Kevin Casey

Account Director and some other wild titles

Cal LeGrow Insurance & Financial Group

 Partner

Senior VP, Sales and Marketing

The Idea Factory

A group of 20+ wildly passionate marketers who love partnering with clients who want to stop being just average and ready to truly stand apart of the sea of sameness out there. While we plant ourselves in historic downtown St. John's - 40% of our revenue is from clients outside the province. We love to live here, but ready to put our fingerprints anywhere on the planet. That's the world we live in.  No Boundaries.

Co-Founder and Director

Labatt Breweries of Canada

Managed marketing and promotional activities for Newfoundland and Labrador including leading launch of Bud and Bud Light brands to the marketplace.

Marketing Manager

M5 Marketing Communications

Started working with Market Quest Research for 2.5 years and then worked with provincial and regional clients from Credit Unions to beer to car dealers - managing with a great team of talent fully integrated campaigns.

14 (un)conventional principles to reduce sales anxiety & increase sales.→ (un)selling® → the book → the page has turned.

READ THIS FIRST: 

I don’t teach pressure, convincing, or chasing. 
If that’s what you want, I’m not your guy.
__________________________________________________________________________________________

Let’s be real…

If sales makes you sweat, stall, or want to disappear into a cave—you’re not broken. 

You’re just not wired for boiler room tactics.

I help entrepreneurs who hate selling...stop hating it.

No fake urgency. No pushy scripts. No pretending to be someone you’re not.

I grew my first agency from a basement to $5M+ using zero cold calls. 

Then tripled the market value of an insurance brokerage by teaching the team how to sell like humans, not robots.

In my spare time, I coach founders and solo business owners how to get more yes’s—without chasing, begging, or burning out.

Join 3,000+  and get my free “Sunday Espresso Shots” at www.kevincasey.ca/unselling

Partner

Year 25 as a business owner.

2 “hell yeahs.”
7 “oh, f*cks.”

Still all in.

Which square are you today?

Kevin  Casey 

Hate Selling? Helping Anxious Entrepreneurs Land More Clients Without Cold Calling | Best-Selling Author of (Un)Selling | I don’t teach pressure, convincing, or chasing. If that’s what you want, I’m not your guy.

Salespersoon: spends 40 minutes crafting the epic narrative email. 

Prospect: sees the preview, declares time of death, moves on with life.

———————————————————-

Nobody’s reading your 9-paragraph confession. 

You get 60 words to make their brain itch… after that, your email’s not outreach, it’s a eulogy.

#deadonarrival
#unselling

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Entrepreneurs and Founders...

If you need to follow up 9 times, you don’t have a buyer.

You have a hostage. 

If selling feels like a hamster wheel, you’re not growing a business.

You’re doing cardio for strangers. 🥵

Here’s the insanity loop most founders get stuck in 
👇

→ Make a call
→ Hope you don’t get hung up on
→ Force fake small talk about the weather
→ Ask 1–2 weak softball questions
→ Get grilled for free advice
→ Vomit answers to feel smart
→ Then cave in and put all the vomit in writing
→ Log it in as a “lead” (when it's really a "lie")
→ Call
→ Chase
→ Chase more
→ Borderline stalk
→ Convince yourself it’s “relationship building”
→ Hope
 → Pray
 →Repeat

*No thanks.*

That’s how good humans start to hate selling.

It drains your dignity. 

It trains prospects to see you as a vending machine.

Here’s the (un)Selling path instead:

👉 Connect only with people who are highly likely to have the pain you solve

👉 Drop an illumination hook that joins a secret conversation going on in their head so clearly they flinch a little

👉 Tease a hypothesis of how you solved that problem for people like them and then poke the bear a little

👉 Make it clear that this isn't for everyone -  invite them to say 'no' - and declare you might say 'no' also. 

👉 If the pain is real and the stakes are high enough, then continue

👉 Decide next step: Nurture, Continue, or Run like hell. 

No chasing. No weirdness. 

Doing less, Getting more. 

_________________________________________________________________

P.S. Full disclosure: (un)selling is 411 pages. It won’t fit in a stocking unless you upgrade your fireplace, but it's still on Amazon and hated by delivery drivers globally. https://geni.us/unselling

Our Dog Bella. 

Cute to Cujo in seconds.

Desperately trying to inhale one pasta strand is every needy salesperson ever.

Pawing. Lunging. Eyes locked on the noodle like rent is due.

That’s how those 'fast closes' and empty "checking in" and "circling back" attempts feel to the prospect.

Prospects smell the hunger.

And they pull back.

Calm sellers don’t worship one noodle.

They make more pasta.

An abundance mindset. 

Detach from the outcome.

#unselling

Ever wonder how top business leaders make the decisions that change everything?

I ask them.

I’m the host of Insights from Top Business Leaders.

It’s a video podcast that exclusively lives here on LinkedIn.

On the show, I sit down with the minds behind some of the world’s most successful companies.

We get real about what it actually takes to grow.

To pivot.

To win in business.

No fluff. 

Just raw insight from the frontlines.

But the podcast is just the start.

For 15+ years, I’ve helped business owners across the country unlock clarity, sharpen focus, and spot massive opportunities hiding in plain sight.

You know how you suddenly see the same car everywhere after buying it? 

That’s how opportunity works, once your mind is trained to notice it, it’s everywhere.

Here’s what fuels my work:

→ 100K+ YouTube subscribers 
→ 10M+ organic views 
→ Keynote speaker to tens of thousands 
→ Personality of the Year Award 
→ 3x published author 
→ Starred in 3 national documentaries

Let’s shift how you see business. One insight at a time.

Check out past episodes: https://www.insightspodcast.ca

Jeremy Bennett

Could I possibly have gotten a better partner!?

Wow! Welcome aboard Link Up!

Here is the truth.

→ Two months from the show's second anniversary.
→ Even though I spent 15 years in media. 
→ The show started rocky.

• I had no idea I would even reach 10 episodes.
• FYI, we are almost at 400 episodes! 
• Still to this day that blows my mind.

→ The first 200 episodes paid little or nothing. 
→ Still, I showed up without fail. 
→ Every single day.

Then something happened.

• It went from an idea...
• To something very real. 
• To now a full-time career. 🤯

Little backstory: 

Back in May, the show picked up real traction.

Why? 

Because LinkedIn’s top creator came on as a guest.
↳ Thanks Jasmin Alić!

Then...

It seemed like everyone wanted to come on the show.
↳ Finding business titans? Not a problem! 

And now I spend every day with LinkedIn’s best. 🤯

→ And...
→ Five months later…
→ Jasmin Alić's Link Up becomes a partner.

Full circle moment? 

This is the power of never, ever giving up. 

Excited to partner with Link Up!

Amazing times ahead! 🎥❤️

Had LinkedIn’s #1 creator on the podcast.
 
Here is my biggest takeaway from Jasmin.
 
You might expect this to be about commenting.  
Commenting is crucial (of course!).  
But this is another tip he shared.
 
It's actually about giving it all away.
 
Jasmin is known for giving it all away in his posts.  
When you read his posts, nothing feels missing.  
Each idea is complete.
 
He taught that in your post:
 
You need to finish the thought.  
You do not need to share all your knowledge.  
You just need to finish 1 idea so people do not feel lost.
 
Giving it all away scare you?  
If so, it is time to ask yourself why.  
If it feels like too much, your well might need to grow.
 
Share your best. It proves you know your stuff.
No one does it better than LinkedIn's #1. 
Appreciate you Jasmin (& Link Up!).

LinkedIn reach is down.

Victoria Michaels told me why & how to fix it.

I had Victoria on the podcast and she explained what is actually happening on LinkedIn right now, and why so many creators feel their reach shrinking.

The first thing she said was to stop chasing the algorithm and start writing for your ICP. Low impressions do not matter if the right people are reading. If your ideal clients are the ones engaging, the post worked. Write to their pains, their stories, and their motivations.

She also said LinkedIn is pushing deeper, more human content. AI flooded the platform with surface-level posts, so LinkedIn is rewarding writing that feels specific and personal. People want a real voice, which is exactly why 𝗜 have started writing these longer text posts.

Another point she raised is that format matters more than most people think. Almost everyone scrolls on mobile. If your spacing is heavy or the post feels crowded, people move on. Clean formatting keeps people reading.

She also talked about tone. Industry terms are fine. Jargon is not. The best posts sound like a real person having a grounded conversation, not a textbook.

She said video is unclear right now while text is stable. Video may rise again, but today the safest move is putting the substance in your text and letting the video support it. 

Victoria expects 2026 to move even further toward human content and away from automation. More emphasis on authentic writing and more crackdowns on automated tools.

Are you noticing a decline in reach? What's working for you right now?

Partnership announcement! 📣

Huge welcome to AuthoredUp!

I use this tool every single day.

I left a YouTube audience of 100K for LinkedIn.
I seriously make 10X the income here. 
This tool helped me get there.

Honoured to have AuthoredUp as an official partner. 
Welcome aboard Ivana Todorovic!
Feeling blessed.

🔥🔥

I was never supposed to be here. 

But I am. Living a life I never thought possible.

Here is the truth.

I was tormented with extreme anxiety.
Diagnosed with OCD at a young age.
Felt completely, 100% alone.

Went from a 96% average in school to the low 40s.
Got a 16% in high school chemistry one year.
Scared I wouldn’t graduate (but I did).

Had to go to night school for a year. 
Got accepted into university.
Barely passed (but I did).

Worked on business plans at a local library.
My business plans were horrible.
No business skills whatsoever.

But!

Somewhere along the line things happened.
Consistency started to pay off (somehow).
And people started to notice. 

And now…

I host a global business podcast.
From my home studio.
And I love it!

I talk to LinkedIn’s biggest every day.
I consider them friends of mine.
And I partner with them too! 

If you ever doubted yourself, remember this:
↳ Your past doesn’t define you.

You simply need to keep showing up.
↳ Every single day until things change. 

Rooting for you! 

P.S. Stop scrolling TikTok and start taking steps. 
👆 I say this from a place of love. ❤️

Polished content kills your reach.
 
Real content builds your brand.
 
Reflecting on having Nikolett Jaksa on the program.
She said her quick, honest posts often did better.
I’ve seen the same.
 
Here’s why I think this happens:
 
The more we try to impress the less we connect.
Imagine having coffee with someone flexing nonstop.
You’d tune out fast.
 
People want to feel like a real person is talking to them.
↳ NOT a robot.
 
Stop polishing and simply just start helping people.
 
What posts do the best for you? 
 
P.S. Follow Nikolett Jaksa if you don't already!

Check out draft #1 of the new website rebrand.
 
What do you think?
 
The podcast is going through a full refresh.

And...
 
I’ve partnered with some incredible leaders in the creator and business world.
 
Jasmin Alić  
↳ Link Up 
 
Ivana Todorovic  
↳ AuthoredUp 
 
Richard van der Blom  
↳ Just Connecting - Social Selling, Employee Advocacy and Marketing 
 
Having major players like these in my corner is a blessing, and this is only the beginning.
 
More partners will be announced soon.
 
Stay tuned! 🔥

Partnership announcement! 📣

Welcome Richard van der Blom!

Today we welcome another giant.

Richard van der Blom and Just Connecting - Social Selling, Employee Advocacy and Marketing.

Once again, the podcast reaches new heights.

We bring the top voices on LinkedIn on the show so partnering with the top businesses is a must.

No exceptions.

Welcome Richard van der Blom.

Thank you for the work you do and the standards you set.

Grateful to have you join us.

Hate posting on LinkedIn?

But still want a steady flow of clients?

Everyone says the answer on LinkedIn is to post more. CEO of 
MAVERRIK® - Social Selling Training, Dean Seddon told me that is one of the reasons so many people struggle.

I asked him how to get clients on LinkedIn without being a creator and he said the real game is conversations. Not pitching. Not posting nonstop. Just talking to people you genuinely want to work with.

He uses a simple seven step relationship approach. Slow, intentional, and pressure free. 

Interact first. Build familiarity. Then start a real conversation about a problem you can help with. If it goes somewhere, great. If it doesn't, it wasn't meant to be. 

We talked about DM openers too. 

Most people lead with a pitch or the classic “Hope you are well.” Nobody talks like that. Dean starts with a light apology about his tropical shirt, which immediately breaks the ice. 

The goal is to sound human, not scripted.

We also covered voice notes and Looms. He saves them for later because they feel more natural once trust is built. 

FYI: I sometimes send a quick Loom as the opener if life is chaotic. I even recorded one from the toy aisle at Walmart with my four year old. They loved it because it felt real.

Dean said this works because buyers are tired of automated outreach. They can spot templates instantly. A real voice and a real moment stand out.

We ended with selling for introverts. He told me to reframe it. Think like a doctor. Ask about the problem. Explain why it might be happening. Then recommend a path forward. 

No pressure. No convincing. Just clarity. You never sell in the DMs anyway. The only thing you are selling is a conversation.

If you want to find Dean, he is here on LinkedIn.

Are you posting or actually starting conversations? 

What's working for you right now?

This is how I built my full-time podcast.

Why wasn't I taught this before!? 

→ We have thousands of thoughts every single day. 
→ Most of them are horrible, repetitive thoughts.
→ Dwelling on the past or fearing the future.

This is key:

• Your subconscious decides what you notice.
• It cannot distinguish thoughts from reality.
• What you feed it, it will pay attention to. 

→ Think about what you’re feeding your mind daily.
→ Watching the evening news? (negativity).
→ Scrolling through TikTok constantly? 

• Everything we think about we notice more of.
• We can only act upon things we notice.
• Same thoughts, same opportunities.

The problem:

→ We keep wishing for things outside to change.
→ To change outside we must change within.
→ It takes discipline, patience, and effort.

❌ Get rid of the distractions. 
❌ Stay away from negative people.
❌ Stop letting fear make your decisions.
❌ Stop blaming others for your lack.
❌ Stop scrolling social media.
❌ Stop watching TV.

And start thinking about what you want to attract.
↳ And start taking FULL responsibility. 

✔︎ Think about it as if you already have it.
✔︎ Feel the feeling as if you achieved it.
✔︎ Do this constantly. 

And then ACT upon the opportunities you notice! 

I’ve taught mindset to tens of thousands for 15 years.

→ 100K followers
→ 10 million online views
→ 3 published books (before AI)
→ Starred in three documentaries 
→ Created my dream career (podcast) 
→ Became friends with my admired heroes

All of this by conditioning my mindset the right way. 

And you can do it too. 
You need to condition your mind.
Start now. Start small. Stay consistent! 

You got this! 🔥 

______

P.S. Want to sharpen your mindset for business growth? 
↳ Join my mailing list: https://lnkd.in/ejY-g27D

______

♻️ If this helped, share it with your network
💡 Follow me, Jeremy Bennett for more mindset tips

I don't like bragging. I am an introvert.

But hiding my wins cost me more than I realized. 
 
Is it okay to brag about your business?  
This question followed me for ten years.
 
I had a meeting at Starbucks a decade ago. 
He was a realtor. 

He started listing how many houses he sold that year.  

It felt like bragging. 
I didn't like it.  

But I knew he would be my guy when I was ready to buy.

Why? 

Because he was obviously good at what he did.

Then he told me something I'll never forget:

He said:
 
“We are taught to share our sales. It shows we are good at what we do.”
 
That line changed everything.
 
I have thought about it for ten years.  
Because I am an introvert.  
I don't like to brag.

Talking about my own wins never felt natural.  
It still feels uncomfortable.
 
But he was right.
 
There is a difference between bragging to impress and showcasing your results with intention.
 
Your clients want clarity.  
They want proof you can deliver.  
They want to know you are trusted.  
They want to know you are the best fit.
 
And sometimes that means stepping out of your shell.  
Letting your work speak out loud.  
Sharing your wins.  

Not to boast.  
But to build trust.
To show you are great.
 
If you have done great work, say it.  
If you have helped people, show it.  
If you have results, share them.  

You never know who is watching.  
Or who is waiting for a sign that you are the one to hire.
 
Brag with elegance.  
Share with confidence.  
Your future clients will thank you.

P.S. Share your wins in the comments. Be bold!

I was too shy to ask business leaders for favours. 

She taught me how.

This is Dr. Effie Chow. 
↳ Deepak Chopra called her one of the top energy healers on earth.

She was a friend and mentor. 
I organized some of her events. 
I even shared the stage with her.

There were countless lessons over the years. 
But one stood out more than all the rest. 
It still stays with me today.

Growing up, I was an introvert. 
Well, I absolutely still am to this day.
I would never really ask for anyone's help.

I watched her approach important people. 
She asked for favours with confidence. 
They almost always agreed.

I could never imagine doing that. 
I was scared to even try. 
Felt impossible for me.

But she kept encouraging me. 
Convincing me to step out of my shell.
Teaching me, "The worst they can say is no".

So I started to do that. 
↳ I use that lesson frequently now. 

And guess what! 
People are more willing to help than we think. 
Sometimes all you need is the courage to ask.

And that courage can change everything.

Reach out.
The worse they can say is 'no'.

I asked for feedback on my new website.
 
I got it. It stung. And here is what I learned.
 
As much as I liked the design, the people who shared feedback were right.
 
I put my ego aside and valued it.
 
So here is what I did.
 
1. I let it sting.  
2. I accepted it. 
3. I made the change.
 
Every successful entrepreneur values feedback.
 
→ Raw.  
→ Honest.  
→ Authentic.
 
That is how we grow.
 
We do not need pats on the back.  
↳ We need the truth.
 
The sooner you understand this, the sooner you win.

Almost 400 podcast episodes.

But only close friends knew about this.

The podcast is close to two years old now. 
(In 2026, it will hit 500 episodes.)

I had 15 years in media, but this show felt different. 
Sitting with leaders every day was scary at first. 
The first hundred episodes were a lot to handle.

But I had one big struggle that no one knew about.

The struggle, you ask?

I found it hard to pay attention during a recording.

Was I thankful for every person on the show? 100%!
Was I interested in the guest? Of course!
Was I learning in real time? Yes!

The problem was my brain.
I always found it hard to absorb and keep information.

If I read a short recipe, I had to read it over and over. 
If I read a chapter in a book, I forgot it right away. 
In a meeting, I couldn't pay attention, ever! 

So those first 200 episodes were rough.

I was terrified. 
My mind kept drifting. 
Scared I wouldn't be able to keep this up.

I kept thinking, “This podcast will never work.”

But amazing things happen when you stay consistent.

Your brain changes. 
But you must put in the reps.
You get better at things you once struggled with. 

And now?
That struggle is behind me. 

It is like trying to lift a 100 pound weight. 
You cannot do it on day one. 
But after months, you can.

Lesson:

Stick with it. 
Do your reps. 

What feels impossible today can become natural later.

I did it. 
You can too.

taplio

The Battle

Kevin Casey

Jeremy Bennett

Followers

Posts

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Performance ScoreKevin Casey's LinkedIn Performance

Performance ScoreJeremy Bennett's LinkedIn Performance

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taplio

The Battle

Kevin Casey

Jeremy Bennett

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);}Kevin Casey's LinkedIn Performance

Performance ScoreJeremy Bennett's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreKevin Casey's LinkedIn Performance