Breaking up, The Bachelor & growing up billionaire w/ Madi Prewett Troutt

Breaking up, The Bachelor & growing up billionaire w/ Madi Prewett Troutt

Madi Prewett Troutt and her husband, Grant Troutt, join Matt & Abby to share their whirlwind love story—from meeting on a blind date to their three-month engagement. They address rumours about the cost of their wedding, talk about becoming parents, and reflect on what Grant learned growing up with his father being a billionaire. Madi opens up about their breakup, why she kept her pregnancy a secret at first, and Grant shares why he refuses to watch The Bachelor. This episode is sponsored by Cash App, Nutrafol and BetterHelp. Cash App: Download Cash App Today: https://capi.onelink.me/vFut/kssum24w #CashAppPod As a Cash App Partner, I may earn a commission when you sign up for a Cash App account. Cash App is a financial services platform, not a bank. Banking servicces provided by Cash APp's bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. Visit cash.app/legal/podcast for full disclosures. Nutrafol: Visit https://nutrafol.com and enter promo code UNPLANNEDPOD for $10 off any order and free shipping when you subscribe. BetterHelp: Visit https://BetterHelp.com/unplannedpodcast today to get 10% off your first month. Chapters: 00:00 - Madi Prewett Troutt 01:03 - Being new parents 11:17 - Taking care of a newborn 16:20 - Why we were shocked when we got pregnant 17:28 - Why I didn't tell my husband I was pregnant 24:14 - When you don't know what a blind date is 29:53 - What my dad learned after becoming a billionaire 40:44 - Addressing misconceptions about my wedding 51:26 - Why I refuse to watch the Bachelor 54:33 - Breaking up with Madi 56:30 - Introducing my ex-boyfriend to my family Learn more about your ad choices. Visit podcastchoices.com/adchoices

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We're pregnant with our rainbow baby

We're pregnant with our rainbow baby

Today's episode is sponsored by Shopify, Pocket Pivot, Little Spoon, and Upwork. Shopify: Sign up for your one-dollar-per-month trial today at https://shopify.com/unplanned Pocket Pivot: Text UNPLAN...

25 Mars 1h 15min

Modern Masculinity, Feminism, & Raising Boys in 2026

Modern Masculinity, Feminism, & Raising Boys in 2026

Matt and Abby open up about what it feels like to raise boys in a moment where conversations around masculinity feel louder and more polarized than ever. They unpack the difference between healthy and...

18 Mars 1h 8min

Confronting George Kamel on credit cards, student loans, and financial infidelity

Confronting George Kamel on credit cards, student loans, and financial infidelity

George and Whitney Kamel join Matt & Abby for an honest conversation about money, marriage, and what financial freedom actually looks like behind the scenes. Known from The Ramsey Show and Smart Money...

11 Mars 1h 36min

Remembering our daughter, the due date & our first marriage conference

Remembering our daughter, the due date & our first marriage conference

As they approach the due date of the daughter they lost last September, Matt and Abby open up about how this season has truly felt, how they’re coping with grief in everyday life, and what healing loo...

4 Mars 56min

Never Have I Ever w/ My Parents *TEA SPILLED*

Never Have I Ever w/ My Parents *TEA SPILLED*

Matt’s parents are BACK and we made a questionable decision: play 'Never Have I Ever' together. We cover sexting, stalking an ex, reading each other’s private diaries, parenting fails, marriage bounda...

25 Feb 1h 2min

Brock, Boston & Kesley on Mormon taboos, surviving a plane crash, and waiting til marriage

Brock, Boston & Kesley on Mormon taboos, surviving a plane crash, and waiting til marriage

This week, Brock and Boston Mikesell join Matt & Abby for an honest conversation about growing up viral, getting married young, and navigating life as twin brothers in the public eye. Brock shares wha...

18 Feb 1h 27min

Married Couple Answers Your Relationship Dilemmas (Cheating, Performance Anxiety, & Sleep Divorce)

Married Couple Answers Your Relationship Dilemmas (Cheating, Performance Anxiety, & Sleep Divorce)

Matt & Abby answer your real relationship dilemmas, no filters. From cheating and performance anxiety, nothing is off the table. Honest advice, awkward questions, and conversations most couples avoid....

11 Feb 1h 5min

Addressing your assumptions about us

Addressing your assumptions about us

Matt & Abby respond to the assumptions people make about their marriage, money, parenting, and life online. From sex, swearing, and social media, nothing is off the table. It’s honest, self-aware, and...

4 Feb 1h 1min

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