We’ve Been Where You Are.
Two careers. Six kids. One big question: what now?
We’ve Been Where You Are.
Two careers. Six kids. One big question: what now?
Their story
The Question Retirement Couldn’t Answer.
Markham Rollins spent nearly four decades building The Rollins Agency, a fourth-generation insurance business his great-grandfather founded in 1910. Jody spent 30+ years as a senior executive at Chubb managing teams and driving strategy.
When it came time to step away, they made a decision that surprised even them: they retired on the exact same day.
December 28, 2018.
Markham had watched his own father retire at 65 and struggle. He lost his identity, his community, his sense of purpose, almost overnight. Markham didn’t want that for either of them. And together, they knew there had to be a better way.
The turning point
They Followed the Plan. And Then They Got Lost.
At first, Markham and Jody did what everyone said they should. They traveled. They relaxed. They celebrated. And for a while, it felt like the reward they had earned.
But slowly, quietly, something shifted. The days started to blur. The purpose that had driven them for decades (the identity, the structure, the sense of contribution) had disappeared almost overnight. They were drifting. And they knew it.
“Every day felt like a Saturday. And after a while, that stopped feeling like a gift.”
That experience, disorienting, humbling, and ultimately transformative, became the foundation of everything Retirement Transformed® stands for. From that season of searching, the 7 Pillars were born: a framework built not from theory, but from personal necessity. Self. Relationships. Purpose.
A deeper calling
What Their Son Taught Them About Living.
In May of 2023, Markham and Jody’s son Markham IV was diagnosed with Stage IV colon cancer. Over the months that followed, their family walked through treatments, setbacks, moments of hope, and ultimately profound loss.
But what stays with them is not how Markham IV faced death. It’s how he chose to live. He traveled. He ran marathons. He strengthened friendships. He loved deeply. He did not postpone living.
The lesson wasn’t that life is short.
It was that life is precious.
His story reshaped the way Markham and Jody understand their mission. The question they now bring to every person they work with is something deeper.
How do you want to live: fully, intentionally, until the very end?
That question is now at the heart of everything Retirement Transformed® does.
Meet Markham & Jody
A few conversations to help you see what's possible. Watch a handful of episodes below: real stories, real questions, and the kind of honesty that only comes from having lived through it themselves. Then explore the full library on YouTube.
The work
Helping Thousands Design Their Discovery Years™.
Since 2018, Markham and Jody have built one of the most active retirement communities in the country, showing up consistently through their YouTube channel, podcast and, live Masterclass cohort.
160,000+ subscribers · 20M+ views
YouTube
Where the conversation started
Every week, Markham and Jody sit down and talk through what it actually feels like to redesign a life, not the highlight reel, the real one. Purpose, vitality, marriage, identity, money, mortality. Nothing is off the table.
It's the same honesty that built a community of over 160,000 people who no longer feel alone in this chapter.
WATCH US ON YOUTUBE
436 episodes · Updated weekly
The Podcast
For the drive, the walk, or the quiet morning
Don't miss out on anything we post on YouTube. All the same content on the go. 436 episodes and counting, covering every pillar of retirement life in depth: purpose, health, relationships, identity, money, and everything in between.
Listen regularly to help navigate retirement or as we call it, the Discovery Years™, one honest conversation at a time.
Listen to the PodcastHeld Annually · Join the Waitlist
The Masterclass
Where clarity becomes a plan
The Drift to Discovery™ Masterclass is a 12-week live online cohort built around the same 7 Pillars that reshaped Markham and Jody's own retirement, with live office hours with them every third week. You won't do it alone. You'll build your plan alongside a community walking the exact same road.
Join the waitlist now and get access to The Discovery Guide™, Exclusive Webinars and waitlist-only pricing.
JOIN THE WAITLISTHeld Annually · Join the Waitlist
The Masterclass
Where clarity becomes a plan
The Drift to Discovery™ Masterclass is a 12-week live online cohort built around the same 7 Pillars that reshaped Markham and Jody's own retirement, with live office hours with them every third week. You won't do it alone. You'll build your plan alongside a community walking the exact same road.
Join the waitlist now and get access to The Discovery Guide™, Exclusive Webinars and waitlist-only pricing.
JOIN THE WAITLIST
Markham’s Book
The Evolving Man
Life Virtues Men Don’t Talk About
In 2024, Markham published his first book, a deeply personal exploration of the virtues men rarely discuss openly: vulnerability, empathy, gratitude, community, and legacy.
Through 12 core virtues, personal stories, and reflective questions, it’s a guide for any man ready to stop drifting and start becoming the person he was always meant to be.
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Get the bookReady to Find Out Where You Stand?
Take the free Retirement Drift™ assessment and get a clear picture of your Discovery Years™ across all 7 pillars.
Take the free assessment