Boomer and a Millennial Walk Into a Coffee Bar

Hosted by Dan Eskelsen and Chase Eskelsen

Business Education

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Apr 2025

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About the show

The very best podcast for you to get real world examples of business, marriage, finances, and life in general from a Boomer and a Millennial. Chase Eskelsen (millennial) and Dan Eskelsen (boomer) share the behind the scenes plan for why BAM was started and where it will go from here. This podcast is a product of FerskenED. For more information, visit our website at www.FerskenED.com .

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34 recent

April 4, 202528 min

Gen Z, Influencers, and Selling You Things You Don’t Need – Featuring Scout

We brought in a Gen Z guest, Scout, to put her to the test—can she handle the tough questions a Millennial and a Boomer throw her way? Spoiler alert: She didn’t just handle them, she schooled us.Scout takes us inside the world of social media influence, breaking down how TikTok creators turn followers into buyers—sometimes convincing people they need things they really don’t. Is it just marketing, or is society broken when influencers shape our spending habits? We debate the ethics, the reality, and what it means for the future of consumer culture.Get ready for a raw, unfiltered take on Gen Z’s perspective, the influencer economy, and why we’re all just one viral video away from clicking “Add to Cart.”

February 13, 202524 min

Gen Z, You're Fired! (Again?) – A Gen Z Joins the Debate

In this episode of A Boomer and a Millennial Walk into a Coffee Bar, we’re mixing it up with a fresh perspective! We invited Scout, a sophomore in university, to represent Gen Z and weigh in on last week’s discussion about why Gen Z is getting fired more than any other generation. Is it really about work ethic, or are employers failing to adapt to a new way of working?We revisit key points from our last episode, from the rise of remote work challenges to shifting workplace expectations and the generational clash over communication styles. But with Scout in the hot seat, we’re getting real about what Gen Z actually thinks—about job loyalty, hustle culture, and whether or not they even want to work a 9-to-5.So grab your coffee and join us for this lively, unfiltered conversation between three generations. Will Scout convince the Boomer and Millennial that Gen Z has it figured out? Or will this be one of those "kids these days" moments? Either way, it’s going to be a good one.Our Gen Z guest steps up to defend her generation while a Millennial and a Boomer come ready with questions, challenges, and maybe a little shade. From TikTok trends and social media to work culture and cancel culture, nothing’s off the table.Can Gen Z's defender hold her ground, or will experience win the day? Expect bold opinions, plenty of laughs, and maybe a few surprises along the way.Who do you side with?

December 20, 202432 min

The Harsh Realities of Gen Z Employees: Are They Ready for the Workplace?

Gen Z is here, but are they ready for the workforce? Many are falling behind with a focus on feelings over results, effort over impact, and consuming rather than creating. Social media and instant gratification have left them unprepared for the grind of the real world! Is it their fault—or just the way the modern world shaped them? Let’s break down the hard truths about Gen Z in the workplace and ask the big question: just because it’s different, does it mean it’s wrong?

November 22, 202435 min

Generation Z Uncovered: What Makes Them Unique in a Changing World

Explore the unique world of Generation Z and what sets them apart from other generations. From their deep connection to technology and social media to the challenges of growing up in a rapidly changing world, this discussion delves into the values, behaviors, and perspectives that define them. Whether you're part of Gen Z or simply curious about this dynamic generation, gain fresh insights into their experiences and how they're shaping the future.

November 22, 202429 min

Millennials vs. Boomers: The Wildest Scam Stories and How to Spot a Fraud

From shady warranty calls to “too-good-to-be-true” investment schemes, scams come for all of us—just in different ways! In this episode, millennials and boomers trade tales of the strangest frauds they've faced, revealing just how far scammers will go to cash in. Whether it's the old-school pyramid scheme or a new-age crypto con, there’s something for everyone here!Tune in to get savvy on the red flags to watch out for—and remember: just because it’s different, doesn’t mean it’s wrong!

November 8, 202425 min

·Avoid Retirement Regret: Smart Savings & Investment Tips for a Comfortable Future

In this video, we dive into the key strategies you need to know for planning a successful retirement. From maximizing employer-sponsored plans like your 401k or 403b to understanding how IRAs and Roth IRAs can boost your savings, we've got you covered. If your employer offers matching contributions, you're leaving money on the table if you're not taking advantage of it—find out how to make the most of it. Plus, we’ll break down how compound interest works its magic over time. Whether you're just getting started or already thinking ahead, this video gives you practical, real-world tips for building a strong retirement plan. Let’s make sure your financial future is as secure as possible!

October 31, 202424 min

How to Make Your Money Last in Retirement: Budget Tips and Insights

Are you ready to uncover the hidden costs of retirement and set yourself up for financial freedom? In this episode, we dive deep into the real expenses that catch retirees off-guard—from rising healthcare and transportation costs to surprising food and entertainment expenses. Whether you’re a Millennial, Gen X, or Boomer, we’ve got actionable tips to help you boost your retirement savings, maximize compounding interest, and protect yourself from tax surprises! Tune in and learn how to make your retirement years worry-free and full of possibilities!

October 26, 202430 min

Understanding Insurance: A Simple Guide to Protecting Your Assets

In this episode, we break down the essentials of insurance in a way that makes it all click. From car wrecks and deductibles to life insurance and home coverage, we’ll guide you through why you pay what you pay and how to protect what matters most. Ever wonder why lenders require insurance for loans? We’ve got you covered.Get ready for a straightforward, yet engaging look at how insurance works, with a few surprises sprinkled in. A must-watch if you're ready to take control of your financial safety net!

October 17, 202426 min

Understanding Different Types of Loans: A Comprehensive Guide

Ready to dive into the world of loans without getting swallowed by the sharks? From payday loans that seem tempting but can trap you in a financial whirlpool to title loans that put your wheels at risk, we’re breaking it all down! Discover the sneaky fees, the shocking interest rates, and the key questions to ask before signing on the dotted line. Whether you're borrowing for an emergency or considering options, we’ll help you navigate the waters safely. Get ready to empower yourself and make smart money moves!

October 10, 202436 min

Credit: It’s Like Paying for a Cheeseburger in 2035

Why is debt so stupid? Loans are great… or terrible? Listen to the 7 reasons Chase hates debt as he kicks off the episode. Don’t miss “Saint Dan’s” thoughts on loans. Join us for a lively discussion on the ups and downs of higher education and its impact on your wallet! We dive into the wild world of college majors and explore the financial implications of choosing the right path. We unpack how different generations tackle student loans and the pitfalls of borrowing. Get ready to rethink the notion of “emergencies” and discover why a solid education fund is the real superhero for future generations. Plus, we’ll share tips on building your emergency fund without the stress! Tune in for a fun-filled episode packed with savvy financial insights and advice you won't want to miss!