I talk about digital writing & personal progress

Here's a quick rundown of how I've spent my last 5 years:

1. Studied math and played football at Princeton. I graduated in 2018 with a degree in financial engineering and played center for the Tigers. In college, I was a 280-pound offensive lineman, so for the last 5 years, I've had to completely rewrite my personal operating system on the health & fitness front. I currently weigh 185 pounds and have learned a lot along the way!

2. Graduated and immediately started working for BlackRock in New York City. I worked as a junior hedge fund trader for 4 years, focusing on global macro markets. This was my dream job and the only corporate job I've ever had. In fact, it's the only job *interview* I've ever had (since I interned there as a junior in college).

3. Realized working for someone else was not going to be the long-term path for me. 12 months into working on Wall Street, I saw someone in their mid-40s ask their boss for permission to go to their son's Little League game. At that moment I realized I wasn't cut out to take directions or instructions from other people for very long.

4. Started to write on my old blog, then on Twitter. Rather than quit immediately, I started to passively explore other opportunities by writing online, starting out on my old blog (which no one knew existed), then transitioning to Twitter in July of 2020.

5. Changed my trajectory with a 30-day writing challenge, which led me to start Ship 30 for 30. In September 2020 I was ready to give up writing entirely. But I gave it one more shot, this time moving from a weekly blog post to a daily Twitter thread. The challenge was a huge success. It took me 9 months to reach 100 followers and 1 month to go from 100 to 2,000. And that personal writing challenge turned into the foundation of Ship 30 for 30, which started as nothing but a Slack accountability group to help people publish consistently.

6. Scaled Ship 30 while working remotely for all of 2021. I built and scaled Ship 30 with Nicolas Cole to over 2,000 students in 2021—all while continuing to work full-time (remotely) for BlackRock. But towards the end of 2021, Ship 30 hit an inflection point and it no longer made financial sense for me to continue working on Wall Street.

7. Left BlackRock in March of 2022 to write and build on my own. After weeks of weighing the pros and cons and trying to project my path forward, I made the decision to leave BlackRock and chart my own path. 15 months into making that decision and I'm confident it's the best one I've ever made.

Dickie Bush 🚢

I used to have one severe addiction:

Planning.

My brain loved the cheap dopamine of gathering:

• Books to read
• Tasks to complete
• And videos to watch

But when it came to taking action, the euphoric rush faded.

What ended my addiction?

This story of two men learning to fish:

The first fisherman heads straight to the marina to buy the best fishing boat money can buy.

He specs out a custom, carbon fiber rod.

And he spends time reading up on everything there is to know about fishing:

• Casting techniques
• Baiting techniques
• Reeling techniques

You name it, he's bought the book on it.

And of course, he's watching the fishing channel every night for hours, learning from the best of the best.

A few months later, he finally feels ready to fish.

The next day, he heads out on the lake in his new boat with his fancy rod and wealth of fishing "experience" built up over the last few months.

But six hours in, nothing. Not even a nibble.

What happened?

Turns out, the second fisherman had already sucked the lake dry.

On day one, the second fisherman grabbed a shitty rod, sliced up a hot dog, and went out to the lake.

• The first day, nothing
• Second day, nothing
• Third day, nothing
• One week, nothing

But on the eighth day? His first nibble.

And every day after, he honed his technique.

He found a baiting technique that worked a bit better. Or a new spot with a few more fish.

And after three weeks of iteration, he found the winning combination.

Before long, he was hauling in hundreds of fish every day. To keep up with his daily haul, he hired a small team to help him. And from there, he opened a restaurant with fat margins to sell his fresh fish.

And after that, he opened a fishing school to teach others his craft.

He did all of this while the first fisherman sat around gathering gear.

Sure, the first fisherman felt productive. He was "learning" after all, right?

But there was one difference: feedback.

Every day the second fisherman had an idea of something that might work better. And he went right to the market to validate his assumption. If it worked, his strategy improved. And if it failed, he learned something new.

The moral of this story?

Get to action as quickly as possible.

When you find yourself gathering gear, grab a shitty rod and start fishing.

Bad way to learn copywriting:

1. Bookmark dozens of posts
2. Read all the books
3. Apply none of them

Instead, just read The Adweek Copywriting Handbook by Joseph Sugarman.

It taught me more about copywriting than dozens of books combined.

And you can steal Sugarman's 7-step process to write high-converting copy (that helped me generate $15,000,000):

—
📌 Copywriting helped me build a 7-figure writing business.

(While working 12-hour days at my Wall Street job)

But I made my first $10,000 on the internet as a ghostwriter.

And right now, becoming a LinkedIn Ghostwriter is the easiest way to land high-paying clients.

Want to know how to land LinkedIn writing clients in 2025?

Here's a free, 5-day email course on how to get started: https://lnkd.in/eCFfC5cX

7 Steps To Write High-Converting Copy (From Joe Sugarman)

At 24, a stranger on the internet paid me $5,000.

The crazy part?

I thought they'd sent it by mistake!

But I'd actually just stumbled across an insanely lucrative business anyone can start:

Ghostwriting.

Everyone should have writing clients who pay $5,000+ for a project.

(This is ultimately how I quit my job on Wall Street so I could travel and work from anywhere in the world.)

But most people are stuck figuring out:

• What service to sell
• Which clients to target
• How to charge premium rates

So, last month, Nicolas Cole 🚢👻 and I put together the Writer Positioning Playbook to help you:

• Escape the freelancer rat race
• Confidently charge high-ticket prices
• Land ideal clients who value your expertise

Inside, you'll find:

• The 1 simple shift to 10x your rates overnight
• A 3-step framework to upgrade your Positioning
• An AI prompt to find 5 high-paying clients for YOUR specific background

Plus, you'll see real examples from a $3M ghostwriting agency.

Want access?

Comment "playbook" and I'll send it across (for free).

And if we're not connected, send me a connection request with the word "playbook" and I'll DM it to you.

How To Land $5,000 Writing Clients

A daily habit I wish I'd started earlier in my 20s:

(It's not investing)

Writing & publishing online every single day.

In the beginning, I tried everything:

• Every app
• Every "simple hack"
• Every piece of writing advice

And I still struggled to build a daily writing habit.

But then I studied the routines of legendary writers.

And their secrets have helped me write every day for 5+ years.
 
These are the 10 tiny habits that make writing every day effortless:

—
📌 Writing online completely changed my life:

• Helped me quit my corporate job
• Made my first $10,000 online as a ghostwriter
• Built my $19,000,000 digital writing business

And it also taught me ONE thing for certain:

The easiest way to make money online is to become a ghostwriter.

Want to land high-paying ghostwriting clients?

I wrote a FREE 5-step blueprint with everything you need to make money ghostwriting on LinkedIn.

Click here to get (free!) instant access: https://lnkd.in/eQW3B7Y4

10 Tiny Habits To Make Writing Every Day Effortless 

Demand for ghostwriters is exploding on LinkedIn.

But the problem?

Landing high-paying clients is difficult.

Especially if you suck at sales (like I did).

So, I wrote a MASSIVE 3,580-word AI Mega-prompt to script all my sales calls.

I trained it on the 9-step sales framework I've already shared with 1,500+ Premium Ghostwriters.

Here's my LinkedIn Sales Script Prompt:

—
📌 Want a free copy you can use in the next 60 seconds?

I bundled this Mega-prompt inside my LinkedIn Ghostwriter OS.

Inside, you'll get:

• 20+ AI prompts to help you build a business
• My "Leaks & Faucets" strategy for finding leads
• Viral content LI templates (that anyone can use)
• My $3M Sales Call script that closes high-ticket deals
• Voice matching prompt to write in any client's style
• A step-by-step, 30-day implementation roadmap

And tons more!

Comment "ghost" and I'll send you a free copy.

(And if we're not connected, send me a connection request with the word "ghost" and I'll send it over.)

Land High-Paying LinkedIn Clients With AI

This French teacher had one goal in mind:

To 4x her income.

Why?

Because Laura B. wanted to fund the work she's most passionate about—teaching her students how to become fluent in French.

So she took the plunge and joined our Premium Ghostwriting Academy.

And as a ghostwriter, she scaled quickly.

She sold:

• 5 Email Courses
• 8 Consulting Packages
• Dozens of Thought Leadership Packs

And now she's using this extra income to build her tutoring business.

Laura's example goes to show that anyone can become a ghostwriter and use this in-demand (and lucrative) service to either:

1. Create a new income stream
2. Or scale their existing income

Because executives, founders, and creators around the world are realizing how much they need a personal brand to scale their businesses.

And the salaries I've seen them pay are wild:

• Content Strategist at OpenAI ($319K - $393K/yr)

• Thought Leadership & Narrative Manager at Google ($211K - $297K/yr)

• Head of CEO Content at PayPal ($137.5K - $236K/yr)

And the best place to start right now is LinkedIn.

Want to start making money as a LinkedIn Ghostwriter?

I put together a free, 5-day email course to help you land high-paying writing clients.

Click "Visit my website" at the top of this post to get instant access.

Aussie writer with 1B+ content views in 10 years | I teach people to use writing online to create career opportunities | Let's connect: tim@timdenning.com

I quit my eCommerce startup with 100+ employees. Then got depressed, developed an eating disorder, and got a minimum-wage job in a bank. I now work for myself and make 7-figures writing.

I'm not that smart and have no college education. The way I used the internet made the difference.

And going to a Tony Robbins event changed my mindset. He taught me to go from being a victim to be in control.

This led to:

• 1B+ content views
• Financial freedom
• Book deal with a major publisher
• Meeting my heroes (like Tony Robbins)
• Quitting my banking career forever in 2021
• Multiple successful businesses fuelled by obsession

My mission: Help 100,000 people start online businesses. 

My beliefs that drive everything I do:

- Anything is possible
- Positivity above all
- Ego is the enemy
- Challenge the status quo
- Chase obsession, not passion
- Always be kind, grateful, and a good person

How can I help you?

• Social media audience building
• Starting or growing an online business

Join my email list with 200,000+ other high performers for more helpful insights:
https://timdenning.com/start-social-hustle-linkedin-bio/

Tim Denning

I interviewed 50 people who quit their jobs in 2024.

Here's what nobody tells you.

━━━━━

They didn't quit for more money

38 of them took pay cuts. Some massive ones

The software engineer who went from $180K to doing one-off writing gigs. The CMO who became a pottery teacher. The investment banker selling surfboards

Everyone said the same thing: "I'd do it again tomorrow"

━━━━━

The pattern that shocked me:

**The 3-month mark**
Everyone hits it. Pure terror. Bank account screaming. Partner questioning. Parents "concerned."

There's a twist: The ones who made it past month 3? They never looked back.

The ones who returned to corporate? All quit before day 90.

━━━━━

What they actually quit:

• Sunday night anxiety (47/50 mentioned this)
• Asking permission to live their lives
• Meetings about meetings about nothing
• Pretending to care about Q3 targets
• The soul-crushing commute
• Being "on" from 9-5 regardless of actual work

Not jobs. They quit the entire system.

━━━━━

The money truth nobody admits:

Month 1-3: Hemorrhaging cash
Month 4-6: Ramen profitable
Month 7-9: Matching old salary
Month 10-12: "Why didn't I do this sooner?"

But 23 of them said something that stopped me cold:

"Even if I never matched my salary, the freedom is worth more."

━━━━━

The unexpected side effects they reported:

• Marriage improved (32/50)
• Lost weight without trying (28/50)
• Stopped needing anxiety meds (19/50)
• Kids said they're "different" (better) (41/50)
• Sunday became just another day (50/50)

One guy: "I didn't quit my job. I quit dying slowly."

━━━━━

Their biggest regret?

Not the money lost
Not the security abandoned
Not the benefits forfeited

49 out of 50 said the same thing:

"I wish I'd done it sooner."

The 50th? She wished she'd been bolder

━━━━━

What made them pull the trigger:

• Health scare (12)
• Kid asking "why are you always tired?" (8)
• Passed over for promotion (7)
• Random Tuesday breakdown (11)
• Watching someone die with regrets (6)
• Just... done (6)

Not grand epiphanies. Just moments of clarity.

━━━━━

The skill they all developed:

Comfort with uncertainty.

Corporate trains you to fear the unknown. Quarterly forecasts. 5-year plans. Predictable misery.

These 50 learned something better: How to surf chaos.

━━━━━

The advice they'd give their past selves:

"Your backup plan is a prison"
"Start the side thing NOW"
"The fear never goes away, jump anyway"
"Corporate security is an illusion"
"Your kids need you present, not rich"

My favorite: "Stop asking for permission to live your own life"

━━━━━

None of them had it figured out
None of them were "ready."

All of them are more alive than when they had "secure" jobs.

━━━━━

To anyone reading this from a cubicle:

That feeling in your chest? It's not anxiety.

It's your life asking for permission to begin.

What's stopping you from escaping the rat race? 👇
♻️ Repost if you know someone who needs to read this

Join my Substack: https://lnkd.in/gMkRFmj9

Most people grind 40 years at a job they hate.

So they can retire at 67 and finally "start living."

If they make it that long.

━━━━━

Met a guy last week. 66 years old. One year from retirement.

Stage 3 cancer diagnosis.

"I was so close," he said. "One more year and I could've traveled."

40 years of waiting. For nothing.

━━━━━

The retirement lie we all bought:

• Suffer now, enjoy later
• Trade your best years for a pension
• Postpone happiness until 67
• Work yourself sick for "security"

Meanwhile, your knees give out. Your energy tanks. Your spouse becomes a stranger.

You saved all that money to enjoy a life your body can't live anymore.

━━━━━

I watch 30-year-olds planning for retirement like it's the f*cking promised land.

Contributing to 401ks while skipping their kid's soccer game.
Working weekends to boost that pension.
"Just 35 more years," they say.

35 years of Sunday night dread. 35 years of "not now, I'm working." 35 years of waiting to live.

For what? To be the richest person in the nursing home?

━━━━━

The people who get it do this instead:

Mini-retirements throughout life. Not one big one at the end.

Take 3 months off at 30. Travel for 6 months at 40. Start that business at 50.

Use your energy while you have it. See the world while you can walk it. Play with your kids while they still want you around.

━━━━━

"But I need job security!"

Your job isn't secure. Ask anyone laid off after 20 years.

Your health isn't guaranteed. Ask anyone with an unexpected diagnosis.

Your retirement isn't promised. Ask the 66-year-old with cancer.

The only thing guaranteed? Right now. Today.

━━━━━

Stop banking on someday.

Someday you'll travel. Someday you'll write that book. Someday you'll learn guitar. Someday you'll actually live.

Someday is a scam sold by companies that need you to believe happiness can wait.

It can't.

━━━━━

To everyone killing themselves for a retirement they might never see:

Take the trip now. Start the side project now. Have the experience now.

Your 67-year-old self doesn't want your money.

They want your memories.

What are you postponing until retirement that you could start today? 👇
♻️ Repost to share this idea with your network.

If you want to level up your career faster, then join my unconventional Substack newsletter with 162K others: https://lnkd.in/gMkRFmj9

My 4-Year-Old's Business Card Says 'CEO'

But she's only 2. And that's the whole f*cking point.

━━━━━

I'm already teaching her what corporate won't.

Not ABC's and 123's. The real curriculum:

How to fail without feeling like a failure.
How to ask for what you want without apologizing.
How to see problems as puzzles, not roadblocks.

While other parents prep their kids for employee life, I'm raising an owner.

━━━━━

Here's what I'm NOT teaching her:

• "Wait your turn" (opportunities don't queue)
• "Color inside the lines" (innovation lives in the margins)
• "Don't talk to strangers" (your network is your net worth)
• "Share everything" (know your value, price accordingly)
• "Be careful" (calculated risks beat careful stagnation)

Controversial? Maybe. But I've seen where conventional wisdom leads.

━━━━━

The corporate skills they'll teach her in school:

Sit still. Follow instructions. Ask permission. Wait for approval. Don't question authority. Memorize the right answers.

Perfect recipe for a middle manager in 2045.

━━━━━

The real skills I'm teaching her now:

**"No" is data, not rejection**
When she wants a cookie and I say no, we talk about negotiation. What else could she offer? Different timing? A trade?

**Money is a tool, not a goal**
Her piggy bank has three slots: Spend, Save, Give. She decides the ratios. Already learning money flows, not just accumulates.

**Problems are opportunities in disguise**
Toy broken? Let's fix it. Or invent something better. Can't reach something? Find a solution. Every obstacle is a chance to think.

━━━━━

My corporate friends think I'm nuts:

"Let her be a kid!"
"She needs structure!"
"What about college prep?"

Meanwhile, their kids are being groomed for jobs that won't exist.

━━━━━

By the time she's actually 4, she'll understand:

• Value creation vs time trading
• Asset building vs paycheck chasing
• Problem-solving vs permission-seeking
• Leadership vs management
• Ownership vs employment

Not because I'll lecture her. Because she'll live it.

━━━━━

The business card thing? It's not cute. It's preparation.

While other kids play "house," she'll play "startup."
While they practice being employees, she'll practice being the employer.
While they learn to fit in, she'll learn to stand out.

━━━━━

I'm not raising her to have a job.
I'm raising her to create jobs.

Not to work for the system.
But to build better systems.

━━━━━

Will she actually become a CEO? Who knows.

Maybe she'll be an artist. A teacher. A stay-at-home parent.

But she'll approach it like an owner, not an employee.

And that makes all the difference.

━━━━━

To every parent reading this:

The world needs more humans who think like owners.

Start young. Start now.

The employee mindset is learned. So is the entrepreneur mindset.

Choose wisely.

What "unconventional" skill are you teaching your kids? 👇
♻️ Repost if you're raising owners, not employees

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The Battle

Dickie Bush 🚢

Tim Denning

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The Battle

Dickie Bush 🚢

Tim Denning

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Dickie Bush 🚢's LinkedIn Performance

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