PODCAST · society
The Bailey Way Podcast
by Durelle & Samantha Bailey
Hosted by Durelle and Samantha Bailey — married for nine years and building life side by side — this show is a real, unfiltered look at what it takes to grow together intentionally.We believe marriage should be aspirational. Structured. Strategic. Not accidental.Each week, we share honest conversations about relationships, financial alignment, business, faith, personal growth, and the systems that have helped us move from instability to ownership — and from survival to vision.This isn’t about pretending to have it all figured out. It’s about choosing alignment, choosing growth, and building on purpose — the Bailey Way.
Episodes
-
How to Fight Fair in Marriage: Communication, Conflict Resolution & Lessons From 10 Years of Being Married
The marriage you see today isn't the marriage Samantha and Durelle always had. After nearly 10 years together, this The Bailey Way episode shares some of the hardest seasons of their marriage, from trust issues and anxiety to explosive arguments, communication breakdowns, and moments that tested...
-
Why Couples Should Travel Together: Marriage, Memories & Seeing the World
From Dubai at 19 to the Swiss Alps, Japan, Singapore, and one unforgettable trip to Bali that went completely wrong, Samantha and Durelle look back on the adventures that shaped their relationship. In this episode of The Bailey Way, they share their favorite destinations, their very different...
-
How to Use a $0 Down VA Loan to Buy a Home and Start Building Wealth
Samantha and Durelle didn’t start building wealth because they already had money. They started because one taco night introduced them to a military benefit they didn’t even know they had. In this episode, they sit down with Veterans United loan officer Katie Rose to unpack how VA loans work, why…
more -
How We Built Our Life Together: Money, Career Pivots & Walking Away From the “Safe” Path
The life we built required us to stop treating “safe” like the ultimate goal. In this Best of The Bailey Way episode, we revisit the money decisions, career pivots, sacrifices, and leaps of faith that changed our future, from combining finances to walking away from medicine and retiring Samantha…
more -
What 9 Years of Marriage Taught Us About Love, Partnership & Choosing Each Other
Nine years of marriage have taught us that love is only the beginning. The real work is learning how to keep choosing each other through change, conflict, distance, money, expectations, and growth. In this Best of The Bailey Way episode, we revisit the lessons that shaped our marriage, from...
-
Don’t Let Your Past Dictate Your Future: Healing Childhood Trauma & Breaking Generational Cycles
What happens when everything you grew up around tells you what your life is supposed to look like, but you decide to build something different? In this episode of The Bailey Way, Durelle opens up about growing up without stability, moving 12 times by age 12, living in motels, navigating a…
more -
Making Scary Pivots: Why I Walked Away From Medicine to Become an Entrepreneur
What happens when the life you worked years to build is no longer the life you believe you’re supposed to live? In this episode of The Bailey Way, Samantha and Durelle unpack one of the biggest pivots of their marriage: walking away from Durelle’s path to becoming a doctor and betting on the...
-
Should Married Couples Combine Finances? Money, Boundaries and Building a Life Together
Should married couples combine their finances, or is it healthier to keep some things separate? In this episode of The Bailey Way, Samantha and Durelle get real about the system they use to manage money in their marriage, why they believe financial transparency builds trust, and how they balance...
-
How We Survived Long Distance & Built a Life Together | How We Met Part 2
What does it take to turn a long-distance relationship into a life together? In Part 2 of their “How We Met” story, Samantha and Durelle revisit the sacrifices, risks and unexpected moments of provision that carried them from Nova Scotia and Florida to Dubai, military basic training and…
more -
Slid Into His DMs at 19… Now We’ve Been Married for 9 Years | How We Met Part 1
Before the businesses, the marriage, the home, and the life they've built together, Samantha and Durelle Bailey were two nineteen-year-olds living in different countries with no mutual friends, no plan, and no idea where one simple conversation would lead. In Part 1 of their love story, they…
more -
Is Your Spouse Supposed to Make You Happy? Lessons After 9 Years of Marriage
In this episode, Samantha and Durelle Bailey unpack one of the biggest misconceptions about marriage: that your partner is responsible for your happiness. Drawing from nearly a decade of marriage, they share how therapy, personal growth, emotional healing, and faith transformed their relationship...
-
We’re Having a Baby! Our Pregnancy Announcement and First Trimester Reality
In one of our most personal episodes yet, Samantha and Durelle Bailey open up about the moment they found out they were expecting, the emotional rollercoaster of the first trimester, and why pregnancy has been nothing like they imagined. From discovering they were pregnant just before boarding a...
-
Get You a Wife That Doesn't Play About You: Marriage, Boundaries & Standing Up for Yourself
People see confidence. What they don't always see is the journey it took to find it. In this episode of The Bailey Way, Durelle and Samantha Bailey share the real stories behind some of their biggest lessons on self-respect, boundaries, and standing up for the people you love. From the gym…
more -
Is Cohabitation Replacing Marriage? Why Fewer People Are Getting Married
In this episode, Samantha and Durelle Bailey unpack the cultural, economic, and personal factors driving modern relationship trends. From shifting gender roles and financial independence to fear of commitment, social media, family history, and the search for the "perfect" partner, they explore…
more -
Marriage Is the Biggest Business Decision You’ll Ever Make
In this episode, Samantha and Durelle Bailey challenge the way we think about marriage by exploring why choosing a spouse is one of the biggest life and business decisions you'll ever make. From finances and communication to shared values, long-term vision, and building wealth together, they…
more -
Why We Waited 9 Years to Start a Family
After 9 years of marriage and 12 years together, Samantha and Durelle Bailey finally open up about why they chose to wait, what they learned during that season, and how their very different childhoods shaped the parents they hope to become. On today’s episode of The Bailey Way, their conversation...
-
I Retired My Wife at 31: How We Left Corporate & Military Life
In this episode of The Bailey Way, Samantha and Durelle Bailey share the full story behind one of the biggest decisions of their lives: leaving their corporate and military careers to pursue entrepreneurship, content creation, and a life built on purpose. From Samantha's dream of climbing the...
-
You See Our Life Online… But Here’s Our Real Story | The Bailey Way Official Trailer
Welcome to The Bailey Way Podcast with Samantha and Durelle Bailey. People see the lifestyle, the travel, the marriage, the business, and the beautiful moments online. But what they do not always see is the work behind it: the conversations, decisions, sacrifices, healing, communication, faith…
more -
God Had a Plan Before We Did — The Bailey Way Origin Story
Maximize Your Savings With A HYSA TODAY : https://secure.money.com/pr/n1559693f5b4 What happens when love is bigger than your bank account? In Part 2 of The Bailey Way origin story, Durelle and Samantha pick up right where they left off — and it only gets better. From an emotional goodbye in Nova...
-
How We Met- She Slid In HIS DM's
Maximize Your Savings With A HYSA TODAY : https://secure.money.com/pr/n1559693f5b4 She slid in his DMs. He lied about his age. They met in two different countries. This is how The Bailey Way started! Before the brand, before the marriage, before the life they built together — there was a girl in...
-
The Real Reason Couples Fight About Money (It's Not What You Think)
Can money actually make or break your marriage? We get raw and real about the one topic most couples avoid — finances. From combining bank accounts to setting up a budget that actually works, we break down exactly how they've built both a strong marriage AND a wealthy life by treating money as a...
-
"Are You Happy In This Marriage" What Your Answer SAYS ABOUT YOUR FUTURE!
Is Marriage Really About Happiness? Durelle and Samantha get real about what happiness in marriage actually looks like after 9 years together. They break down why happiness is an inside job, how emotional safety changed everything in their relationship, and why marriage isn't supposed to make you...
We're indexing this podcast's transcripts for the first time — this can take a minute or two. We'll show results as soon as they're ready.
No matches for "" in this podcast's transcripts.
No topics indexed yet for this podcast.
Loading reviews...
ABOUT THIS SHOW
Hosted by Durelle and Samantha Bailey — married for nine years and building life side by side — this show is a real, unfiltered look at what it takes to grow together intentionally.We believe marriage should be aspirational. Structured. Strategic. Not accidental.Each week, we share honest conversations about relationships, financial alignment, business, faith, personal growth, and the systems that have helped us move from instability to ownership — and from survival to vision.This isn’t about pretending to have it all figured out. It’s about choosing alignment, choosing growth, and building on purpose — the Bailey Way.
HOSTED BY
Durelle & Samantha Bailey
CATEGORIES
Loading similar podcasts...