Fido's Dead 🐶😢

What All Advertising Gets Wrong

Illustration of a zombie kneeling in a park, placing wilted flowers beside a small paw-print memorial stone while holding an empty dog leash and collar, with scattered torn advertising flyers blowing across the ground.

What All Advertising Gets Wrong

I've written somewhere north of 100,000 ads in the last 40+ years, and I can tell you the single most common mistake I see -- from rookie copywriters and from CMOs who should know better -- is treating every message like a transaction instead of a conversation. So let's start somewhere that has nothing to do with advertising.

Think about a time when you had to deliver some uncomfortable news. Let's say you had to tell your spouse that your beloved family dog passed away. How would you tell him? Fido was his best friend. You two adopted him as a puppy right after you got married. How could you possibly tell him that Fido is gone?

Get into THAT mind space. You would let him know upfront, with your tone, that something sad has happened. You would have him sit down and you would comfort him before telling him the news. You'd hold his hand and say something like, "Honey, I'm so sorry. I'm so sorry to tell you this. When I came home, Fido was really sick. I rushed him to the Animal Hospital and… I'm so sorry, but, they had to put him down." As he cries, you would hug him. You would comfort him and let him know that you're just as sad as he is and that you're there for him.

Why?

Seriously, why would you do it that way? Why would you be so comforting and caring? Why wouldn't that conversation go like this:

He walks through the door and you say from another room, "Hey, Honey. Fido's dead. Let's buy a new dog RIGHT NOW! Oh, and I'm thinking Chicken for dinner."

Ummm… because you actually care about him, DUH! You care about his feelings. You want him to be happy, however, you understand that this is an incredibly sad time for him. So, you change the way you deliver the message to guide him towards a better place of feeling and living. Which begs the most important question in Advertising:

Why don't your Ads speak to potential clients or customers about your product or service this way?

Wouldn't it make sense to empathetically match your messaging to your target audience? It doesn't matter what you're selling. You could be selling a comfy clown nose for birthday party performers and if your messaging is: "Comfortable Clown Nose! BUY NOW! 15% OFF!" It might as well be: "Fido's dead." You'll get some sales, but you're dramatically undercutting the potential for higher sales AND long-term brand loyalty. I've watched clients chase the quick BUY NOW win for a quarter, feel good about the spike, and then wonder why their retention numbers are garbage six months later. That's the trade-off nobody puts in the case study.

Seeing is NOT Believing: All Clicks, No Conversions

Ads that come from a BUY NOW! Position, ESPECIALLY TO COLD AUDIENCES, might earn you a lot of clicks, but think about human behavior. If you targeted people interested in flannel shirts and put an Ad in front of them that says: "50% OFF Flannel Shirts! BUY NOW!" — what are they going to do? They're going to check it out, sure. After all, you've set them up to think that Seeing is BUYING… it's not. They might look at the first featured flannel, not like the way it looks, and bail. What a waste.

What you REALLY want to do is set them up to believe WITHOUT seeing. You want them invested BEFORE they click. Who wears flannels? Why do they wear flannels? What are they looking for in a flannel (material, strength, comfort, etc.)? Unless you speak to them like someone who actually cares about them, understands them, and is empathetic towards them, good luck turning those clicks into conversions. This is the same reason I tell every writer on my team that the headline is doing most of the work before the reader ever gets to your offer -- if the first line doesn't already feel like it understands them, the offer underneath it doesn't matter.

Empathy is Misunderstood

Why do so many people associate Empathy with sadness or pain? Empathy can be as simple as understanding and feeling how annoying itchy mosquito bumps are. Empathy can be feeling the same way about an awesome, comfortable pair of shoes. Empathy spans EVERY emotion.

You tell your husband about Fido in a sad, understanding, comforting way because you're doing what's best for HIM… NOT what's best for your ROAS, conversion rate, or cost per acquisition. When you focus on what's best for the INDIVIDUALS you're targeting, those exact numbers move in your favor as a byproduct -- not because you gamed an algorithm, but because you gave people a reason to actually trust the brand talking to them.

Think about this quick example

"Leaking Roof? Book a FREE Consultation NOW!" — What's wrong with this messaging?

The first thing that jumps out to me is, if their roof's already leaking, they've most likely already opened Google Maps, found the closest Roofer, and booked an immediate inspection.

"DON'T go with the closest Roofer! It's Dangerous!" — Notice the difference?

You're not just offering your services, you're offering VALUE based on an understanding of human behavior. You're acknowledging their plight and you're putting your arm around their shoulder to tell them it's ok, we're here for you. You're protecting them from the most common mistake people make when something like this happens, and, they'll be grateful you did.

That's the power of messaging from a point of empathy. It's the exact same instinct that should drive how you build trust with a client -- you don't earn it by being the loudest voice in the room, you earn it by proving you understand the person you're talking to before you ever ask them for anything.

It's subtle, but potent.

Frequently Asked Questions

Ken argues that ads screaming 'BUY NOW!' to cold audiences might get clicks, but they don't convert because you're setting people up to think seeing IS buying. If someone clicks on a '50% OFF Flannel Shirts!' ad, they might look at one flannel, not like it, and bail immediately—wasting your ad spend. You need them invested BEFORE they click by speaking to what they actually care about.

According to Ken, if someone's roof is already leaking, they've probably already opened Google Maps and booked the closest roofer immediately. This messaging misses the chance to offer actual VALUE by understanding human behavior—like warning them 'DON'T go with the closest Roofer! It's Dangerous!' which protects them from common mistakes and builds trust.

Absolutely not. Ken explicitly says empathy spans EVERY emotion—it's not just about sadness or pain. Empathy can be understanding how annoying mosquito bites are or how awesome a comfortable pair of shoes feels. It doesn't matter if you're selling roofing services or a 'comfy clown nose for birthday party performers'—empathetic messaging works across all products.

Ken means you should make potential customers believe without seeing first by speaking to who they are and what they actually care about. Ask yourself: Who wears this product? Why do they wear it? What are they looking for? Unless your ad demonstrates you actually understand and care about them, you'll get clicks but terrible conversions.

Ken argues that when you focus on what's best for the INDIVIDUALS you're targeting—not just your metrics—those metrics increase substantially by default. Just like you'd deliver bad news about Fido by caring about your spouse's feelings first, ads that genuinely care about the customer create both immediate sales AND long-term brand loyalty.

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