If you’re right here right now, you know that the old traditional retirement of winding down into a life of leisure only is not gonna cut it–especially for high achievers who are used to go-go-go in a modern life with lots of success, engagement, achievement, and purpose…

So thank you for being here 🙏

Unlike most people, you know there’s more opportunity and possibility ahead…

Than the typical traditional retirement transition.

Private Retirement Coaching with Cyn Meyer

Traditional Retirement Advice Falls Short

Let’s be honest. Retirement isn’t always the blissful “golden years” they promise in those pretty cruise pictures.

Whether or not you’re a cruiser, there is a honeymoon period–and for many, once the honeymoon period ends…

The Quiet Ache

mature lady sitting pondering

A quiet ache – the loss of structure, the fading of identity, the absence of achievement and clear goals… You might look around and think, “I should be enjoying this… but why do I feel restless, unmotivated, or rudderless and stuck?”

More to Life than Money

steve and jeanette gardner

In the same way that there’s more to life than money, there’s more to retirement planning than JUST financial planning. Most people just fall into the stereotypical retirement rut where they only plan for the nest egg part.

Turns out, retirement readiness is wayyy less about money, and tons more about purposeful living...

Purposeful Living

A reason to get out of bed each morning that isn’t just to “fill the time”

 

 

Purposeful Identity

A sense of achievement, accomplishment, and contribution where you share your unique gifts and still feel (very) relevant

 

Seamless Transition

The right structure and rhythm that give your days meaning and momentum

 

 

Meaningful Engagements

Connection, passion, and that spark of curiosity that makes life feel vibrant

 

But without that clarity on that purposeful transition, too soon do decades pass by – and it’s not pretty… 

You don’t need to get stuck in the retirement gap – there’s a real way out.

How to Close the Gap Between Where You Are Now…
And the Retirement You Actually Want

Financial planning is just the tip of the iceberg. 

The truth is, most traditional retirement advice leaves out the very things that make a smooth transition into retirement. 

The things that clarify where you’d even want to spend your money, time, and energy. Things like:

  • Purpose 
  • Passions
  • Contribution
  • Sense of belonging
  • Accomplishments
  • Freedom
  • Self-care
  • Feeling relevant
  • Spontaneity
  • Love
  • Spirituality
  • Self-actualization
what's below the retirement surface?

Here’s the truth most retirement plan specialists never tell you:

The reason you don’t feel fully alive in this chapter of life isn’t because you don’t have enough hobbies… or because you need more trips, friends, hobbies, money, or distractions.

Stereotypical retirement consultants not only focus solely on financial planning, but they also skip over the true retirement readiness that actually matters.

As in, all the invisible factors below the iceberg.

Gamechanger: Don’t skip the important invisible step of Gaining Clarity on your new identity, purpose, and daily rhythm for this new stage of life… from the INSIDE OUT.

I use these tools every day, and can see how this is going to be a huge impact on the rest of my life.

Steve Gardner 2

Steve Gardner, Oakdale, CA

I now have the clarity I was lacking before on how to move forward as the best possible me that I can be.

Mary Zimmerman

Mary Zimmerman, Highland, MI

Cyn has helped me navigate some challenges and fine-tune my mental and spiritual center.

Danny van Leeuwen 2

Danny van Leeuwen, Boston, MA

Because as long as you’re relying on outside influences, noise, external motivators, old roles (like your career title, or being the “busy parent”) to give you meaning… 

or comparing yourself to other retirees… 

or filling your days with activities just to pass the time… 

You’ll always feel like something’s missing. 

I’m a certified retirement coach that specifically helps you gain clarity on all the invisible factors below the surface–the pieces that fuel your sense of purpose, passion, energy, identity, and life satisfaction.

I am a different kind of retirement life coach with a unique process that helps successful careerists overcome the biggest retirement challenges…

so you can grow into this important life transition as the most energized, authentic, and fulfilled version of YOU. 

This is how you set your life transition up for successful healthy aging…

cyn meyer coaching uncle john

What happens if you really truly make the most of the years ahead of you?

More specifically, what happens if you cut through the retirement rut (and the challenges that most people struggle with and stay stuck in) and soar to greater and greater heights with decades full of possibilities ahead of you…

Exciting opportunities, joyful satisfying experiences, meaningful connections with people…

It’s my personal mission to help people like you who are on this page seeking answers, because you will do the work to achieve and accomplish and enjoy MORE during this important life phase. 

And that will inspire others to grow into their best lives ahead as well, and that ripple effect will uproot ageism and instead, contribute to a culture of healthy aging on all levels, which is what this movement is all about.

Second Wind Movement - You’re not a stereotype

Imagine a plan so personal, it feels designed just for you

Imagine getting to your ideal life faster, deeper, quicker because you got a more personalized intricate look at your individual situation and a more carefully crafted plan, designed for who you are from the inside out.

Just by having the right plan in place, your retirement can be the Beginning of a BIG growth journey

Second Wind Movement - Growth Journey

(☝️So don’t be surprised if your friends, family or other retirees, who fall into the too common retirement rut trap start, to ask you for advice as they see you making big bold positive changes)

Here’s My Promise to You

This isn’t about filling your calendar with distractions or copying someone else’s version of retirement.

It’s about creating a life that’s uniquely yours – one that blends passion, purpose, contribution, relationships, leisure, and freedom into a chapter you truly love.

If you’re willing to do the work, here’s what you can expect:

A renewed, solid sense of self, purpose, and identity

Clarity on what matters most to you for an amazing transition to retirement

A lifestyle structure that balances freedom, flexibility, meaning, and responsibility

Stronger, more enjoyable relationship dynamics


Improved mood, well-being, and sense of peace


Energy, excitement, and joy for years to come


My goal for you?

To help you create a retirement where you wake up each day feeling relevant, purposeful, and alive – no matter how much money you have in the bank, or what anyone else’s retirement looks like.

Because you deserve a retirement that isn’t just “comfortable”… 

You deserve one that’s extraordinary.

Where you feel confident from the inside out… as authentically YOU.

The Proven 5 Rings Framework Behind My Retirement Coaching

Second Wind Movement - 5 Rings Of Retirement

True retirement coaching goes beyond surface fixes. It helps you build balance across all areas of your life so you can live with energy, purpose, and joy.

Through personalized retirement coaching sessions and practical exercises, you’ll learn how to align each ring with your values and your authentic self.

Balancing all 5 Rings means you stop merely “getting through” retirement and start fully thriving in it.

How Private Retirement Coaching Works

Think of private retirement coaching as the fastest, most personalized way to get results. You’ll receive everything included in the Rewire My Retirement™ program plus one-on-one support with me every step of the way.

Here’s what that looks like:

Step 1
Step 2
Step 3
Second Wind Movement - Step 1 - Gain Clarity

Second Wind Movement - Step 1 - Gain Clarity

     Step 1: Gain Clarity

       Find what truly lights you up.

Most retirees know what they don’t want (boredom, restlessness, drifting). But they’re less sure of what will actually make them feel fulfilled. In this step, you’ll take a Retirement Life Assessment and guided exercises that uncover your passions, values, and true self.

By the end, you’ll have a clear picture of what excites you in retirement. And the confidence to go after it.

Second Wind Movement - Step 2 - Engage Daily Micro-Steps

Second Wind Movement - Step 2 - Engage Daily Micro-Steps

Step 2: Engage Daily Micro-Steps

Replace "someday" with small wins today.

Big goals often get pushed aside because they feel overwhelming. That’s why this course uses easy, daily micro-steps, so change feels doable. With tools like the Morning Routine Roadmap and Goal Achieving Toolkit, you’ll build new habits without burning out.

By the end, you’ll feel momentum building and see yourself making real progress toward the retirement you actually want.

Second Wind Movement - Step 3: Build Lasting Momentum

Second Wind Movement - Step 3: Build Lasting Momentum

Step 3: Build Lasting Momentum

Wake up each day with structure, energy, and joy.

Once you’ve got clarity and momentum, we’ll tie it all together by designing a daily rhythm that feels exciting, not empty. Through the lens of the 5 Rings of Retirement™ – Growth, Community, Health, Giving Back, and Finance – you’ll learn how to balance all areas of your life.

By the end, you’ll have a retirement blueprint you can use again and again, no matter what dreams or goals come next.

In short:

You get the structure and tools of the Rewire My Retirement™ program, combined with personalized retirement coaching and accountability that ensures you follow through, overcome roadblocks, and create the retirement you’ve always envisioned.

Step 1
Step 2
Step 3
Step 4
Second Wind Movement - Private Coaching Sessions

Second Wind Movement - Private Coaching Sessions

Private 1:1 Coaching Sessions With Cyn Meyer

Cyn Meyer personally conducts each private coaching session and applies her 10+ years of exeperience to quickly uproot any stuckness–this is where private coaching goes deeper than the program alone. From Day 1, you’ll have unique personalized support and regularly scheduled one-on-one sessions with Cyn, where she will give you direct feedback on your progress. You’ll also have support between sessions via email, so you’re never left wondering what to do next on your own. This is the most thorough, personalized, quick way to your success.

Second Wind Movement - Step 2 - Personalized Intake & Assessment

Second Wind Movement - Step 2 - Personalized Intake & Assessment

Personalized Intake & Assessment

We start with a Retirement Life Assessment to capture where you are today - your passions, challenges, habits, and vision for the future. This provides Cyn with a clear baseline and helps her uproot yoru blocksand track your progress and transformation over time.

Second Wind Movement - Step 3: Comprehensive Clarity Process + The Rewire My Retirement™ program

Second Wind Movement - Step 3: Comprehensive Clarity Process + The Rewire My Retirement™ program

Comprehensive Clarity Process + The Rewire My Retirement™ program

Inside your private online portal, you’ll access the step-by-step Rewire My Retirement™ Method. Guided by neuroscience and laid out in daily micro-steps, this program helps you uncover your true passions, build momentum, and start living more purposefully right away. Cyn will personally and confidentially incorporate your work and progress on the backend, which makes your private coaching sessions that much more productive and effective.

Second Wind Movement - Step 4: Step-by-Step Dream Life Integration

Second Wind Movement - Step 4: Step-by-Step Dream Life Integration

Step-by-Step Dream Life Integration

Together in private coaching sessions, Cyn will help you design a lifestyle structure that blends your unique goals, relationships, passions, and responsibilities, so you can build a retirement that excites you every day, well into the future when I’m removed as your training wheels. Cyn's job is to set you up for long-term deep success.

The Unique Benefits of Cyn’s Private Retirement Coaching

The Rewire My Retirement™ program already gives you a proven system and structure. But sometimes, the difference between knowing what to do and actually living it comes down to personalized support. That’s where private coaching makes all the difference.

With my specialized 1:1 coaching, you’re not just following a retirement framework, you’re guided through it in a way that’s deeply personal to you. 

Here’s what that means in real life:

Clarity you can trust

Instead of second-guessing whether you’re on the right track, you’ll have personalized feedback and a clear roadmap designed around your unique values, passions, and goals.

Accountability that sticks

It’s easy to lose momentum when no one’s looking. With regular coaching sessions and goal reviews, you’ll stay motivated and keep moving forward (especially when life gets in the way).

Guidance through the hard parts

Everyone hits roadblocks, and often we get in our own way. During sessions, I will help you uproot deeper blocks, patterns, and conditioning keeping you stuck. Together, we’ll work through challenges so they don’t stop your progress.

Long-term transformation

My specific private retirement coaching helps you go deeper than the program alone. You’ll build foundational systems, habits, confidence, and a lifestyle structure that continues to support your positive growth trajectory indefinitely.

Personalized expertise & connection

Having someone who understands retirement transitions—and who’s dedicated to helping you succeed—can be the spark that reignites your energy, clarity, and excitement for this chapter of life.

Private retirement coaching doesn’t replace the program, it takes it further–more quickly, efficiently, and thoroughly. It’s the combination of my decade of expertise, proven structure, and personalized support that helps you not just learn the method, but truly live your retirement with purpose, confidence, and joy.

Ready to stop settling and start creating the retirement you truly want?

You don’t have to figure this chapter out alone. Let’s design a retirement that excites you every day.

Imagine waking up with clarity, energy, and purpose again. That’s what private coaching can help you build.

Who Private Retirement Coaching Is For (And Who It Isn’t)

Not every retiree is looking for the same thing. My private retirement coaching is designed for those who want more than just “passing the time” or filling the calendar just to fill it. 

Here’s how to know if it’s the right fit for you:

It’s for you if…

It’s NOT for you if…

Apply for Private Retirement Coaching with Cyn Meyer

If you’re ready to stop wondering “what’s next?” and start creating a retirement that feels exciting, purposeful, and uniquely yours, now’s the time to take the next step.

PLEASE NOTE: Private coaching spots are limited–I personally coach every session and give each client my full dedication, energy, time, and personalized system. If this feels like the right fit for you, I encourage you to apply today.

Together, we’ll build a retirement that you don’t just “get through”, but one you truly, deeply love.

Frequently Asked Questions About Cyn’s Retirement Coaching

If a counselor or therapist doesn’t work quite right for the results you’re looking for, or if you’ve been feeling restless, unmotivated, and like you’ve “lost your spark”, you’re not alone - and you’re exactly who this coaching was designed for. Private retirement coaching is for people who want more than just staying busy. It’s for those who crave clarity, purpose, and the kind of excitement that makes you feel alive again. If you’re nodding along thinking, “Yes, that’s me,” then this is the right fit.

The Rewire My Retirement™ program is an incredible foundation. It gives you a clear, step-by-step system with daily micro-steps that are scientifically designed to help you rewire your brain for fulfillment. Many people thrive with just the program.

But here’s where private coaching takes things further: you don’t just follow the framework, you get me in your corner, tailoring it to your exact needs. With 6 private coaching sessions and 4 personal goal reviews, you’ll have personalized feedback, accountability, and the encouragement to keep going even when life throws challenges your way. It’s the difference between knowing the steps and having someone walk alongside you to make sure you actually take them.

I’m a certified retirement coach in my mid-40s and the fact that I’m not retired is your BIG advantage. 

As a retirement life coach and retirement plan specialist over the past decade who’s helped over 8700 older adults thrive in retirement, I continue to dedicate my life’s work and personal mission to this important audience and my deep passion, knowledge, and expertise in this private practice only become stronger. 

My fulltime job is to help you achieve a unique retirement that’s rich in purpose, energy, and joy from the inside out. The fact that I offer this in the form of private coaching (not group coaching), where it’s ONLY ABOUT YOU is something that you won’t see very often.

I see you in your specific situation in your unique life circumstance, and I methodically guide you through a very personalized process to unlock the many opportunities and possibilities that are meant for you–and only you.

Plus, you’re not a stereotype. And neither is my coaching. 

It’s never a good idea to simply mimic what other retirees or “people your age” are doing–your own life satisfaction has nothing to do with playing the comparison game, and only to do with engaging your own unique growth path.

Private 1:1 retirement life coaching packages with Cyn Meyer start at $6900 for a 6-month minimum to achieve real results and real progress. Please note: space is very limited as this is a competitive package (most executive coaching packages for retirees range from $12000-$36000+). Due to my very effective and powerful coaching process, I’m able to offer competitive pricing and deliver results efficiently to allow for more clients to experience and achieve results; this is part of a serious mission-driven movement to effectively guide people to their retirement success in a unique way with 1:1 private life coaching capacity–please only serious applicants apply.

There is a 6-month minimum for the standard coaching package; every other week, we meet in 1:1 private sessions over the phone for 45 minutes. I review your daily submissions behind the scenes, so our coaching sessions stay productive, efficient, and focused. This provides enough time and growth space to create real momentum and lasting changes, instead of quick fixes. Many clients choose to continue beyond that 6-12 months, even years - for a lot of successful retirees, it’s less about a one-and-done transition to retirement, and more about purposeful living, great growth and deep life satisfaction. The major cumulative benefits of having me as your long-term coach is your seamless cohesive growth journey, where your growth becomes exponential. I get to know you at a deeper level over the years and the cumulative growth journey compounds to greater and greater heights. Please note: if you want long-term support, there is very limited availability–please only serious applicants apply.

That’s actually the best place to start. In fact, I have found that the highest achievers (think top executives, business owners, packed schedules, big achievements) are the ones who come up blank, the most. A lot of people call in not having any idea what they want. 

This is precisely why Step 1 of my coaching system is solely dedicated to gaining clarity, a step that most people just skip over. We’ll uncover your true identity, passions, purpose, values, and goals in this specific new phase of life. And once you have that clarity, everything else falls into place, so long as you work the program. Think of it like turning the lights on in a room you’ve been stumbling around in; you suddenly see what’s possible and what you truly desire.

Private coaching is built to fit into your life, not take it over. We meet in private coaching sessions every other week for 45 minutes. The complementing Rewire My Retirement™ program itself takes about 25 minutes a day - that’s it. I review your daily submissions behind the scenes, which makes our coaching sessions efficient, productive, and focused on your deep growth. Even the busiest of full-time working pre-retirees have make time in their schedules for tremendous worthwhile growth - the program is designed with small, consistent micro-steps that build momentum without overwhelming you. Add to that your private sessions with me, and you’ll have just the right recipe for great growth and a bright future. It’s not about adding more “to-dos” to your day, it’s about channeling your energy precisely where it matters most—so you feel more alive, passionate, and energized every day.

This is your private, safe, and confidential space dedicated to solely you. I meet you exactly where you are (no matter how much chaos or emptiness) and we turn the (sometimes scary) unknown into clear and energizing. It’s normal to feel a little hesitant in the beginning. This is not a group container for the sole benefit of creating a dedicated safe space to share any vulnerabilities, uncertainties, fears, limiting beliefs AND dreams, goals, desires, and wishes that are all about you. Most clients quickly realize it feels empowering to have a space that’s entirely focused on their own personal situation and growth journey.

No–not like a financial planner. Private retirement coaching isn’t financial planning advice - I won’t tell you where to invest your money or how to lay out a cohesive tax strategy. 

Yes–I absolutely do explore the Finance Ring of Retirement for the sole purpose of fueling your life in the other 4 more enriching Rings of Retirement. Some examples: how to create paid passion projects that energize your purpose, how to align your money with your values, how to spend in ways that bring joy and freedom, and how to overcome scarcity mindset (spending down your nest egg is awkward after years of building wealth). Think of it as the emotional and lifestyle side of money–clarity and confidence in your finances supporting the life you truly want.

If you’re on the fence, my free masterclass is the perfect next step. In under an hour, you’ll discover the proven Rewire My Retirement™ Method that’s helped hundreds of older adults find more clarity, energy, and purpose. You’ll leave with practical strategies you can use immediately, plus a sneak peek into what private coaching looks like. It’s the easiest way to see what’s possible for your retirement, with zero risk.