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Gen Z, Millennials, Boomers: Who's Really Winning the Generation Wars?

Good morning, Happy Wednesday! We’re halfway through the week.

Generations are often portrayed as being at odds. Whether it's about work ethic, spending habits, or the latest TikTok trends, Gen Z, Millennials, and Boomers each have their own distinct perspectives. But beyond the stereotypes, who’s really coming out ahead in the battle of generations?

Gen Z, Millennials, Boomers: Who's Really Winning the Generation Wars? (Part 1)

Introduction: The Generation Showdown You Didn’t Know You Needed

We’ve all heard the jokes—Boomers can’t figure out their smartphones, Millennials are drowning in student debt and brunch, and Gen Z, well, they’re basically glued to TikTok. But what really separates these generations? And more importantly, who’s got it all figured out? In this two-part face-off, we’re going to explore the quirks, habits, and life hacks of Boomers, Millennials, and Gen Z to settle this once and for all—or at least until the next meme comes along.

Meet the Generations: Quick and Dirty

Boomers (born 1946-1964):
The OG generation that literally gave us rock ‘n’ roll, muscle cars, and... casseroles? They’re the ones who used to call people on landlines and think emojis are tiny hieroglyphics. Boomers were raised on the "American Dream," which included buying a house for the price of a sandwich and working at the same job for 40 years (pension included, obviously).

Millennials (born 1981-1996):
Ah, Millennials—the generation that’s caught somewhere between "I remember VHS tapes" and "Wait, how does TikTok work again?" They survived dial-up internet and still remember the trauma of hearing "You’ve Got Mail!" They were told to go to college, get a good job, and live the dream—except the dream involved student debt, avocado toast, and renting well into their 30s.

Gen Z (born 1997-2012):
If Gen Z could be summed up in one word, it would be #vibes. This is the first generation that’s never known a world without WiFi. They don’t “surf” the web—they live in it. But don’t be fooled by their screen-time hours; Gen Z’s calling out injustices, organizing movements, and turning their side hustles into legit businesses before they even finish high school.

Technology: Swipe Left or Right?
Boomers: Remember life without the internet? They do. Boomers were around before we could Google everything from "how to boil an egg" to "is that mole normal?" They had encyclopedias—actual books—for that.
Millennials: They straddled both worlds—pre- and post-internet. Millennials had to survive the buffering days of dial-up and then learn to keep up with smartphones and social media. Talk about whiplash.
Gen Z: Gen Z has never met a WiFi signal they didn’t like. They’ve been swiping, scrolling, and streaming since birth. Honestly, they probably think the phrase "hang up the phone" means you threw it in the air and caught it.

Work Attitudes: The 9-to-5 vs. The 24/7 Grind

Boomers: "Find a job, stick with it, retire, repeat." Boomers believed in job loyalty, pensions, and probably still have a drawer full of those plaques for "Employee of the Month."
Millennials: Oh, Millennials. They watched their parents slog through the 2008 recession and said, "Yeah, no thanks." Cue the birth of side hustles, digital nomads, and the endless pursuit of "work-life balance" (whatever that means).
Gen Z: These kids are rewriting the playbook. They want jobs that pay, offer flexibility, and make them feel good about the world. Four-day workweeks? Yes, please. Office hours? Hard pass.

Spending Habits: Splurge vs. Save
Boomers: Bought houses for the price of a used car and never looked back. They splurged on family vacations, cars, and, if you ask Millennials, all the affordable real estate.
Millennials: The recession hit them hard. They’re masters of budgeting, forever renting, and saving up for brunch. Houses? Maybe... someday.
Gen Z: They’re a cautious bunch. Growing up in the shadow of economic uncertainty (thanks, Millennials!), they’re saving more than they spend. But when they do splurge, it’s on experiences and sustainability—think eco-friendly clothes or concert tickets.

To Be Continued...

And there you have it—the lay of the generational land. But don’t worry, we’re just getting started. In Part 2, we’ll break down the stereotypes, myths, and surprising truths about Boomers, Millennials, and Gen Z. Spoiler: Not everything you read on Twitter is true (shocking, we know).

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Test your Halloween knowledge! Can you guess which country started the tradition of carving Jack-O'-Lanterns? Hint: It wasn't always pumpkins! 🎃🕵️‍♂️

Check your answer at the end of today’s newsletter!

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Answer to Today’s Trivia: Ireland! The tradition of carving Jack-O'-Lanterns started with the Irish, who originally used turnips before switching to pumpkins after they arrived in America.