writing thoughtful content
- Cleaning up UX flows
- Running regular group calls with early adopters
This work creates consistency. It builds systems, keeps you moving forward, and starts to create structure around your chaos.
But there’s a ceiling here:
$500 work maintains. It doesn’t transform.
It ensures you don’t collapse, but it rarely changes your trajectory. And that’s the trap.
Many founders get stuck here forever.
Polished enough to look legitimate, just consistent enough to keep the lights on. But never strong enough to make the leap.
$5,000 Work Hurts and That’s the Point
Section titled “$5,000 Work Hurts and That’s the Point”The $5,000 pile is where real builders live.
It’s uncomfortable, high stakes, and almost guaranteed to bruise your ego.
- Talking to users and hearing what they hate about your product
- Watching someone fumble through your landing page while you bite your tongue
- Sending cold DMs to strangers without the safety net of automation
- Pitching yourself to a major newsletter or podcast, knowing you’ll probably get ignored
- Building a free side tool that markets your main product
This is the work founders avoid because it shines a spotlight on your blind spots.
It exposes you to rejection.
But here’s the irony:
$5,000 tasks are the only ones that compound.
They create assets (i.e., relationships, distribution, proof points) that continue working long after you stop.
That’s why they feel so disproportionate: one “scary” move can do more for your business than 100 polished Canva posts ever will.
Momentum is born here.
The Law of Entrepreneurial Work
Section titled “The Law of Entrepreneurial Work”Every founder is governed by the same equation:
Future Growth = $5,000 Work × Frequency
Put simply:
→ $5 work keeps you busy.
→ $500 work keeps you consistent.
→ $5,000 work builds your future.
The pile you live in becomes the business you build.
Look at any domain and the math holds true:
Branding
- $5: Endless logo redesigns
- $500: Sharpening your brand story
- $5,000: Securing endorsements from leaders in your space
Marketing
- $5: Scheduling generic motivational posts
- $500: Publishing original content regularly
- $5,000: Launching on Product Hunt or pitching yourself to a top-tier newsletter
Product
- $5: Perfecting button colors
- $500: Cleaning up small UX annoyances
- $5,000: Building a free lead-generating tool or feature that markets itself
Community
- $5: Hosting casual chats no one remembers
- $500: Running consistent group calls
- $5,000: Personally onboarding your first 50 members to build deep loyalty
Notice the pattern?
The higher the pile, the higher the discomfort and the higher the payoff.
Fear, Not Laziness, is the Real Enemy
Section titled “Fear, Not Laziness, is the Real Enemy”It’s not that founders don’t want to grow.
It’s that the $5,000 pile feels unbearable.
$5 work shields us from rejection. $500 work creates the illusion of progress. But both let us avoid the brutal vulnerability of high-stakes moves.
And that’s the real tragedy:
Most founders never fail because they were lazy.
They fail because they were scared.
Five $5,000 Tasks You Can Start Today
Section titled “Five $5,000 Tasks You Can Start Today”Want to know what $5,000 work looks like in practice?
It’s usually the task you’ve been avoiding. The one that feels “too soon” or “not ready yet.”
Here are five to start this week:
- Schedule three user interviews. Not surveys, not emails, but actual conversations. Pick up the phone.
- Run a landing page test. Watch a stranger use your site and don’t intervene.
- Pitch yourself. Reach out to 10 newsletters, podcasts, or creators who could amplify your story.
- Launch in public. Put your product on Product Hunt, Gumroad, or a forum where rejection is possible.
- Test a high-ticket offer. Create a version of your product or service worth 10x your current price and put it in front of someone.
None of these are glamorous. All of them make you sweat.
But each has the power to tilt your trajectory in ways another Canva graphic never will.
Every founder is already working hard. That’s not the question.
The variable is which pile you’ve chosen to live in.
The $5 pile will always be there. The $500 pile will keep you moving. But the $5,000 pile is where futures are built.
And when you look back, you may realize the only real difference between a hobbyist and a builder was this:
The courage to stop polishing and start doing what scares you most.
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Responses (3)
Section titled “Responses (3)”Talbot Stevens
What are your thoughts?
This hit home, Divad! 🔥 The distinction between $5, $500, and $5,000 tasks is pure gold for every indie entrepreneur trying to level up. It’s so easy to get stuck in the comfy $5 work trap while real growth hides in the bigger, scarier tasks.
What…```[Vinanti Sarkar... VoicesofWomenWorldwide](https://medium.com/@voicesofwomenworldwide?source=post_page---post_responses--59855b3e46fb----1-----------------------------------)
[
22 hours ago
](https://medium.com/@voicesofwomenworldwide/enjoyed-the-read-divad-03379fe2db3e?source=post_page---post_responses--59855b3e46fb----1-----------------------------------)
```cEnjoyed the read Divad ...You nailed it, very true and a good guide to plan and prioritize work. Thanks!More from Divad Sanders and The Startup
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