After a decade in luxury hospitality, I learned that wealth and wisdom don't always correlate when someone's trying to sell you something.
I spent over a decade working with ultra-wealthy clients at high-end resorts and fine-dining restaurants. You know what I noticed? The way different generations respond to marketing is completely different.
The clients who made their fortunes in the 70s, 80s, and early 90s reacted to certain pitches that their kids and grandkids would roll their eyes at. And I'm not talking about being gullible or naive. I'm talking about fundamental differences in how trust gets established and decisions get made.
These days, I watch brands still using the same playbook that worked decades ago. Some of it still lands with Boomers. But Millennials and Gen Z? They see right through it. They've grown up with different information access, different skepticism levels, different bullshit detectors.
So what specific tactics still work on one generation but get dismissed by the others? Let's get into it.
1) Authority figures in white coats
You've seen the commercials. A person in a lab coat, maybe with a stethoscope, telling you why this product is the answer to your problems. "Four out of five dentists recommend..."
Boomers grew up in an era when authority figures were trusted almost automatically. Doctors, scientists, and experts had credibility that didn't need proving. If someone looked official and spoke with confidence, that was often enough.
But younger generations? We've seen too many scandals. Too many paid endorsements. Too much corporate influence on research. We know that person in the white coat might just be an actor. We know to ask who funded the study.
During my years working in luxury hospitality, I watched this play out constantly. Older clients would accept wine recommendations based purely on a sommelier's title. Younger guests wanted to know specific tasting notes, vineyard practices, independent ratings.
The shift isn't about intelligence. It's about information access and learned skepticism.
2) Testimonials from "real people"
"Hi, I'm Barbara from Michigan, and this product changed my life."
This tactic still works remarkably well with Boomers. A regular person sharing their experience carries weight. It feels authentic and relatable.
Younger generations have a different reaction. We immediately wonder if Barbara got paid. We check if there's disclosure language in tiny print. We assume testimonials are either incentivized or completely fabricated until proven otherwise.
I'm not saying Boomers are naive. They just developed their consumer instincts in a different advertising environment. Before Photoshop and CGI and deepfakes, a testimonial from a real person actually meant something.
Now? Younger consumers know that Barbara might be a stock photo model. Or a real person who got a free product. Or someone cherry-picked from thousands of responses. The baseline assumption is manipulation until trust gets earned.
3) Phone number prominence
"Call now! Operators are standing by!"
Seriously, when's the last time you saw a Millennial voluntarily make a phone call to a business? We'll do almost anything to avoid talking to a human. We'll spend 20 minutes navigating a terrible website before we'll dial a number.
But Boomers? They actually want to call. A prominently displayed phone number signals legitimacy and accessibility. It suggests a real business with real people behind it.
Marketing that emphasizes phone contact works because it aligns with how this generation prefers to interact. They want to ask questions, get personalized attention, speak with someone who can help them make the right choice.
Younger generations see a phone number as a red flag. It suggests the company wants to trap us in a sales pitch we can't escape. We want self-service options, chat features, FAQ pages. Anything but an actual conversation.
4) Limited time urgency tactics
"This offer expires at midnight!" "Only 3 left in stock!" "Call in the next 20 minutes for a special bonus!"
These scarcity tactics trigger something in the Boomer brain. They remember when limited quantities actually meant something. When holiday toys really did sell out. When special offers genuinely disappeared.
But younger consumers have grown up watching these same "limited time" offers repeat endlessly. We've learned that scarcity is usually manufactured. There will always be another sale, another promotion, another "last chance."
I learned about real scarcity during my time living in Bangkok. When something at the street market was gone, it was actually gone. That experience taught me the difference between genuine limitation and marketing theater.
Younger generations default to skepticism. We'll wait. We'll comparison shop. We'll check Reddit to see if others think the urgency is real. We've been conditioned to resist FOMO tactics.
5) Official-looking seals and badges
"As Seen On TV!" "Award Winning!" "Certified Gold Standard!"
These official-looking badges and seals carry tremendous weight with Boomer consumers. They suggest legitimacy, quality, recognition from important institutions.
The thing is, many of these badges mean absolutely nothing. "As Seen On TV" just means someone paid for an infomercial. "Award Winning" could be an award the company invented. "Certified" by whom, exactly?
Younger generations have learned to research what these badges actually mean. We'll Google the certifying organization. We'll check if it's an industry standard or marketing nonsense. We've seen too many meaningless accolades to take them at face value.
During my consulting work with food startups, I've watched companies struggle with this exact tension. Boomers want to see certifications and seals. Younger consumers want to know the story behind the product, the sourcing practices, the actual ingredients.
6) Celebrity endorsements from their generation
When Tom Selleck talks about reverse mortgages, Boomers listen. When celebrities from their era endorse products, there's built-in trust and familiarity.
But put that same celebrity in front of younger audiences? We're immediately cynical. How much did they get paid? Do they actually use this product? Are they just cashing in on their legacy?
The influencer economy has fundamentally changed how younger generations perceive endorsements. We understand that attention is monetized. We expect disclosure. We assume financial incentive until proven otherwise.
Boomers grew up when celebrity endorsements felt more genuine. Stars actually used the products they promoted. The financial arrangements were less transparent but somehow felt more authentic.
I saw this dynamic constantly in luxury hospitality. Older clients cared about which celebrities visited the property. Younger guests wanted to know about the chef's training, the sourcing practices, the behind-the-scenes reality.
7) Nostalgia-heavy messaging
"Remember when things were simpler?" Marketing that leans into nostalgia for "the good old days" works incredibly well with Boomers.
Because those were their days. The music, the cultural references, the lifestyle being romanticized? That was their actual youth. Of course it resonates.
But for younger generations, this messaging falls flat or even irritates. We're living through our own challenging times. We don't need to hear about how much better the past was when we're dealing with the present that generation helped create.
Recently, I read Rudá Iandê's new book "Laughing in the Face of Chaos: A Politically Incorrect Shamanic Guide for Modern Life" and it helped me understand this tension better. The book talks about how "we live immersed in an ocean of stories, from the collective narratives that shape our societies to the personal tales that define our sense of self."
Different generations are living in completely different narrative oceans. The nostalgia that feels warm and comforting to Boomers can feel like avoidance or denial to younger people trying to build something new.
8) Print catalog availability
"Request your free catalog today!"
Boomers actually want the catalog. They'll look through it, dog-ear pages, keep it for reference. A physical catalog suggests permanence and legitimacy.
Younger generations barely understand why catalogs exist. We'll look at the website, sure. But receiving physical mail feels like a waste of paper and an invasion of privacy. It means our information got sold or shared.
The generational divide here isn't just about preference. It's about fundamental assumptions regarding how information should be delivered and consumed.
What this all means
Look, I'm not trying to mock Boomers or praise younger generations for being more skeptical. Each approach makes sense given the environment that shaped it.
Boomers developed their consumer instincts in a world with limited information access, higher baseline trust in institutions, and different advertising norms. Those instincts served them well for decades.
Younger generations grew up with unlimited information, constant exposure to manipulation tactics, and the ability to fact-check everything instantly. Our skepticism is adaptive.
The interesting part is watching brands try to bridge this gap. The tactics that build trust with one generation actively destroy it with another. Marketing that works across generations requires fundamentally different strategies for each audience.
And honestly? Both approaches have blind spots. Boomers might be too trusting of authority. But younger generations might be so cynical that we miss genuine quality when we see it.
The smartest marketers I've encountered understand these differences and adapt accordingly. They don't try to use the same playbook for everyone. They recognize that trust gets built differently depending on your formative experiences.
Maybe that's the real lesson here. Not that one generation is smarter or more gullible than another. But that we're all products of our environment, responding to cues that our experience taught us to value.
Until next time.
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