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The Inappropriate Guide to Buying an Engagement Ring

Buy Like a Guy

Release Date: 05/23/2025

Ep. 95 - Remembering Pat Finn show art Ep. 95 - Remembering Pat Finn

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Pat Finn is a well-known actor, comedian, and writer with over 25 years of experience in the entertainment industry. He's appeared in numerous TV shows and movies, including The Middle, Seinfeld, “It’s Complicated,” and the “I Am Chris Farley” documentary.  He has an almost endless list of professional accomplishments, and I wanted him on the show because he’s also a husband, father, and regular guy who really seems to “get” the whole jewelry thing.  Here is Pat's IMDB link: We’re going to discuss his own experience of buying an engagement ring, how he was clueless...

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Ep. 94 - Get the Ring Right: Budget, Stones and Why Every Guy Needs a Good Jeweler show art Ep. 94 - Get the Ring Right: Budget, Stones and Why Every Guy Needs a Good Jeweler

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You survived the first round—now it’s time for the next level of buying her a ring. In Part II, Andy and Carter Eve dive into the stuff most guys never ask: setting a real budget (without three-months-salary BS), the truth about lab-grown vs. natural diamonds, and why having a trusted jeweler is your secret weapon. What You’ll Learn in This Episode: How to set a budget you won’t regret (and why it’s nobody’s business but yours) The pros and cons of lab-grown vs. natural diamonds—what actually matters, and what’s just hype How to redesign family rings without losing the...

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Ep. 93 - The #1 Mistake Guys Make Buying Her a Ring (And How to Avoid It) show art Ep. 93 - The #1 Mistake Guys Make Buying Her a Ring (And How to Avoid It)

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Ever feel like buying an engagement ring is a minefield? You’re not alone. In this episode, Andy talks with Carter—a custom jeweler who’s helped hundreds of guys get it right—about the biggest mistakes men make, how to actually get her the ring she wants, and why the “surprise” isn’t what you think it is. What You’ll Learn in This Episode: The #1 mistake guys make when buying a ring—and how to avoid it Why just “surprising her” is mostly dead (and what actually works now) How to figure out her style (even if she sends you a million new ideas after you buy) The...

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Ep. 92 - Part II: The Truth About Natural Diamonds: Beauty, Character & Meaning show art Ep. 92 - Part II: The Truth About Natural Diamonds: Beauty, Character & Meaning

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Ever wonder how a diamond actually gets from deep in the earth… to a jeweler’s case… to her hand? Part II of Andy’s conversation with Ari Jain from House of Diamonds uncovers the real, behind-the-scenes process of how natural diamonds are mined, cut, graded, and selected — long before a consumer ever sees them. If you’ve ever held a diamond and thought, “Why does this tiny thing cost so much?” This episode gives you an honest, insider explanation. Ari’s eight-generation lineage, starting in Jaipur’s royal courts, brings a rare perspective on craftsmanship,...

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Ep. 91 - Natural Diamonds: Nature's Greatest Masterpiece with Ari Jain show art Ep. 91 - Natural Diamonds: Nature's Greatest Masterpiece with Ari Jain

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Thinking about buying an engagement ring — or trying to decide between a natural diamond and a lab-grown diamond? This episode cuts through all the noise, hype, and half-truths in the diamond world.   Part I of Andy's conversation with Ari from House of Diamonds (an eight-generation diamond expert with roots in Jaipur's royal gemstone trade) dives into the emotional, spiritual, and practical realities of buying a natural diamond — from the meaning behind natural stones to why warmer colors are making a comeback.   If you're a guy trying to buy the right stone for the woman you...

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Ep. 90 - How to Buy Your First Luxury Watch Without Getting Scammed show art Ep. 90 - How to Buy Your First Luxury Watch Without Getting Scammed

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Thinking about buying your first real watch? Here's what the dealers won't tell you about ghost listings, fake prices, and why that "deal" you found online doesn't actually exist. Part II of Andy's conversation with Christian Bruhn from The Art of Time dives into the messy reality of buying luxury watches in 2025 — where online listings lie, auction prices mislead, and first-time buyers get burned by doing their own "research."   What You'll Learn in This Episode: Ghost listings exposed: Why that Rolex Daytona you found online for $8K cheaper probably doesn't exist (and what luxury...

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Ep. 89 - The Art of Time: How to Buy a Real Watch with Christian Bruhn show art Ep. 89 - The Art of Time: How to Buy a Real Watch with Christian Bruhn

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When a guy decides he wants a real watch — something with meaning, quality, and story — he walks straight into a jungle of hype, counterfeits, and confusion. In this two-part conversation, Andy Koehn talks with Christian Bruhn, founder of The Art of Time and former member of the 75th Ranger Regiment, about the world of luxury watches, collecting with intention, and buying your first Rolex or high-end timepiece the right way. They cover everything from building trust in a world full of fakes to spotting real value, avoiding ghost listings, and understanding what makes a watch worth...

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Diamonds As Bad Investments show art Diamonds As Bad Investments

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Episode Overview Andy takes on the YouTube critics and industry cynics head-on, delivering a family legacy perspective on why dismissing diamonds as "bad investments" completely misses the fucking point. From his grandfather's 1919 start in the business to today's lab-grown revolution, this episode cuts through the financial advisor bullshit to reveal what diamonds are really worth. Key Takeaways The Investment Reality Check: Not once has Andy heard someone say "I'd like your finest appreciating asset, please" Diamonds end up on fingers of teachers, truck drivers, accountants - people marking...

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The Four C's (Part 2)-Clarity and Carat Weight show art The Four C's (Part 2)-Clarity and Carat Weight

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Chapter 2: The Four C's (Part 2)  Episode Overview Andy finishes the Four C's conversation with Clarity and Carat Weight, delivers his legendary Diamond-to-Steak conversion chart, and cuts through the industry's microscopic bullshit to give you what actually matters when you're standing in that jewelry store. Key Takeaways The Clarity Reality Check: She doesn't need a flawless diamond unless she specifically asked for one - she just wants it to look that way Clarity grades are determined by gemologists with microscopes, not naked eyes in natural lighting The difference between...

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The Four C's (Part 1) show art The Four C's (Part 1)

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Episode Overview Andy breaks down the diamond industry's "sacred scripture" - the Four C's - but cuts through the BS to give you what you actually need to know. This is part one of a two-part deep dive into diamond grading, focusing on Cut and Color. Key Takeaways The Bottom Line on Diamond Education: You'll spend roughly 2 hours of your entire life discussing the Four C's Don't overthink it - learn enough to have an intelligent conversation with a pro Find someone you trust to guide you through the rest Why the Four C's Exist: Created by GIA in the 1940s to standardize diamond grading...

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More Episodes

This is the first installment of the audiobook version of my book The Inappropriate Guide to Buying an Engagement Ring. I’ll be releasing one chapter a week, right here in the podcast feed. If you'd rather read the whole thing now (because waiting is for people in line at the DMV), you can grab the full book on Kindle or paperback by clicking here

Full transcript below (Oh and hey! This is all copyrighted so don't steal my shit.)

 This is the "Inappropriate Guide to Buying an Engagement Ring- Irreverent Wisdom From an Industry Insider. Short, Simple, and Straight to the Point."

Introduction: I don't care what's under the hood of my car. I'm pretty sure there's an engine in there, but I'll be damned if I know what it's about.

And frankly, I don't care. I wanna go fast when I need to and slow when I don't. That's it. Good to go.

Some guys get off on knowing every detail about their engine. The compression ratios, the torque curves, the whole mechanical circle jerk. They're the same guys who can tell you the exact temperature their bourbon was aged at or why their guitars, pickups are superior to every other pickup ever manufactured.

But here's what 30 years in the trenches of the diamond business has taught me. Buying an engagement ring isn't about becoming an expert. It's about doing something incredible for someone you love.

Somewhere between the YouTube rabbit holes about ideal cut grades and the forums full of guys comparing certification numbers like fantasy football stats, we've lost the plot. You are not here because you woke up thinking, man, I really need to learn about crystalline structures today.

You're here because you found someone who makes your, he beat faster and you want to do this right? The problem is the diamond industry has turned what should be one of life's most romantic moments into something that. Feels like studying for a final exam you never signed up for. And that's why I wrote this book, not to turn you into some diamond grading savant, but to give you just enough knowledge to work with someone who actually knows their stuff.

Think of it as your cheat sheet for navigating this world while keeping your sanity intact. And yes, I'm mostly addressing the guys buying rings for their girlfriends in this book. But if you're buying for your boyfriend or you're a woman buying for your girlfriend, the advice works just the same. The diamond doesn't give a damn who's wearing it and neither do I.

What matters is what that ring symbolizes between two people who found something that's worth keeping. I've spent years watching guys walk into my store looking like they're about to face a firing squad.

Armed with printouts of diamond specs and enough anxiety to power laws Vegas for a week. There are shell-shocked veterans of a war they never needed to fight. . So here's what I'm going to do.

I'm gonna cut through the bullshit and tell you what actually matters. Not the marketing hype or technical jargon, but the real deal, the stuff that makes a difference when you're standing there ring in hand, heart pounding about to ask the biggest question of your life. We'll cover just enough technical stuff to keep you informed, but more importantly, we'll talk about finding someone you can trust to handle the heavy lifting. Because this isn't about becoming a diamond expert, as I've said, it's about making a moment unforgettable.

There are plenty of great professionals who live. For helping people like you create those perfect moments. Your job isn't to become one of us. It's to find one of us. You click with. So grab a beer, get comfortable, and let's cut through the noise together.

By the time we're done, you'll know exactly how to handle this whole ring thing without losing your mind, your savings or your romantic soul in the process. Now buckle up and let's do this.

If you'd like help finding a jeweler closer to home, email me at andy@buylikeaguy.com and I'll do my best to put you in touch with some of the best jewelers on earth.

Music credits: Preacher Man by Miles Neilson and The Rusted Hearts, used with permission. A killer band with original songs that get stuck in your head.  They're awesome.

Listen To Preacher Man on Spotify: https://open.spotify.com/track/7ImcaJKIk0ZVtPzuUVV4vc?si=80581c74a9be4987