Maturepreneurial Podcast: Interviews with Older Entrepreneurs | Online Business Tips | Learn From Those Who Have Succeeded

MaturePreneurial: This once a week podcast from host Elaine Benoit features successful entrepreneurs who started businesses after 40, their stories of success and failure and their advice to others on how best to start a new business. Elaine interviews entrepreneurs from different levels of success because at each level, there are always lessons to be learned. Elaine is dedicated to inspire, educate and help you take the plunge to start your own entrepreneurial endeavor.
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Maturepreneurial Podcast: Interviews with Older Entrepreneurs | Online Business Tips | Learn From Those Who Have Succeeded




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Now displaying: August, 2017
Aug 30, 2017

The Beginning

Milana’s American dream started in October of 1992, when she stepped off the plane from Kiev, Ukraine to New York. Equipped with a music teaching degree and a 90-day crash course in English, she was ready for whatever she had to do to survive in this new world!

Everything Milana had learned about America came from Soviet newspapers in the 1980s, so she spent her first few years in awe and wonder. But giving piano lessons at $6 an hour wasn’t going to feed her family, so she enrolled in college and graduated with a four-year degree as a computer programmer.

Now, she thought, she had everything she needed to be successful in America.

First Business

With the Internet sweeping the world, thousands of online businesses started emerging and Milana became curious about e-book publishing. After writing and selling her first three e-books, she stumbled onto something that would completely transform her life. She discovered coaching.

A fast-growing field, coaching heavily relied on having online presence, dynamic web sites, and marketing skills. Milana quit her job, became a work-at-home mom of two small children, and began studying marketing, with a focus on copywriting and direct marketing. She was absolutely fascinated by the idea of a single email generating thousands of dollars in sales.

With the birth of online product launches and joint venture partnerships, Milana’s dream of creating a million-dollar business seemed more real than ever.

First Million

Over the next few years Milana published her first print book, “Coaching Millions”, hosted the world’s very first telesummit, created the Recurring Revenue Revolution live event, developed almost 30 various business courses, started and sold a software company, and co-founded JV Insider Circle.

And she made her first million along the way.

When she had imagined building a million-dollar business, she thought it would feel like a “million dollars!”  But when she finally surpassed seven figures, she didn’t even notice it.

She says, “I was too busy working. It didn’t feel like anything special. No more special than making six figures. No more special than getting a $30K job offer right after college.”

Most importantly, it didn’t make Milana feel any happier or more successful. She was always busy, often tired, and even began having panic attacks, which were absolutely scary and debilitating.


So instead of celebrating hitting a 7-figure mark, Milana decided to sell her business and take a sabbatical. After 16 years of “playing big”, she began looking more closely at her life and asking questions she had never asked before:

  • How much money do I really need to be happy?
  • What am I willing and unwilling to do to achieve this goal?
  • Who am I when I am not running a business?
  • Where does happiness come from?

She discovered that she had been operating a very successful business, but it was the wrong kind of business for her. She was in “misalignment.” She had allowed her business to dominate her life. Now she was ready for a different business and a different way of doing things.

Milana also discovered that she was not alone. She surveyed and had private conversations with over 500 coaches, authors, and speakers. Many of them were going through a similar soul-searching experience. Making money was not enough. They felt drained and trapped by the complexity they’d created. They were re-evaluating their entire business models. They wanted more freedom, meaning, and joy.

Search for Simplicity

Simplicity Circle was born out of seeing how growing a business can cause stress, anxiety, and frustration and take away from happiness and peace. And from profitability.

Milana feels her greatest gift is being able to turn what seems complex into simplicity. When she works with her clients, she transforms the complexity in their businesses into a simplicity-driven growth strategy quickly and efficiently. No more trying every marketing and selling strategy out there. No more adding more ‘stuff’ to an already overloaded list of things to implement.

Milana guides her clients from feeling overwhelmed, drained, and frustrated to feeling confident, energized, and excited about their businesses again.

Aug 23, 2017

Jean Haynes helps ambitious professional women sync high performance (and profit) with their purpose and values so they can live and lead as the happiest, most confident and authentic version of themselves.

Jean is a career and leadership speaker, trainer and coach who knows first-hand what it feels like to be driven to succeed, cope with the constant pressure of trying to "do it all" perfectly, and play small when it comes to taking risks. Jean is a recovering "good girl" who has learned the power of owning your abilities, speaking up for yourself and taking bold action. She is on a mission to help other high-achieving women overcome their self-sabotaging beliefs and behaviors so they can achieve their greatest success and life satisfaction.

Jean holds an MBA from Fairleigh Dickinson University, a BA from the College of the Holy Cross and received her coach training from Dr. Martha Beck. Her deep professional background in marketing, fund development and leadership training spans corporate, entrepreneurial and non-profit sectors, allowing her to seamlessly connect with women across industries.

Aug 16, 2017

Cardiff D. Hall has a passion for life and helps individuals transform their self-being so they reach and sustain achievement. He is a coach, author, and public speaker.

Prior to starting his own business, Cardiff spent 25 years as an executive in marketing and sales. His experience, coupled with his strong desire to live life with a purpose, inspired him to have a positive impact on the lives of adults and most recently of children through his Tide Turners Kids Entrepreneurs Program.

His first book, entitled Tide Turners: The Practical Guide To Help You Feel In Control, Experience More Joy and Sustain Achievement In Life earned a # 1 new release on Amazon in January 2017.

Cardiff radiates positivity and coaches individuals by helping them turn the tide in their life to achieve. He also provides weekly inspiration and practical advice in his Tide Turners newsletter.

Aug 9, 2017

Business Productivity Coach Teresa McCloy partners with her clients to stop being busy and do what matters.

Teresa is a recovered workaholic who was addicted to all the latest apps, software, and best-selling books on productivity. She continually felt that if she could only find the right system, she’d be so much more productive. After years of this crazy cycle, she finally hit a wall and had to make a change. And her first step to being more productive was to stop worrying about getting everything done!

Today, Teresa is passionate about helping business leaders and entrepreneurs to assess their habits and execute a Personalized Program for doing more of what matters to their success. Teresa is trained to use tools such as the Enneagram, Life Maps, and the 12 Week Year system to serve her clients through one-on-one coaching, webinars, and training to discover their unique talents, values and life mission.

Teresa brings over 30 years of experience to coaching. She has been a solopreneur and a leader in both business and ministry giving her a wide range of experience leading teams, managing multiple projects and juggling systems at the same time. The coaching community is a great group and Teresa is a proud member of CCNI and the International Coaching Federation.

Teresa is on track to complete her coaching certification with both PCCI and the ICF by the end of 2017. Currently, Teresa serves as an Ambassador for her local 2017 CEO Entrepreneur program for high school seniors. Teresa's Certification as a Spiritual Director and Enneagram MOS Trainer serves her well as she works with her clients both personally and professionally to help them reboot their lives and reignite their businesses.

Teresa lives with her husband of 34 years on a 3rd generation family grain farm in Central Illinois. The couple has two adult children, one dog and one grand-dog. When she’s not working with clients, Teresa enjoys cooking, gardening, a great cup of coffee with a friend and traveling as much as possible!

Aug 2, 2017

Pauline Durban is the proud founder of Covered Perfectly, a company whose purpose is to provide flattering, comfortable clothing for women over 40.  Originally from England, Pauline moved to the United States in 1992.

The Challenge: What to Wear?

As a middle-aged woman, Pauline grew increasingly frustrated with the desperate and tiresome effort of combing through her closet for something to wear!  She wanted clothing that made her feel attractive and feel confident that she was showing the best parts of herself.  But finding the right tops was becoming a huge challenge.  Most of her tops did not play to her strengths and left her feeling exposed.

Pauline’s Solution

Instead of settling for the limited fashions available to women of a certain age, Pauline decided to take matters into her own hands.  In May of 2012, at the age of 56, Pauline invested her life savings into Covered Perfectly: an online clothing store, dedicated to fashion for women over 50, women over 60 and beyond.  She began designing women’s fashions with a focus on fabrics that feel great against the skin.  She started with tops and eventually branched out into dresses, skirts, and more.  She also chose to use age appropriate models, all of whom are over 40 and most of whom are over 50 and 60.

The MaturePreneurial Journey

Pauline experienced the typical stress and angst that all new entrepreneurs face. On her website, she writes, “Was it scary? You bet it was! As a single woman, I had no one to fall back on. I went through all the ‘what ifs.’ What if I’m wrong? What if no one likes them? What if no one buys them? They went on and on!”

However, Covered Perfectly was launched on May 5th 2013 and mature women of all shapes and sizes love the fashions and have welcomed the concept with open arms. Every week Pauline receives emails from customers who rave about their tops and the company’s excellent customer service, many of whom include photos of themselves in their new purchases.

Today, Pauline says, “Blessed doesn’t even come close to how I feel!”  She is a great role model for those of us starting new ventures after 40.