Episode 359

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Published on:

7th Apr 2026

Why High-Achieving Women Struggle to Maintain Friendships with Diane Rolston (DW359)

High achievers don't always have many close friends. Some of it is our fault, and some of it is how society sees high achievers.

If this is something you can relate to, or you're just curious, listen as Diane Rolston, our host, reveals why high-achieving women struggle to maintain friendships.

She shares the second episode in her friendships series, breaking down the reasons we lose friends (or never make them in the first place) and why society screws us over in this area.

Listen to learn these key takeaways:

  • The obvious reason everyone assumes, but there's a deeper layer to why it actually keeps us stuck that most people miss
  • The Virtual Assistant client's wake-up call and what had to shift
  • Why something that happens every time we level up quietly kills our friendships without us even noticing
  • The dangerous lie high achievers tell themselves that turns "soon" into "never"
  • The vulnerable truth high achievers don't admit to that keeps them from reaching out even when they desperately want to
  • How society screws us over with three specific assumptions that make everything worse
  • Why the most successful, capable women are often the loneliest and what happens when they try to be vulnerable
  • Which three areas of life get sacrificed first (and why friends are always one of them)
  • The structural problem: it's not just about losing friendships, it's the way our lives and businesses are set up that doesn't support them
  • Why you need to check on your strong friends, and what happens when people don't

The truth? We don't just lose friendships. Multiple forces work against us. But you can design this part of your life with intention.

Coming up in this series: the friendship gap no one talks about, and how to build meaningful friendships as a busy woman.

Listen to the previous episode “The 50 Friends by 50 Challenge (And What It’s Teaching Me) with Diane Rolston (DW358)“: https://dynamic-women.captivate.fm/episode/the-50-friends-by-50-challenge-and-what-its-teaching-me-with-diane-rolston-dw358

Want to be invited to join Diane’s NEW high-level, like-minded group of women? Email her at diane@dianerolston.com.

Do you prefer reading blogs or watching videos?

This show’s host, Diane Rolston, is called THE Expert on Being Dynamic and living a Dynamic Life. She specializes in coaching high-achieving women who want to be successful AND satisfied. She is a Certified Professional Coach, International Speaker, 11-time Author, and host of the five-time award-winning Dynamic Women Podcast, ranked in the top 2.5% of podcasts.

Diane has been recognized with multiple awards for her professional accomplishments and for the powerful impact she has on the women she inspires and empowers. Chicken Soup for the Soul co-creator Jack Canfield describes her as “an amazing woman” doing “incredible work helping women develop holistic lives of balance.”

Through her program, VA Made Easy, she helps entrepreneurs go from task overwhelm to business ease by hiring and training Virtual Assistants for them while also providing proven systems, processes, and strategies for success.

Outside of her work, Diane is a mother of two, a soccer player, and a stand-up comedy rookie, always embracing new challenges and personal growth.

Connect with me on your favourite social platform:

Diane believes we are not defined by our titles or our roles. Instead, we are more powerful and happy when we can be who we are. This brought out her book Dynamic You™, based on a successful program, where she reveals the secret code to confident, wealthy, and successful women and leads women to unleash the Dynamic Woman™ in them!

Grab your copy of Diane’s autographed Dynamic You™ Book at a special Discount:

https://www.dianerolston.com/store/p3/Autographed_Dynamic_You%E2%84%A2_Book.html

Thanks for listening!

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About the Podcast

Dynamic Women®
How do I have more balance in my life? How do I have more time for everything that matters? Am I ready to make a big change? How do I make more money? How can I have more energy? And the most common question is, Do I really have what it takes to reach my goals? Whether you are a business owner, a leader, a professional, the “boss” of the home and kids, or looking to jump into your next chapter, this is the show for you.

The Dynamic Women® Podcast is an Award-Winning action-focused lifestyle and leadership podcast full of stories and strategies to help women design their success and unleash their “Dynamic Woman”. You can learn from the experts how to get clarity, build confidence, and get into action on your biggest goals and dreams.

Host Diane Rolston, a Professional Certified Coach (PCC) with over 20 years of experience teaching and training, shares with you her business strategies, leadership tools, lifestyle hacks, expert lessons, and motivational stories that will inspire you and support you to create a life and business you love! Diane is pulling back the curtain on what has helped her become an award-winning coach, speaker, and confident leader all while raising her kids. She breaks down processes she uses when coaching female leaders, so you can be dynamic in every area of life with more ease and confidence.

Not only will you get her tried and tested secrets, but she also interviews trailblazing experts who share stories of what helped them achieve success, as well as industry-specific tips you can apply to your life so you can achieve your success faster, easier, and with less effort.

The mission of Dynamic Women is to inspire more women to unleash their dynamic selves and boost their lives in all areas, especially business and leadership.

About your host

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Diane Rolston

As an Award-Winning Coach, Speaker, and the CEO of Dynamic Women® Global Club, Diane Rolston has been called THE expert on being Dynamic. She is a behind-the-scenes advisor and coach for many professionals, business owners, and high achievers. She helps her clients to have “clarity” on what to focus on, the “confidence” to go for it, and an “action” plan so they have tangible steps to reach the best results.

Diane left the life of the 9-5 employee and simultaneously became an entrepreneur and mother. Now a mother of two, business owner and community leader she considers herself an expert in change, work/life balance, efficiency, and prioritizing!