87. The Mindset of Style and How to Like the Way You Look, with Jennifer Mackey Mary episode artwork

EPISODE · Jun 5, 2026 · 47 MIN

87. The Mindset of Style and How to Like the Way You Look, with Jennifer Mackey Mary

from Mind Your Midlife: Confidence and Self Care for Women Over 40, with Cheryl Fischer · host Cheryl Fischer, Life Coach for Midlife Women

Do you feel like your body is changing, nothing fits right, and it’s easier to just wear pajama pants with a professional shirt for your Zoom calls? Giving up on getting dressed takes a heavy toll on how we feel about ourselves.  In this episode, I welcome style expert Jennifer Mackey Mary. Jennifer is the founder of Everyday Style and host of the top 10 podcast, The Everyday Style School. We dive into why mindset is the critical first step to style, how to confidently dress a changing midlife body, and why looking good is directly tied to feeling good.  What You’ll Learn:The Real Meaning of Style: Why dressing well doesn't mean dressing up in uncomfortable clothes, and why style matters most when no one else is watching.  Dressing Your Changing Shape: How to stop hiding behind oversized fabric, ditch traditional body shape labels, and use clothing elements to highlight what you love.  Where Style Actually Starts: Why shopping should be your very last step, and how choosing three words to describe how you want to look can transform your closet.  Episode Chapters:00:00 - The mindset around style and getting dressed 02:51 - Redefining what dressing well means 08:12 - Why invisibility as we age is a choice 11:58 - How to dress when your body and shape start to change 21:32 - Simple tricks to highlight your waist and hide your tummy 29:00 - The crucial three steps to style before you ever go shopping 36:15 - Building a cohesive wardrobe that feels like you 40:30 - Why life is better when you like the way you look  Links & Resources:Jennifer's Free Class: Style Made Simple (freestyleclass.com) Jennifer's Website: youreverydaystyle.com Jennifer's Podcast: The Everyday Style School Cheryl's Instagram: @cherylpfischer  Why This Episode Matters: By changing your style operating system and choosing to show up for yourself, you can start loving your clothes no matter what the tag says. Take a little bit better care of yourself in midlife.Find the GreenSynergy Elixir and Energy Fizz duo at cherylpfischer.com/greens. Grab your water bottle, add these, and enjoy!Support the show🌸 Liked this episode? Share it with fellow Gen X women navigating hormone balance, an empty nest, and/or self-confidence!🫶 Love this show? Leave a review to help more women over 50 find us.💡Want menopause advice, mindset shifts, or support with midlife transformation?Find out more about the Midlife Recharge at cherylpfischer.com/rechargeLet’s talk health after 50, self-talk, and redefining aging for women — without the “midlife crisis” narrative. Every week I'm adding new success strategies for midlife women.Connect with Cheryl: Instagram | LinkedIn | Website---------------💡If you are a brand or business wanting to reach an audience of women in their 40s and 50s who are focused on health, success, and taking care of themselves and others well in this stage of life, consider sponsoring Mind Your Midlife podcast.  More information here.

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Do you feel like your body is changing, nothing fits right, and it’s easier to just wear pajama pants with a professional shirt for your Zoom calls? Giving up on getting dressed takes a heavy toll on how we feel about ourselves. In this episode, I welcome style expert Jennifer Mackey Mary. Jennifer is the founder of Everyday Style and host of the top 10 podcast, The Everyday Style School. We dive into why mindset is the critical first step to style, how to confidently dress a changing ...

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87. The Mindset of Style and How to Like the Way You Look, with Jennifer Mackey Mary

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This episode was published on June 5, 2026.

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