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 🚢

This writer posted on LinkedIn about quitting his job.

And from that ONE post he got some epic results:

Booked 5 sales calls.
And closed a $1,000/month consulting deal.

Insane.

Especially since Stefan didn't:

• Go viral
• Use some secret LinkedIn hack
• Or do anything anyone else couldn't

All he did was:

• Say what he does
• For who
• And how he helps them

Now, this doesn’t mean if you just hit publish you'll book a bunch of sales calls (or any at all).

But every single LinkedIn post you publish is a lottery ticket.

Some will flop.
Others will only get you views.

And then sometimes, you get lucky and the right kind of high-paying clients resonate with your content.

Which is why you should be publishing consistently on LinkedIn.

It's an easy way to land high-paying clients & make 6+ figures as a ghostwriter.

But first?

You need to:

• Find your own lucrative niche
• Create an Irresistible Ghostwriting Offer
• Learn the secret to charging premium prices

So, I put together a 5-day crash course with everything you need to start making money ghostwriting on LinkedIn in 2026.

Click here to get instant access (for free): https://lnkd.in/ekBqPdQQ

Reminder to self:

You can focus on no more than 3 things:

• 3 habits
• 3 values
• 3 goals

And you can only do this over a 3-month time horizon.

I had to learn this painful lesson the hard way:

Every year, I would sit down and write out 10 goals for the coming year (like I was building some grand master plan).

Felt incredible in the moment.

Made me feel:

• Organized
• Ambitious
• Like I had my life together

But then I'd find that list 3 months later and realize I couldn't even remember what I'd written down.

Let alone tell you if I actually achieved any of it.

The truth is:

Any time I have ever made a plan beyond 3 months, it was basically a useless exercise.

It didn't change my behavior.
It didn't keep me accountable.
It just made me feel good for about 20 minutes.

Here's what actually works.

You can focus on no more than 3 things.

If you can't rattle off the three things you're most focused on right now without pausing to think, then you're unfocused.

Make them something you can actually track and measure.

And then ignore everything else until those 3 are handled.

You'll get further with 3 clear priorities than you ever will with 10 vague ones.

Founder @ Kennedy Creative | Helping B2B leaders dominate their category on LinkedIn and convert influence into revenue through content and outbound

Most executives treat LinkedIn like a resume.

I treat it like a revenue engine.

I work with enterprise B2B executives and founders in the 7–9 figure range to turn authority into measurable growth.

Through The Creative Catalyst Method — a system built on content + outbound — my clients transform visibility into deal flow, building 7+ figure pipelines in as little as 6 months.

And the results speak for themselves:
	
• 30+ MQLs generated in less than 60 days
• Clients getting 3+ leads every week with content + outbound
• A 5-figure deal closed by an agency in under 60 days
• $100K pipeline built in less than 90 days for a SaaS company

What makes this possible isn’t just content.

It’s the combination of strategic positioning, executive voice, and consistent outbound touchpoints that makes your brand unforgettable — and turns authority into revenue.

If you’re an executive ready to move from authority → pipeline → growth, let’s talk.

👉 Book a call or connect with me here on LinkedIn.

Doug Kennedy

10 reasons why being a dad with small kids makes snow days better:

(No I wasn’t doing donuts at City Hall in Philly) 
	
1. You wake up already winning. Endless coffee is on the menu. 
	
2. Two inches of snow feels like a national holiday. (In this case, we got 8.)
	
3. Sledding/shoveling becomes cardio you didn’t schedule.
	
4. Coming back inside feels heroic.
	
5. Snow forts start outside and somehow end up in the living room.
	
6. Couch cushions turn into architecture.
	
7. Games last longer because no one’s in a rush to be anywhere.
	
8. Snacks disappear faster.
	
9. Time stretches in a way it rarely does.
	
10. Everyone crashes early, worn out in the best possible way.

Snow days hit different when you’re a dad.

They slow you down without asking permission.

You stop thinking about what you should be doing and start noticing what you’re part of.

Years from now, they won’t remember the snow totals.

They’ll remember you were there.

What did you do in the snow yesterday?

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I have one memory of my grandfather.

So when I found this photo of me with him, surrounded by all the Kennedy men, it stopped me. 

(Some tears were shed)

My grandfather must have passed shortly after this photo was taken. 

My dad took it in the early 90s and I’d never seen it before.

He recently uploaded a bunch of old photos to OneDrive. I sat down one night to look through them and didn’t expect it to hit like it did.

It made me think about legacy in a quiet way. 

Not the big stuff. 

But just the everyday moments.

No lesson or corny analogy today fam. 

Just one of those photos that makes you pause and think about life. 

If you have a photo or memory that makes you think about legacy, I’d love to see it in the comments. 

P.S. I’m the redhead LOL.

10 years ago (crazy to say), I was packing up my life to spend a year in Paris for an internship that completely changed me.

It was wild.

Yes, I:

• Went to museums
• Drank so much espresso I got dizzy
• Ate pain au chocolat on the Champs-Élysées

But I also:

• Learned a new language
• Met my current pastor (on another continent, somehow)
• Helped build a church under a bridge in a gypsy camp
• Built habits I still carry today

That year gave me so many memories.

It rewired how I see the world, faith, work, and what’s possible when you say yes before everything makes sense.

Lately, I’ve had that same feeling again.

Something about 2026 feels different.

People feel locked in and excited about what’s coming.

For most, that energy will fade after a few weeks. Life will creep back in and the same ole patterns will return.

But I don’t know.

This feels like an adventure year.

The kind you don’t fully understand until you’re already in it.

You feeling it too?

360Brew sounds like a solid cup of coffee while I’m knocking out LinkedIn posts.
 
It’s also the name of the new algorithm model for LinkedIn. 

Feels about right for 2026 (can I get an amen?). 

Regardless, here’s what I’m focusing on this year:

1. Ownership.
2. Real stories.
3. Saying things plainly.
4. Sharing how I actually think.
5. Showing skill through the work itself.
6. Talking with people, not performing for them.
7. Posting even when it feels repetitive or boring.

Some people are pumped about what’s changing. Others feel like they’re getting crushed.

To me, it still comes back to doing the work and showing up like a real person.

What are you doubling down on this year?

You’re not where you want to be because you’re not desperate enough to get there.

That stings. But it’s true.

We can go as far as we want to go. 

The scary part? Personal responsibility.

Want to make more sales?
→ Contact 50 people a day, not 10.

Want to build your brand?
→ Spend less time making another reel and more time having real conversations.

Want to scale your business?
→ Stop hoping for “one big break” and start stacking small wins, daily.

The people who hit their goals aren’t necessarily smarter or more talented.

• They’re hungrier.
• They’re more consistent.
• They do the uncomfortable work, over and over.

The gap between where you are and where you want to be isn’t strategy.

It’s desperation.

How badly do you want it?

One of my coaching clients got their first inbound lead after two weeks of consistent posting.

I know people will say inbound on LinkedIn doesn’t work. 

“It takes months!”

“Only big accounts get inbound leads.”

It’s not true.

Just keep going:

• Optimize your profile so it clearly says who you help, what problems you solve, and why your perspective matters
• Post consistently in the same lane so your message compounds instead of resetting every week
• Talk about real problems your buyers already think about, using language they actually recognize

Most people quit right before LinkedIn starts working for them.

DM me if you want to join my LinkedIn 1:1 mentorship.

Some of the most useful feedback I’ve gotten in life didn’t question my ability.

It questioned my restraint.

“Hey, you’re capable of more.”

“You’re really good at what you do, but you keep holding back.”

“You’re trying a little too hard to make everyone comfortable.”

None of that was said to knock me down. 

It was said because the people saying it could see the gap between what I can do and how I was actually showing up.

The difference matters. 

When feedback comes from someone who respects your work, that usually means that they are able to see more clearly the patterns you’ve gotten stuck in.

I’ve been fortunate to have a few people in my corner who are willing to say those things plainly. 

Over time, those conversations have forced me to take an honest look at where I was playing it safe when I didn’t need to.

It wasn’t that I didn’t know better, but that it just felt easier. 

The relief comes from clarity. Once you see it, you can adjust it without overcorrecting.

When was the last time someone challenged how you were showing up, not your capability?

Low engagement doesn’t always mean your content failed.

It usually means the right people are watching quietly.

If you only optimize for visible reactions, you optimize for the wrong audience.

Here’s how to think about who’s actually on the other side of your posts:

The 3 Audiences Reading Your Content

“Building authority is like how my grandma baked her blueberry pie.”

The sentence just came out of thin air on a client call the other day. 

(Not even sure if I had the analogy all worked out)

Later, I thought: “wow that’s actually pretty good.”

Everyone loved my grandma’s blueberry pie.

It was one of her things. 

At family gatherings or church events, someone always asked if she brought the pie.

That pie was part of her reputation.

Here’s the recipe for both (simplified):

1. The crust sets the foundation. Clear values and a point of view give everything else something to stand on.
	
2. The structure keeps it repeatable. A simple framework makes the work sustainable over time.
	
3. The blueberries deliver the value. They’re the reason people remember it and come back.
	
4. The butter adds personality. You can feel the care and intention behind the work.
	
5. The sugar creates connection. It invites conversation and brings people together.
	
6. The lemon juice adds contrast. Stories and lived experience keep it from feeling flat.
	
7. The egg wash finishes the presentation. Details matter when you want to be taken seriously.
	
8. The thickener is consistency. Showing up the same way over time is what builds trust.

*See the instructions below to put it all together. 

She never called it branding, but she built trust the same way strong personal brands are built.

- One clear recipe.
- Executed consistently.
- Long enough that your name becomes shorthand for quality.

That’s how personal brands actually last.

Even heading into 2026, a lot of us are still mentally parked in 2025 (somewhat). 

- Closing loops.
- Tying things up.
- Making sense of what actually happened.

Right now looks a lot like:

• Looking back over performance data
• Following up with leads that went quiet
• Analyzing what worked and what didn’t
• And, of course, going through the books

That last one mattered more than I expected this year.

The margin for “I’ll clean this up later” disappears fast. I wanted clarity and confidence that I wasn’t missing something small that could turn into something painful later.

So I asked for help.

I reached out to We Got Your Books, and it was one of the better decisions I made in 2025.

They had a clean report for me in just a few days (it literally blew my mind). 

If you’re looking for support, reach out to 
Emma Smith.

Clean books change how you think. And how you plan what’s next.

The posts that gets likes and the posts that gets DMs are built for two different jobs.

Applause content feels good.

• Broad advice
• Clean conclusions
• Everyone nods along
• The loop closes

People leave thinking, “That was helpful” and then they move on.

DM-driving content does something else.

• It introduces tension
• It speaks to a specific problem
• It leaves the loop open

Instead of satisfaction, it creates recognition: “That’s exactly what I’m dealing with.”

That’s why posts like: “5 habits of successful CEOs” can rack up engagement…

…but posts like: “Most founders try to fix X, but the real issue is Y” quietly build pipeline.

One resolves curiosity. The other sharpens it.

A few simple shifts that change everything:

• Stop teaching. Start diagnosing.
• Share the what and why. Save the how.
• End with a question only the right person can answer.

This isn’t about tricking people.

It’s about writing content that does the job you actually want it to do.

Applause content has a place. So does DM content.

The mistake is expecting one to do the other’s job.

If you’re posting consistently and not seeing inbound, it’s usually not a volume problem.

It’s a positioning problem.

taplio

The Battle

Dickie Bush 🚢

Doug Kennedy

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Performance ScoreDickie Bush 🚢's LinkedIn Performance

Performance ScoreDoug Kennedy's LinkedIn Performance

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taplio

The Battle

Dickie Bush 🚢

Doug Kennedy

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

Performance ScoreDoug Kennedy's LinkedIn Performance

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Performance ScoreDickie Bush 🚢's LinkedIn Performance