201: Leaders with Heart Ask the Right Questions

Subscribe to the Leadership with Heart Podcast:

In this episode, Heather sits down with Misty Guinn, Director of Customer Advocacy at Benefitfocus, a data-driven, cloud-based software solutions for health care and benefits administration. Their mission is to improve lives with benefits that focus on people and culture. Misty believes that leaders can learn exactly what their people need by asking the right questions. After all, it all starts with listening. During her interview with Heather, Misty talks about her leadership journey, why she describes herself as a “recovering perfectionist,” and more. 

Key Takeaways: 

  • Her motivation to lead comes from the desire to help people become the best versions of themselves
  • Becoming a mother and becoming more vulnerable made her a better leader
  • Perfection is not real and it’s not authentic
  • Asking your people the right questions can make a world of a difference
  • Surface level questions will lead to surface level results
  • Benefitfocus is a data-driven, cloud-based software solutions program for health care and benefits administration
I'm a recovering perfectionist. - Misty Guinn  #leadershipwithheart Click To Tweet
Our mission is to improve lives with benefits. - Misty Guinn  #leadershipwithheart Click To Tweet

Misty Guinn’s Bio

Misty Guinn is the director of customer advocacy at Benefitfocus, where she works closely with customers and stakeholders to build relationships and experiences that cannot be replicated anywhere else by designing programs that champion Benefitfocus brand, people and culture. She’s dedicated to designing a culture and environment that allows others’ total well-being to flourish through education, programs, and policies, while also improving employees’ health literacy and consumerism. In her previous role at Benefitfocus, she served as the Director of Benefits & Wellness where she established best practices in benefits engagement, education, and data-driven strategies. Misty is committed to fostering the foundations of a healthier workforce and community by embracing all the different pillars of well-being: physical, mental/emotional, financial, and social/purpose. She has been certified as a worksite wellness specialist with the National Wellness Institute and a Franklin Covey Facilitator in the 7 Habits of Highly Effective People.

Asking the Right Questions

Being aware of what your people need right now and how they want to be engaged are the most important questions to shift from the professional LinkedIn profiles walking around in your hallways to the whole person walking around. It’s important to ask them what’s going on in their life, not just what benefits they want next year, because you’ll get cookie-cutter answers like medical, dental, vision, etc. But instead, if you ask them deeper questions such as “Are you caregiving for anyone in your family right now? Have you purchased a home in the last 12 months?” You will not only connect, but you’ll be able to add real value to them and their benefits options. Asking the right questions is key before you start designing a benefit plan that doesn’t apply or benefit your people.

questions misty guinn leadership with heart

201: Leaders with Heart Ask the Right Questions Click To Tweet
Being able to continue to help others become the best versions of themselves is something that gets me out of bed every morning. - Misty Guinn  #leadershipwithheart Click To Tweet


Connect with Misty on LinkedIn 

Subscribe, rate, and review the podcast on Apple Podcasts

Listen to the podcast on Spotify

Leave a Comment


Leadership With Heart With Heather R Younger

“Heather’s courage and vulnerability to share her authentic self are truly inspiring. She shares the most cutting-edge leadership strategies on topics like emotional intelligence and employee experience. If you’re looking to sharpen your leadership skills, this podcast is for you.”

Heather is a Workplace Culture Expert


CEO of Employee Fanatix

A leading workplace culture and employee engagement consulting & training firm.

A highly sought-after keynote speaker

Bringing the best insights from over 25,000 employee stories to the stage.

A top company culture strategist

An expert in creating spaces for these vital conversations.

A contributor to leading news outlets

A trusted expert for stories on workplace culture, customer and employee engagement, and employee retention.


The Cycle of Active Listening

Create a listening culture that elevates the workplace experience for everyone.

Through this guide, uncover how to ensure those in your care at work feel heard and valued, resulting in increased loyalty and satisfaction.

  • Understand why listening is the key to improved engagement
  • Learn how the Cycle of Active Listening contributes to strong workplace relationships
  • Get a practical framework for creating a listening culture that is bidirectional, responsive, and supportive

Contact Heather Today!


I'm really interested in...

(select all that apply)*

I can be reached at...

Additional Comments