What I Expected
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What I Expected

ABOUT THIS PODCAST 🔗

Real conversations so you know what to expect. What I Expected is a podcast for women in their 30s, 40s, and 50s about what to really expect—before you experience it.


So much about life has changed since your grandmother's day, and the advice she passed down doesn't always fit the world you're actually living in. Think of this as that same wisdom, updated for modern life: your toolkit for the purchases, the changes, and the moments you wish someone had prepped you for. What to ask and what to plan for before you spend your money, your time, or your peace of mind.


Host Holly Bohn Pittman, a former CMO and CEO who knows marketing spin when she hears it, talks with experts and women who've been there. It's not a lecture. It's the advice you'd get from your closest girlfriends, minus 47 unread messages: honest, no-nonsense answers and zero pressure to keep up.


New episodes every Tuesday, from buying guides and first-time experiences to perimenopause, menopause, and the harder moments no one prepares you for. For women who'd rather hear it straight from a friend than find out the hard way.

Health & Fitness
Fashion & Beauty
Arts
How To
Education
Hosts:
Update frequency:
weekly
Average audio length:
31 minutes
Guest interviews
English
United States
7 episodes
since Aug. 18, 2026
episodic
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IN THIS PODCAST 🔗

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LATEST EPISODE 🔗

Behind What I Expected, Part 2: From Entrepreneur to CEO & Back Again

Behind What I Expected, Part 2: From Entrepreneur to CEO & Back Again

· transcript
Send us Fan Mail In Part 1, Kristie and I talked about how I went from starting See Jane Work to nearly losing everything during the financial crisis, moving into corporate America, becoming a CMO and CEO, and eventually deciding at 52 to take another leap of faith. In Part 2, we get into why I sta…
00:39:24
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PREVIOUS EPISODES

Buying Fine Jewelry, Part 2: Understanding Jewelry Lingo So You Know What You’re Getting

Buying Fine Jewelry, Part 2: Understanding Jewelry Lingo So You Know What You’re Getting

· transcript
Send us Fan Mail Have you ever looked at a piece of jewelry online and thought, “Okay…but what am I actually buying?” Waterproof. Hypoallergenic. Gold vermeil. Gold-plated. 14k. 18k. Sterling silver. Platinum. Jewelry descriptions can start to feel like their own language—and the words on the produ…
00:22:29
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Behind What I Expected, Part 1: From Entrepreneur to CEO & Back Again

Behind What I Expected, Part 1: From Entrepreneur to CEO & Back Again

· transcript
Send us Fan Mail A few people have asked me the obvious question: Who am I, how did I get here, and why should anyone care what I think about shampoo, jeans, skincare or anything else I’m reviewing? So for this episode, I’m switching seats. Instead of asking the questions, I asked my friend Kristie…
00:29:13
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Buying Fine Jewelry, Part 1: Diamonds, Lab vs. Natural & What to Know Before You Buy

Buying Fine Jewelry, Part 1: Diamonds, Lab vs. Natural & What to Know Before You Buy

· transcript
Send us Fan Mail Have you ever wanted to buy a diamond or another piece of fine jewelry, but felt like you should already know what you’re doing before you walk into the store? This episode is for you. I sit down with Nicole Nettles, owner of Blue Water Jewelers, and Kashmir Elkin, an engagement ri…
00:26:08
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Hair After 40: Thinning, Gray, Frizz, and What You Can Do About It

Hair After 40: Thinning, Gray, Frizz, and What You Can Do About It

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Send us Fan Mail Your ponytail's suspiciously thinner, your texture's changed, the grays multiplied, and suddenly your hair requires a negotiation. I sit down with Sherry Diedrich—my stylist for more than a decade, and someone who's guided women through this exact shift for 40 years …
00:35:26
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Watches 101: The "No-Stupid-Questions" Guide to Buying a Nice Watch

Watches 101: The "No-Stupid-Questions" Guide to Buying a Nice Watch

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Send us Fan Mail Have you wanted to buy a "nice" watch but were too embarrassed to ask the basic questions at the counter? This one's for you. I sit down with Sara Seifert, Publisher of WatchTime Magazine, to answer all the questions people are afraid to ask when buying a fancy watch…
00:39:00
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Pilates: What to Expect Before Your First Lesson

Pilates: What to Expect Before Your First Lesson

· transcript
Send us Fan Mail Pilates has been having a moment online lately, especially reformer Pilates — and I remember exactly how overwhelming that felt when I was starting out. In this episode, I sit down with Amy Ulmer, a certified Pilates instructor I personally train with and trust, to break it all dow…
00:24:54
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