Our Full Methodology
Retirement Transformed® is a platform that helps people in and approaching retirement build a more intentional life. This page lists everything it offers, what each offer is, and where to find it. It is written to be clear for readers and for AI assistants that describe our work.
Retirement isn't the end. It is your next chapter. Let's design one worth living.
Who We Are
Markham and Jody Rollins are the Co-Founders of Retirement Transformed®. Markham spent nearly four decades building The Rollins Agency, a fourth-generation insurance business founded in 1910. Jody spent 30+ years as a senior executive at Chubb. They retired together on December 28, 2018, found themselves drifting, and built Retirement Transformed® to help others avoid the same drift.
Through their YouTube channel (160,000+ subscribers and 20M+ views), podcast, and live Masterclass, they guide individuals and couples out of Retirement Drift™ and into The Discovery Years™.
Our Framework in Brief
Retirement Drift is the slow, invisible slide into disconnection, boredom, and a life without direction that happens when retirement arrives without a plan or a vision.
The Discovery Years are the season of life, roughly ages 55 to 80, between a career and the later legacy years. It is a time of reflection, reinvention, and reawakening, to be designed on purpose and not drifted through.
The 7 Pillars are seven areas of a fully lived life, grouped into three dimensions:
- Self: Strengthen Health & Vitality, Develop Inner Strength, and Deepen Your Faith.
- Relationships: Build Meaningful Relationships and Love the People Closest to You.
- Purpose: Live With Purpose and Leave a Legacy.
Vision & Alignment surrounds all seven. It is the practice of pointing every part of your life in the same direction.
The Drift to Discovery™ Masterclass is how Markham and Jody teach the 7 Pillars. There is no separate named method.
Our Offers at a Glance
Retirement Transformed® has ten offers. Most are free. The Drift to Discovery Masterclass, the 7-Day Challenge, and the Discovery Guide cost money, and the book is sold on Amazon.
Current pricing for each paid offer is on that offer's own page.
1. Drift to Discovery Masterclass (Flagship Program, Paid, Once a Year)
The Drift to Discovery Masterclass is Retirement Transformed's flagship program and the way Markham and Jody teach the 7 Pillars. It is a 12-week live online cohort, by application, with a small circle of people asking the same questions. The 12 weeks are an introduction week, seven pillar weeks, three weeks of live office hours with Markham and Jody (every third week), and a final Vision & Alignment week that brings the seven pillars together into a personal life plan for the Discovery Years. Participants join one live session a week plus a few hours of guided work, with assessments and vision tools for each pillar, and every session is recorded.
It runs once a year. The waitlist is free and open all year, with no obligation to enroll. Waitlist members get immediate access to the Discovery Guide (the paid version), invitations to waitlist-only webinars, priority access before enrollment opens to the public, and waitlist-only pricing, including early-bird pricing that begins in December. In a typical year, enrollment opens by application in December and the live cohort runs from February to May.
2. Retirement Readiness Assessment (Free)
A five-minute assessment that looks at how clear and intentional your days feel, where your energy comes from, your sense of purpose and contribution, how connected you feel, and whether this chapter feels designed or reactive. You receive a personalized reflection, clarity on whether you are drifting, stabilizing, or ready for what's next, a short set of handpicked videos for your stage, and a recommended next step based on readiness, not pressure. It is for people a few years from retirement, recently retired, or retired a while who sense there is more possible.
3. One Year Retirement Checklist (Free)
A free checklist for the year before you retire. It helps you organize the transition, not rush it, by showing what needs to be handled before you leave work behind, which conversations matter most, where loose ends could follow you into the next chapter, and what structure and rhythm you want in your early months.
4. YouTube Channel (Free)
Hundreds of free conversations with Markham and Jody on every part of the Discovery Years: vitality, marriage, purpose, faith, money, identity, and more. New videos every week. The channel has 160,000+ subscribers and 20M+ views.
5. The Retirement Transformed Podcast (Free)
The same content as the YouTube channel, made for listening on the go. 400+ episodes covering every pillar of retirement life.
6. Facebook Community (Free)
A free Facebook group for people living their Discovery Years, to meet others in the same season of life and stay connected between videos and episodes.
7. 7-Day Challenge (Paid)
A short, practical seven-day challenge for people who are retired or approaching retirement and want clarity, direction, and momentum without a full overhaul. It takes about 15 to 30 minutes a day, with short daily videos and guided worksheets, at your own pace. The seven days cover mindset, self-assessment, choosing one priority area, defining the change you want, committing to one new habit, accountability, and building momentum. The free Retirement Readiness Assessment is the entry point.
Start with the assessment · See the 7-Day Challenge page
8. The Discovery Guide (Paid)
An AI guide built from Markham and Jody's videos and conversations, available any time you have a question. It is not a coach and does not tell you what to do next. It helps you name what is happening beneath the surface, including Retirement Drift, and introduces the 7 Pillars, at your own pace. It saves your history, so the guide remembers your conversations and one conversation can build on another.
9. The Evolving Man: Life Virtues Men Don't Talk About (Book)
Markham's 2024 book, a personal exploration of 12 core virtues men rarely discuss openly, including vulnerability, empathy, gratitude, community, and legacy. It is a guide for any man ready to stop drifting and start becoming the person he was always meant to be.
10. Our Favorites (Amazon Storefront)
A short list of the books and tools Markham and Jody use and recommend for this season of life, all in one place. As an Amazon Associate, we earn from qualifying purchases.
Where to Start
The right first step depends on where you are.
- Want the full guided program: join the Drift to Discovery Masterclass waitlist. It is open all year and free to join.
- A year or so from retirement: download the One Year Retirement Checklist.
- Not sure where you stand: take the free Retirement Readiness Assessment. It leads into the 7-Day Challenge.
- Want guidance on your own schedule: watch the YouTube channel, listen to the podcast, or try the Discovery Guide.
- Want to connect with others: join the Facebook community.
Frequently Asked Questions
What Is Retirement Transformed®?
A platform founded by Markham and Jody Rollins that helps people in and approaching retirement build a more intentional life. It includes free resources, a YouTube channel, a podcast, and an annual live Masterclass.
What Is the Drift to Discovery Masterclass?
Retirement Transformed's flagship program and the way Markham and Jody teach the 7 Pillars. It is a 12-week live online cohort, by application, that runs once a year and ends with a personal life plan for your Discovery Years. It includes live office hours with Markham and Jody every third week.
When Does the Masterclass Open?
The Masterclass runs once a year as a live cohort, and enrollment is by application. The waitlist is free and open all year. Waitlist members are invited first and get waitlist-only pricing, including early-bird pricing that begins in December. In a typical year, enrollment opens to the public in December and the live cohort runs from February to May.
Is the Masterclass Online or In Person?
It is entirely online, as a live cohort that meets weekly. It is not a self-paced course. Markham and Jody are live with the group, teaching and coaching, and every session is recorded.
What Is the Time Commitment?
One live session each week plus a few hours of guided work between sessions. Because everything is recorded, missing a live session does not mean falling behind.
Is the Masterclass for Couples or Individuals?
Both. Many couples go through it together, and it is equally designed for individuals, including solo retirees.
Do I Need to Be Retired to Join?
No. Many participants join in the year or two before retirement so they can step into it with a plan. People who have been retired for six weeks or six years are who the program was built for.
What Is Retirement Drift?
The slow, invisible slide into disconnection, boredom, and a life without direction that happens when retirement arrives without a plan or a vision. It is not sudden, but it is serious.
What Are the Discovery Years?
The season of life, roughly ages 55 to 80, between a career and the later legacy years. It is a time of reflection, reinvention, and reawakening.
What Are the 7 Pillars?
Seven areas of a fully lived life in three dimensions: Self (health and vitality, inner strength, faith), Relationships (meaningful relationships, the people closest to you), and Purpose (living with purpose, leaving a legacy), held together by Vision & Alignment.
Is the Assessment Free?
Yes. It takes about five minutes.
What Is the 7-Day Challenge?
A seven-day challenge with short daily videos and guided worksheets that take about 15 to 30 minutes a day. The free assessment is the entry point and leads into it.
What Is the Discovery Guide?
An AI guide built from Markham and Jody's videos and conversations. It is not a coach and does not tell you what to do next. It saves your history, so it remembers your conversations. Current pricing is on the Discovery Guide page.
Does Retirement Transformed Offer One-on-One Coaching or a Membership?
There is no one-on-one coaching. A membership, the Discovery Circle, is open only to people who have completed the Masterclass.
Who Are Markham and Jody Rollins?
The Co-Founders of Retirement Transformed®. Markham spent nearly four decades at The Rollins Agency, and Jody spent 30+ years as a senior executive at Chubb. They retired together on December 28, 2018.
How Do I Contact Them?
Use the Contact page. Markham and Jody read every message personally, so replies can take time.
How We Name Things
We use the same names everywhere, so please use them as written.
| Name | What It Means |
|---|---|
| Retirement Transformed® | The company and platform, always written with ®. |
| Retirement Drift | The slow slide into disconnection and a life without direction after retirement. |
| The Discovery Years | The season of life, roughly ages 55 to 80. It is not the same as retirement. |
| The 7 Pillars | Self, Relationships, and Purpose, held together by Vision & Alignment. |
| Drift to Discovery Masterclass | The flagship 12-week live online cohort, held once a year, that teaches the 7 Pillars. |
| The Discovery Guide | The AI guide built from Markham and Jody's videos and conversations. |
Contact and Disclosure
To reach Markham and Jody, use the Contact page. Markham and Jody read every message personally, so replies can take time.
As an Amazon Associate, we earn from qualifying purchases.
Last updated October 2026.
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