Jeannie Spiro | The Real 50 over 50

About me

Jeannie Spiro is a business coach, speaker and host of The Midlife CEO Podcast specializing in teaching women how to take the complication out of creating recurring revenue and breaking six and seven-figures in their coaching business.

As a former sales executive, Jeannie combined her sales and speaking experience gained from supporting 1,000’s of clients in her 25 career and developed speaking and sales-focused coaching programs to help women simplify the path to more revenue in their business.

Dedicated to aging positively, Jeannie and her family live on the Rhode Island coastline. Learn more at

What do you do and why do you do it?

I’m a Business Coach and Strategist primarily supporting passion driven women coaches and online service providers with taking the complication out of growing, monetizing and scaling their business so they can consistently make more money and achieve the six or seven figure business they desire.

My clients are typically midlife women who’ve had a career and success professionally prior to starting their business, but as they grow their business they often find themselves struggling to attract and convert clients so they can monetize their business.

Having corporate sales experience and the opportunity to grow, monetize and scale my own coaching business online for over a decade, I’ve been able to help other women learn the strategies and develop the systems that make it easier for them to make money in their business.

I’m extremely passionate about helping midlife women because I believe this phase of life can be the richest chapter for us in all possible ways and I’m on a mission to help more women make more money and have a business they love at midlife.

What changed for you after age 50?

I started my coaching business at 44. Married, with two kids and a full-time job. I grew my business online for several years before I made the leap into solo entrepreneurship, and I was fortunate to grow and monetize my business fairly quickly.

However, as my business started taking off, I found myself repeating some of the unhealthy habits I’d established while working in my career. Working long hours, not releasing stress, taking on too much, and not prioritizing my well-being.

The year I turned 50 I vividly remember thinking that I wanted to make this next decade my best one yet, but I continued to push myself and created a busy, yet profitable business that left little time to prioritize my self-care.

Several years later prompted by a conversation with my father, I decided to make some serious changes in both my business and self-care at the same time. He’d been reading articles about how to live a long and healthy life, and it made me realize that in my mid 50’s I was on track for a potentially short lifespan.

I asked myself a simple question, “What if midlife can be our best chapter in all possible ways?”

That question sparked a whole new desire to take care of myself and run my business in a whole new way. It also helped me realize that I wanted to help more women make more money at midlife and provide a space and place to talk about what we go more midlife women business owners in aging powerfully, positively, and profitably at midlife.

Not only have I redesigned my business to support more women without burning out. I now host the Midlife CEO Podcast to help women understand how to grow and monetize their business at midlife, and I’ve developed a way that helps me stay fit, healthy, and nourished that supports me best.

At 56, I feel like I’m just getting started.

What would you tell the 20 or 30-year-old YOU?

Don’t let worry be your guide. Trust yourself, trust your journey, be open to what’s possible, and keep going. The world needs the best and brightest version of you, shine your light and keep going.

What do you think you’ll tell yourself in retrospect at the end of your life?

You’ve lived, you’ve loved, you’ve been loved, you’ve made a difference in the world, and lived a life that fed your soul.

What impact do you think increased visibility can have on your business?

A tremendous amount. I believe in it and support my clients with becoming more visible (primarily through speaking) as well. I’ve known first hand how impactful it is.

Who or what inspires you and why?

Norma Kamali. I read her book “I Am Invincible” and it’s served as a guide for how I approach my aging process. In it she talks about her secret to aging: learning to age with power. That really spoke to me. Instead of thinking negatively about my aging process, I realized that I had a choice in how I think about aging. I’m inspired by women who have the same philosophy.

“I plan to work as long as I choose and as long as I’m doing work I love and making a difference. I want to have experiences with my family, travel more, see new things, and age positively and powerfully. That’s my goal.

Jeannie Spiro

The Brief

This is an excellent interview. Jeannie Spiro has been a friend and colleague for many years. She has a wealth of talents, but one that I have had the good fortune to experience personally is her ability to gather the most incredible women, the phrase ‘estrogen bath’ was coined at one of her events and it fits perfectly. Her gatherings feel more like a reunion than a business event.

Over the years, we have had many similar personal and professional experiences. We both started our businesses while still ‘working,’ we shared the moment we knew it was time to let it go and fully commit to our businesses. We also talked about the process of personal growth while navigating the trials and errors of finding the business model and community that works for us as individuals. This includes the unpredictability of income and the need to sell constantly.

Jeannie settled on hosting events and creating coaching programs to serve people over the longer term. That is where the transformation happens. It doesn’t happen in one session or call.

One of the topics we both talk about is the importance of incorporating all of your parts, a lifetime of experiences, and skills into our businesses and how to regularly reevaluate and audit our lives and our work to figure out what goes and what comes with us. It’s a process that doesn’t happen overnight, and it requires commitment and patience.

The magic happens when you get to the point of knowing that there is no ‘Plan B,’ and how letting go of it can lead to total commitment to the business. When you have your two feet in different worlds, you get cut in half.

Of course, we discussed what happens after the age of 50, empty-nesting, reclaiming our time and energy, and aging We discussed aging positively and powerfully. 

Be sure to connect with Jeannie and learn more about her work.



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