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

No alternative text description for this image

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

www.salesmatrixcourses.com

The only Sales Training Platform and Content you'll ever need!

Try the Taster Course. A 10 Video series on "Why your Prospecting Fails"

www.salesmatrixcourses.com/free/10-reasons-prospecting-course

Fastest Growing Sales Platform 

🇬🇧 The UK's Most Hated Sales Trainer® 🇬🇧

I'm the nuclear option ☢

Why?

Only get me in once you've ruled out;

- Firing your weakest performers
- Hiring better salesmen
- Outsourcing your lead generation
- Increasing your prices
- Investing heavily in marketing
- Doing nothing
- Blaming everything else except your salesmen
- Hoping things will change

I'm typically invited in by MDs and CEOs, both within the UK and globally. They have successful and ambitious companies. They believe they have great sales people. However they have, perhaps reluctantly, identified that sales is a bottle neck for growth. 

They can be feeling frustrated at this and are willing to ask the question; Are my sales people really doing the best they can?

I'll be direct, I am not for everyone. Elevating great sales people to A players with sales training is a process, not an event.The reason people say No to me is because they don't want or believe they can control the sales process. They fear change and fear stepping outside their comfort zone.

If you genuinely have frustration about the wasted time and resources spent on proposals, pitches and quotes that go nowhere, maybe I can help. If you are anxious for your sales people to be selling more, for more, to better prospects, but aren't, perhaps I can help. Maybe you're annoyed knowing that your people have the potential to excel, to grow personally and in the process grow your bottom line.

I am challenging. I am brutal in my assessments. I am not hired for hugs and cuddles. I'm not looking for friends. I'm looking to make you money by giving you control by doing less, but better, on purpose for more. That's it!

If you want a brief but direct conversation about whether you really control the sales process and maximise time productively, then book a consult call @

www.uksmosthatedsalestrainer.com

UK's Most Hated Sales Trainer® 

Salesfinity

I help Coach the future cold calling stars of tomorrow for Salesfinity, globally.

Cold Calling Coach

The Brand Conspiracy & Associates ltd

Sales Consultant

ITPR

Sales Consultant (Freelance)

Afia

Toastmasters International

Member

Delete

Sales Development Consultant 

Providing telephone prospecting services for creative, digital, full service or brand agencies. I've set up and spoken to most global brands directors and managers, setting appointments. I opened closed doors.

☢ As the UK's Most Hated Sales Trainer® 🇬🇧 I'm definitely the nuclear option for you ☢

Only get me in once you've ruled out;

- Firing your weakest performers
- Hiring better salesmen
- Outsourcing your lead generation
- Increasing your prices
- Investing heavily in marketing
- Doing nothing
- Blaming everything else except your salesmen
- Hoping things will change

I'm a diversity, equity and inclusion Champion, except with those who disagree with me.

I'm typically invited in by MDs and CEOs, both within the UK and globally. They have successful and ambitious companies. They believe they have great sales people. However they have, perhaps reluctantly, identified that sales is a bottle neck for growth. 

They can be feeling frustrated at this and are willing to ask the question; Are my sales people really doing the best they can?

I'll be direct, I am not for everyone. Elevating great sales people to A players with sales training is a process, not an event.The reason people say No to me is because they don't want or believe they can control the sales process. They fear change and fear stepping outside their comfort zone.

If you genuinely have frustration about the wasted time and resources spent on proposals, pitches and quotes that go nowhere, maybe I can help. If you are anxious for your sales people to be selling more, for more, to better prospects, but aren't, perhaps I can help. Maybe you're annoyed knowing that your people have the potential to excel, to grow personally and in the process grow your bottom line.

I am challenging. I am brutal in my assessments. I am not hired for hugs and cuddles. I'm not looking for friends. I'm looking to make you money by giving you control by doing less, but better, on purpose for more. That's it!

If you want a very brief, but direct, conversation about whether you really control the sales process and maximise time productively, email or DM me.

uksmosthatedsalestrainer@gmail.com

Benjamin Dennehy

A guy walks into my bar.

Orders a pint of Pale Ale.
Then says he wants it for the price of half a pint.

So I tell him,
“Unfortunately, I can’t do that.
Perhaps you just have half a pint instead, if that’s as far as your budget can stretch.”

He kicks off.
“That’s insane! Ridiculous! How dare you! How do you live with yourself?”

So what did I do?
I gave him the pint.
At half price.

And for a fleeting moment, I thought:
“What a winner I am.”

No.

That’s not a win.
That’s failure dressed up as customer service.

Anyone who thinks that’s sales isn’t a salesperson.
They’re a shitty order taker.
And the world is full of them.

Real salespeople don’t cave to noise, guilt, or pressure.

They know their worth.
They hold their price.

The barman didn’t win.
He just taught the punter to ask for a discount next time, too.


- - 
Want to become a better salesman? Sign up here for early access to my VIP Black Friday Sale 👉🏼 https://vist.ly/4g3d3

Benjamin D.

The UK's Most Hated Sales Trainer® 🇬🇧 FOLLOW ME 🇬🇧

Most inbound leads are BS.

Tire kickers.
Time wasters.
Freeloaders.

People who want to steal your brain for free with zero intention of ever paying you.
And yet, you keep entertaining them.

Here’s the simplest way to fix it: charge for your initial call.

And before you start whining, “We can’t do that,” let me stop you.

I don’t want excuses. I want a valid reason.

And don’t say “None of our competitors do it.”
If none of your competitors are doing something, that’s usually a bloody good reason why you should!

You want a USP?
Start valuing your own time.

People who give for free need money.
People who charge for their time are often doing just fine.

(that rhymes, so it must be true)

So how do you do it? Simple.

When someone reaches out, I say:

“I really appreciate you wanting to speak. I get a lot of requests for chats.

To separate those who are just curious from those who genuinely need help, I ask you to book a consult call.


There’s a small fee, which comes off your investment if we decide to move forward.”

That’s it.

Polite, clear, professional.

What happened when I started doing this?
85% disappeared.
Good.
They were never buying anyway.

The remaining 15%?
They booked. They paid.
And my close rate went through the roof.

People who pay to talk to you are showing you something most leads never will… intent.

And if someone still wants to pick your brain, fine.

They can pay for the privilege.


- -

🤡 Stop giving away your expertise. Start selling it. 
Add your name for some Black Friday steals → https://l1nq.com/PDeQx

My first ever sales meeting was with a complete con man.

Peter ran a lead gen agency that hired me. 

For a month, I did nothing but listen to others make calls.

Then one morning, he told me I'd be joining him for a client meeting.

Big names. Fancy office. People in suits who looked like they'd eaten smaller agencies for breakfast.

The Chairman. The MD. The BD Director. 

And Peter - the man who could lie with a smile that'd make politicians blush.

He promised them the world. Leads, riches, fame.

The only problem?

- We didn't sell anything. 
- We just booked meetings.

Then came the punchline.

Peter looked at me and said, 

"Benjamin here is our most experienced account manager. He'll handle your campaign personally."

I was 4 weeks in. Hadn't made a single cold call. Didn't even know what half our clients actually did.

They all turned and stared at me. 

I said something - I still don't remember what - but it worked.

A week later, I landed my first meeting: 

The Times Newspaper. 


The client was thrilled.

That month, I booked 14 meetings.

Here's what I learned:

𝗙𝗮𝗸𝗲 𝗶𝘁 𝘂𝗻𝘁𝗶𝗹 𝘆𝗼𝘂 𝗺𝗮𝗸𝗲 𝗶𝘁.

And never underestimate how much creatives love hearing about themselves.

Looking back, I realize most of sales is exactly that. 
Acting confident before you feel confident.

Saying less, listening more.

Learning that half the battle is convincing yourself you belong in the room.

If you're new to sales, remember this:

- You'll screw up. 
- You'll bluff your way through. 
- But if you keep showing up, you'll get good.

And when you do, the people who once made you nervous will be asking YOU for advice.

The truth is, we all start somewhere. That terrifying first meeting taught me more about sales than any training ever could.

Sometimes the best lessons come from being thrown in the deep end.

Now, what about you? Do you remember your first cold call or sales meeting?

How did it go?

P.S. I'm opening up my VIP Club at 50% discount on Black Friday, get started for free here: https://lnkd.in/ebaRHhM5

Your cold call pitch sucks.
And I’m going to show you how to do it the right way, babycakes. 

The hardest part of building a 30-second pitch is figuring out what pain you actually fix.

Most salespeople go in with this lazy, beige nonsense:

“Not prospecting enough.”
“Not making enough money.”
“Not getting in front of enough people.”

That’s not pain.
That’s wallpaper.
They’re not pain indicators. 
They’re vague, sweeping statements that mean absolutely nothing.
It’s like casting a driftnet and hoping something, somewhere, bites.

And that’s why your cold calls flop.

Your pitch isn’t supposed to sound like a company brochure.
It’s supposed to make a prospect stop and think, 
“Hang on… that’s actually happening to me.”

So ask yourself:

🧠 What specific problem does your product actually fix?
🧠 What does that problem look like in the wild?
🧠 How would it show up in your prospect’s day before they even knew it was a problem?

Instead of, “We help sales teams prospect better.”
Say, “You’ve got reps who hide in their inbox instead of picking up the phone.”


Now you’ve hit a nerve.

Your job is to identify pain indicators… visible symptoms your prospect can recognise even if they don’t yet know what’s causing them.


Go ask your sales director, “What do we actually fix?”

See if they can answer without blurting out one of those boring, sweeping clichés.

I’ll bet most can’t.


- -
😈 Want to learn how to stop sounding like everyone else on the phone? Subscribe here and get your dirty mitts on some Black Friday stuff → https://vist.ly/4fg5c

Nailing recruitment prospecting? 
Completed it, mate.

Most sales calls start with:
“Hi, is now a good time?”
“I just wanted to introduce myself…”
“Can I have 5 minutes of your time?”

And that’s why you keep getting hung up on.

Here’s how I start mine:
“I’ll be upfront. This is actually a sales call.
You can hang up now, or give me 30 seconds and then decide.”

That line alone filters 90% of the nonsense.
Why? Because I’m not begging.
I’m leading.

(Ignore those who say they hate the line; they're the vocal minority, the Thunbergs of sales)

Then, in those 30 seconds, I go straight for the pain…

“I typically get invited in by healthcare groups who are sick of recruiters wasting their time.

“It’s often a race to the bottom with CVs that don’t match or candidates who would have been a good fit but inexplicably vanish…

“...or perhaps they talk big and deliver little. But you're probably gonna tell me that’s never happened to you?”

(Sarcasm is a beautiful thing when delivered right.)

They laugh. They disagree. They engage.
Because I may just have described their life.

The call flows naturally. I don’t pitch; I diagnose.

I ask how long it’s been going on.
What they’ve already tried to do to fix it.
Whether they think this is just the way things have to be.

Then, when they start venting (and they always do), I drop this:
“Look, I don’t know if I can fix it. I don’t know enough yet….

“But I have fixed it for many people. Let's pretend I could AND YOU BELIEVE IT…

“...is there any reason you wouldn’t want to meet for half an hour and explore it?”

They say yes.
Every time.

Because sales is about being real, calm, and in control of the frame, and nothing to do with being slick.

The best way to sell is to stop acting like a salesman.


- -
Want access to the exact frameworks I use on live calls?
Sign up here for early access to my VIP Black Friday Sale 👉🏼  https://bit.ly/43Rio50

I recently booked an appointment with a bloated loud mouth sales coach under an assumed name.

This bloke bangs on about making millions, his clients making millions, him being the best.

Ironically, he gives his time away for free to anyone who will book on his calendar. 

I'd no intention of showing up, just curious.

He sends an email saying "I'm in the meeting"

I ignore.

He sends another 5 minutes later asking me "Do I want to reschedule?"

Yup. He's definitely making millions when he seeks reschedules of FREE NO SHOWS.

A guru isn't a guru if they state it about themself. 

Here's me in San Antonio (today!)

https://bit.ly/43Rio50

CHECK out my Black Friday deal for the first 25 👆

#forgotmysidearm

I didn't invent a revolutionary sales method.

I just nuked the broken ones everyone else swears by.

When I started in sales, I noticed something bizarre happening.

Sales felt like a competitive sport. 
Two players battling it out. 
One trying to dominate the other.

Win → Lose. Never win → win.

That's when it clicked for me.

Sales wasn't about "winning" at all. It was about uncovering truth.

Just like in a courtroom.

- You present your case clearly. 
- You argue it effectively.

But the verdict?

That's completely out of your hands.

So I stopped seeing myself as a "salesman" trying to close deals.

I became an advocate for the right outcome.

My job wasn't to convince anyone of anything. It was to determine whether we should actually work together.

That meant accepting that "No Sale" could be the perfect result. As long as we reached it honestly.

Because there's a massive difference between:

→ Losing a deal because you sucked at selling
→ Walking away because the fit simply wasn't there

Here's how I started treating every sales conversation like a legal case:

1. Does this person actually have a problem I can solve?
2. Do they even acknowledge they have that problem?
3. Can they convince me they genuinely want to fix it?
4. Can they afford the time, money, and commitment it requires?
5. How and when will they realistically make this decision?

If I couldn't get clear answers to those questions, I wasn't going to waste time pretending I could sell them anything.

Too many salespeople chase symptoms without asking whether the patient actually wants the cure.

Once I flipped that entire mindset, everything transformed:

Shorter sales cycles. 
Fewer time-wasters. 
Dramatically better results.

Because when you sell like a lawyer building a case, you stop begging for the verdict and start controlling the entire process.

The question is:

Do you chase every single "maybe" that comes your way?

Or do you have the discipline to walk when the case simply isn't worth fighting?

P.S. I'm opening my VIP coaching club this friday, get started for free: https://lnkd.in/e-dbiau4

Sales is not a numbers game.
Stop saying it is.

If you’ve had 49 sales meetings in a row and didn’t close one, you don’t need “better numbers.”
You need to learn how to sell.

That result says one of two things:
1. You’re getting in front of the wrong people.
2. You’re getting in front of the right people…  and doing a terrible job.

Listen to Professor Dennehy:

Prospecting is a numbers game.
Selling is a skill.

Prospecting comes from gold mining.
You sift through a lot of dirt to find gold.

You’ll make a hundred calls, hit dozens of dead ends, but somewhere in there are the few who actually need what you’ve got.

That’s the game.

You can’t predict when you’ll strike gold, so you keep digging.
But once you’re in front of someone, once you’ve found the gold, you can’t blame “the numbers” anymore.

That’s where skill kicks in.
That’s where structure, process, and conversation actually matter.

If you keep saying “sales is a numbers game,” it’s probably because your numbers are crap.

So, stop hiding behind the statistics.
Get trained. Get better.

Or keep pretending another 49 meetings will somehow make you good at your job.



- -
Want to learn how to stop wasting meetings and start closing them?

Sign up here for early access to my VIP Black Friday Sale → https://vist.ly/4gcfz

Most salespeople don't fail because they lack skill.

They fail because they're not in control.

Painful truth, right?

But it's the one frustration I hear most when people first reach out to me.

They say things like:

→ "I can't seem to move deals forward."
→ "They keep saying they'll think about it."
→ "Prospects just go quiet."

Here's what's really happening:

𝗧𝗵𝗲𝘆'𝗿𝗲 𝗿𝗲𝗮𝗰𝘁𝗶𝗻𝗴. 𝗪𝗮𝗶𝘁𝗶𝗻𝗴 𝗳𝗼𝗿 𝘁𝗵𝗲 𝗽𝗿𝗼𝘀𝗽𝗲𝗰𝘁 𝘁𝗼 𝗹𝗲𝗮𝗱. 𝗛𝗼𝗽𝗶𝗻𝗴 𝗳𝗼𝗿 𝗮 𝗺𝗶𝗿𝗮𝗰𝗹𝗲 𝘁𝗵𝗮𝘁 𝗻𝗲𝘃𝗲𝗿 𝗰𝗼𝗺𝗲𝘀.

And it's not their fault. It's what they were taught.

We're raised to believe that the person with the money is the one in charge.

That they have the power because they can buy.

Wrong.

Money has no power unless someone agrees to take it.

Ever tried to buy something but the seller refused? A display stereo, maybe.

You're waving cash, begging them to take it, and they still say no.

Who had the power then? Not you.

It's the same in sales.

If you act like the person with the money controls the game, you'll always play defense.

You'll wait for approval instead of leading the process.

That belief shapes your behavior. And your behavior shapes your results.

Here's the fix:

𝗖𝗵𝗮𝗻𝗴𝗲 𝗵𝗼𝘄 𝘆𝗼𝘂 𝘁𝗵𝗶𝗻𝗸 𝗮𝗯𝗼𝘂𝘁 𝗰𝗼𝗻𝘁𝗿𝗼𝗹.

Start acting like the one deciding if the deal goes ahead, not begging for it.

Ask the questions, don't just answer them.

Disqualify fast, not last.

That's when selling becomes fun again.

You stop chasing. 
You start leading. 
And deals start closing faster because you're finally the one driving.

If you don't fix this, the cost isn't just lost sales. It's your confidence.

And once that goes, you're done.

So tell me this, when was the last time you felt in control of your sale?

The budget sucked, but Black Friday doesn't have too!


TONIGHT at midnight (UK time/ 3pm PST / 6pm CST / 7pm EST,)

I'm doing something for 25 lucky sales people

I'm opening my VIP Coaching Club at 50% OFF for the first 25 to book.



Why is this insane?

Because direct coaching with me costs $450 per hour.

My VIP members get 40  weeks of group coaching PLUS 12 private 1:1s annually and 12 x LIVE Q&A's, minimum!

Do the math. That's worth over $10,000 in coaching alone.


But here's why I'm doing it:

I'm sick of watching salespeople waste money on courses they'll never finish. Watching the same videos over and over, hoping something will finally click.


Courses don't transform you. Coaching does.




So for Black Friday only, I'm opening 25 VIP spots at half price:

👊40 weeks of LIVE group coaching with me

👊12 private 1:1 strategy sessions per year

👊12 x LIVE Q&A's

👊120+ hours of Sales Matrix training


This isn't recorded content you watch alone at 2am.

This is me, personally coaching you virtually every week, fixing your mistakes in real-time.


The catch?


Only 25 spots. 

Opens Thursday midnight GMT / 3pm PST / 6pm CST / 7pm EST


Why so limited?


Because I personally coach every member. I know everyone's name, their deals, their struggles.

I refuse to dilute that by letting everyone in.


READ FULL DETAILS HERE https://bit.ly/43Rio50


P.S. If you've been watching from the sidelines while others get direct coaching and wondering when it'll be your turn... Friday is your shot. Don't miss it.

taplio

The Battle

Kevin Casey

Benjamin Dennehy

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The Battle

Kevin Casey

Benjamin Dennehy

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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

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Performance ScoreKevin Casey's LinkedIn Performance