Debbie Weiss asked herself, “If not now, when?”—and transformed her life. "I realized that I had the power within me to change,” she tells Lesley Jane Seymour on the Reinvent Yourself podcast. “It was just changing my approach and my thoughts." Her desire for change ultimately helped her make the leap from a conventional insurance career to becoming an advocate for personal growth. As a caregiver and mom to a son with autism, Weiss overcame immense challenges, finding reinvention through podcasts, mindset coaching, and community. Her memoir, On Second Thought, Maybe I Can, inspires others to take small steps toward their dreams. Tune in to learn how her  journey can help you unlock your potential.

Bio:

Debbie, a seasoned life strategist with over five decades of experience, has faced some of life's most daunting challenges head-on and emerged as a beacon of hope and inspiration for others.

A tenacious entrepreneur, Debbie manages both a thriving insurance agency and her charming online store, "A Sprinkle of Hearts." As the host of the "Maybe I Can" podcast and an inspirational speaker, she generously shares her wisdom and insights on overcoming limiting beliefs and fears. As a dedicated family caregiver and mother, Debbie's resilience shines through in every aspect of her life.

Driven by her passion for helping others live their best lives, Debbie delights in laughter, dancing, reading, and staying active during her leisure time. Her unwavering spirit and infectious enthusiasm inspire others to pursue their dreams, regardless of the obstacles they face.

Connect with Debbie:

Website

Facebook

Instagram

LinkedIn

Timestamps:

02:47 - How to handle the transition from a regular job to entrepreneurship

04:16 - Life as a caregiver

10:03 - "Every single thing that's happened to me...started with a podcast"

12:56 - Debbie says she was looking for a way to make more money

15:17 - How Debbie found her footing in podcasts

25:23 - Why learning is the key to being excited about the future

26:17 - Learn more about Debbie's books

Connect with Lesley Jane Seymour:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join me on Substack. Until next time, keep reinventing!

"Even if it's a dumb idea or just a pipe dream, the more you put it out into the world, the more it starts to shape into something real and create opportunities." So says Steve Perkins, a former engineer turned career coach. Dissatisfied with his career, Perkins desired to find a more fulfilling path while maintaining financial stability. Discover how he navigated the transition from particle accelerators to leadership and coaching, and how he now helps others find their unique strengths and passions. This conversation offers practical insights into the financial aspects of career reinvention, emphasizing the importance of creating a financial runway and setting realistic milestones. Listen in to learn how to overcome fear, embrace your unique talents, and turn your dreams into reality.

Bio:

Steve is familiar with the feeling of untapped potential. He spent 12 years searching for his career calling while building superconducting particle accelerators and launching a culture transformation within a Fortune 500 company, yet he always had the nagging feeling he wasn't making his full impact. Born out of his own experience that people often sense new levels of growth waiting for them – in life or career – but lack the clarity or confidence to obtain them, Steve earned his certification as an Executive Leadership Coach and founded Greenhouse in 2017. As a coach, he brings a unique value based on diverse experiences across 14 industries and 17 different role types, including extensive knowledge in leadership, corporate culture, Agile and design thinking, work methodologies, and human behavior. Steve's experience allows him to relate to almost any situation as well as balance the "coaching mind" and "business mind" that are too frequently compartmentalized. A seasoned podcast host, TEDx facilitator, and keynote speaker, Steve energizes a room with his inspirational messaging and authentic, engaging personality.

Connect with Steve:

Website

Podcast

TikTok

Instagram

Facebook

YouTube

LinkedIn

Timestamps:

02:36 - What to do when your work isn't fulfilling

07:03 - How Perkins shifted through different roles before starting his own business

11:48 - Leaving corporate voluntarily 

13:54 - How creating a timeline with milestones makes starting a business much more manageable

21:15 - Introducing Greenhouse Coaching

26:00 - "What are the kinds of niches that you find work very well today?"

30:15 - Perkins offers three tips for people trying to transition from paycheck into coaching

Connect with Lesley Jane Seymour:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join me on Substack. Until next time, keep reinventing!

"Give yourself grace,” says Julie Hamilton, a certified fibromyalgia and life coach. "Accept your life now and look at the positive.” Hamilton joins Lesley Jane Seymour on the Reinvent Yourself podcast to share how she turned her 25-year HR career into a mission-driven coaching business for professionals managing chronic illness. Diagnosed with fibromyalgia in 2009, Julie reveals how her personal journey shaped her approach to supporting others. She explains the power of finding your niche and using digital tools to create global impact, offering practical tips for building a business rooted in purpose. Her bestselling book, Chronic Illness at Work, provides actionable insights for fostering workplace inclusivity. Tune in to uncover strategies for thriving with chronic illness and transforming your passion into a career that makes a difference

02:16 Introducing Julie Hamilton a fibromyalgia coach and life coach

05:40 Understanding what fibromyalgia is

11:18 Did you know that your fibromyalgia was related barometrically?

14:05 What it means to work with someone who has fibromyalgia

17:20 What's the most interesting thing that you've learned being a fibromyalgia coach?

18:19 How to become a coach for others with chronic illness

20:16 Writing her book and dealing with fibromyalgia in general

24:41 Is working from home better or worse for someone with chronic illness?

27:55 The steps you need to take to become a coach

30:24 How to get certified as a health coach

Links

Amazon

LinkedIn

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!

"You don't have to be this perfect specimen in order to have value," says Jennifer Gasner, a true force of reinvention. Diagnosed at 17 with Friedrich's Ataxia, a rare neuromuscular disease, Jennifer has turned challenges into triumphs—with humor, resilience, and a passion for advocacy. Now an Amazon bestselling author, she shares how she found joy and balance beyond her diagnosis. Her memoir, My Unexpected Finding Balance Beyond My Diagnosis, offers profound lessons in adaptability and mindset. Tune in to discover how Gasner's journey can inspire your own reinvention and remind you that possibility thrives even in adversity.

Bio

At seventeen, Jennifer Gasner was diagnosed with Friedreich’s Ataxia, a rare neuromuscular disease, but her determination and humor helped her navigate life’s challenges, from using a walker to a wheelchair. She earned a BA in English from the University of Wisconsin-Platteville and an MS in Recreation from Western Illinois University, where she cultivated a love for music and student engagement. Her career includes advocating for disability rights with Wisconsin’s Independent Living Centers, mentoring youth, and co-chairing UC San Diego’s disability staff association. As a Friedreich’s Ataxia Research Alliance Ambassador, she raises awareness and champions rare disease legislation. Honored by the International Memoir Writers Association, Jennifer’s work, including her published story Diagnosis, reflects her passion for writing as she crafts a coming-of-age memoir, Walking is Overrated. Living in San Diego with her boyfriend Gregory and their two dogs, Wyatt and Ki, she enjoys yoga, movies, and travel.

Links

Website

Facebook

LinkedIn

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!

""Alcohol has really, like, gotten into every crevice of our society," notes Hilary Sheinbaum. A journalist turned advocate for mindful drinking, she joins the Reinvent Yourself podcast to share her transformative journey with Dry January. This conversation delves into the societal pressures of alcohol consumption and how Hillary's accidental bet led to profound personal change. Discover how this simple challenge improved Hillary's sleep, skin, and financial health, and how it can inspire your reinvention. With practical tips for navigating social situations without alcohol and a look at the growing trend of non-alcoholic options, this episode is a must-listen for anyone considering a lifestyle shift. Whether you're motivated by health, finances, or just curiosity, Hillary's story offers a fresh perspective on living alcohol-free.

TIME STAMPS

(02:59) Hilary Sheinbaum talks about how to control drinking at midlife

(07:05) "Did you feel like alcohol fueling your job?"

(09:52) Quitting alcohol for a month during Dry January

(15:24) "Having someone supporting your endeavor is so valuable"

(16:05) Sheinbaum says her sleep changed dramatically after removing alcohol from her life

(20:00) Alcohol is expensive no matter where you are, especially in large metropolitan areas

(22:09) How is the peer pressure today compared to previous generations?

(26:24) There are activities in Going Dry that can help you track your progress

Links

"I've always taken the position of owning it all – good, bad, and indifferent," says Regina Young, a former model and now host of the Team Time Midlife Edition podcast. From the runways of New York to the corporate world of pharmaceuticals, Young’s story is one of continuous learning and adaptation. Discover how she transitioned into podcasting and get her tips on how to embrace midlife changes with grace and empowerment. “Dream a little. Dream a lot,” she says. “Go on and write a list about your midlife bucket list."

Time Stamps:

(02:07) Growing up in Philadelphia (and idolizing Cher)

(03:35) How Young started out in modeling

(08:16) Young's first reinvention

(13:43) Reinventing as a podcast host

(16:05) Why it's important to be a continuous learner

(17:44) How to deal with the changes in midlife

(20:17) There's so many people who are devastated by their body changes

(23:39) How to find out where you're stuck and then find a source to move forward

(26:07) Creating a midlife bucket list

Links

Podcast

Facebook

Instagram

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!

 “You can’t learn to write a book without writing it,” says New York Times and USA Today bestselling author Eva Lesko Natiello. From her early days as VP of Global Communications at Estee Lauder to becoming a self-published author, she shares her pivot to writing and provides invaluable marketing insights, advice on career reinvention, and the importance of granting oneself permission to change. Whether you're an aspiring author or looking to reinvent your career, her story will inspire you to embrace your passions and take that first step towards change.

Links

Website

Substack

LinkedIn

Instagram

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!

"Fail forward, fast and often," says Caroline Dowd Higgins, an executive coach, consultant, and speaker who transformed her career from opera singer to career coach. In this episode of the Reinvent Yourself podcast she shares insights from her book Your Career: Overcome Challenges to Achieve a Rewarding Work Life and her award-winning podcast Your Working Life, offering practical advice on embracing change, overcoming fear, and leveraging transferable skills. Gain actionable tips to navigate career transitions, find fulfillment, and turn challenges into opportunities for growth and success.

Time Stamps:

(02:28) Life as an opera singer

(08:58) Transition from opera singer to public speaker was seamless

(10:51) "Women need to give themselves permission to fail"

(14:51) "We need to get back to basics. We can't be passive. We've got to be proactive right now."

(17:04) How to put yourself out there when you're afraid of failure

(22:43) How older women who are changing direction in the workforce

(25:38) A lot of younger people don't know what age you are

(28:09) Caroline says women need to get quiet to think about reinvention

Links:

Caroline Dowd Higgins Website

LinkedIn

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!

"Meet your resistance with compassion and understanding," says with Andrea Engstrom, founder of LilHabit.com and a trailblazer in digital media and habit formation. Engstrom shares her journey from producing for industry giants like MTV, NBC, and ABC to becoming an entrepreneur who helps others unlock their potential through the power of tiny habits. If you've ever felt overwhelmed by big goals or stuck in procrastination, this conversation will show you how starting small can lead to massive breakthroughs. Her practical advice on creating achievable habits, breaking through resistance, and building momentum will inspire you to stop overthinking and start taking action today. Whether you’re launching a business, chasing a personal goal, or simply trying to manage your day more effectively, this episode is packed with insights to help you ditch excuses, embrace progress, and get shit done.

Links

Website

Substack

LinkedIn

Instagram

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!

"What are the signals that our bodies are sending that all of a sudden is telling me to be happy?" This was the question that prompted author and multi-level reinventor Janice Kaplan to write her new book, What Your Body Knows About Happiness (Sourcebooks, January 2025). Kaplan, a former editor-in-chief of Parade Magazine and author of the national bestseller The Gratitude Diaries sits down with CoveyClub founder Lesley Jane Seymour to share her unique journey of balancing careers in television production, magazine editing, and writing. Listen in as she reveals what she learned from her gratitude research, including how our physical selves and a mindset of gratitude might just hold the key to lasting joy

Key Points:

Links:

FREE GIFT! 31 Badass Tips for Launching Your Reinvention

Connect with Lesley Jane Seymour & CoveyClub:

If you found this episode insightful, please follow the podcast and leave a review on Apple Podcasts. For more resources and community support, join us at CoveyClub.com. Until next time, keep reinventing!