Thinking Like a Boss Gives Millennials Career and Leadership Success

by DerdriuMarriner

An article by Meredith Bryan in Self magazine lists three leadership skills to career success by taking the lead, thinking like a boss and winning at life.

Thinking Like A Boss Advances Millennial Leadership Styles

Three experts agree that millennials winning at life in terms of career success involves taking the lead and thinking like a boss, according to an article released by Self in May 2016.

Meredith Bryan broaches three skills in “Take the Lead: A Step-by-Step Guide to Thinking #Like A Boss, Whether You’re in Charge Now or Will Be Soon.” The Brooklyn-based author, a Dartmouth College graduate in English and a freelance editor and writer since 2007, correlates survey results released in 2015 with expert observations.

Virtuali, a leadership training firm, and, a research and advisory portal, describe 63 percent of 412 Millennial Leadership Study participants as aspiring to “transformational” leadership. They enumerate 43 percent of millennials defining leadership as “empowering others to succeed” and 63 percent challenging followers and inspiring “a sense of purpose and excitement.”




Brooklyn-based writer Meredith Bryan's article on millennial leadership skills appears in the May 2016 issue of Self magazine.

writer Meredith Bryan's LinkedIn profile page photo
writer Meredith Bryan's LinkedIn profile page photo

Thinking Like A Boss Boosts Communication and Relationship-Building


Forty-one and 43 percent of Millennial Leadership Study participants find themselves respectively deficient in the technical expertise and the industry experience skill sets that precede leadership. Four, 53 and 68 percent of survey participants respectively give University coursework, mentoring and online classes as the type of training that develops effective leadership skills. Eighty-three percent of Millennial Leadership Study participants have reservations about management-heavy businesses and indicate preferences for pursuing career paths in companies “with fewer layers of management.”

Fifty-one and 66 percent of survey participants imply thinking like a boss by respectively claiming as theirs the most important leadership skills of communication and relationship-building.

Thirty-nine and 50 percent of Millennial Leadership Study participants respectively judge career advancement opportunities jeopardized by intra-company trends toward inadequate communication and toward insufficient leadership development. 


Infographic from The Hartford's 2015 Millennial Leadership Survey presents training priorities identified by millennials.

infographic for The Hartford's 2015 Millennial Leadership Survey
infographic for The Hartford's 2015 Millennial Leadership Survey

Thinking Like A Boss Calls For Honest Information-Sharing


A reluctance to conform and a tendency to question process keep millennials from accepting precedent as a reason for how and why to get things done.

Dan Schawbel, author of Promote Yourself: The New Rules for Career Success, looks at millennials thinking like a boss from the perspective of the survey’s leader. He mentions in his bestselling, career success-related book: “Today’s leaders want to create their own rules. They want to innovate and change how work is done.” He notes information-sharing as a top leadership skill since honesty is a trait that people value in leaders and “We’re all sick of spin and buzzwords.”

Information-sharing offers optimum impacts when leaders hold regular team and special one-on-one meetings, keep office doors open, and recognize team members by face, name and responsibility. 


Promote Yourself: The New Rules for Career Success by Dan Schawbel ~ Available now via Amazon

Branding expert Dan Schawbel provides insights to millennials for self promotion as indispensable contributors in their careers.
millennial leadership skills

Thinking Like A Boss Draws Upon Self-Improvement, Team-Building


Team-building through frequent meetings, member recognition, open-door policies and practices, and supportive shares promotes members thinking like a boss and serves as a top leadership skill. Whitney Wolfe of Bumble dating app and Tinder social discovery application quantifies team-building as “You can’t lead with fear. Results are better when people feel encouraged.”

Lindsey Pollak, author of Becoming the Boss, recognizes top leadership skills, for information-sharing and team-building, in the union of being oneself yet being open to improvement. She states that “This generation is more supportive toward different types of leadership” since executive-coaching and mentoring overcome reluctance to deliver bad news or speak publicly.

Meredith Bryan thinks that all three top leadership skills contribute to “honing an effective and individual leadership style” for collaborative yet individualistic, passionate yet purposeful millennials. 


Becoming the Boss: New Rules for the Next Generation of Leaders by Lindsey Pollak ~ Available now via Amazon

Millennial workplace expert Lindsey Pollak shows millennials how to step into targeted positions as executives.
millennial leadership skills



My special thanks to talented artists and photographers/concerned organizations who make their fine images available on the internet.


Millennial entrepreneur Whitney Wolfe shares in Meredith Bryan's millennial leadership skills article that "You can't lead with fear."

Whitney explains that "Results are better when people feel encouraged."
Whitney Wolfe's LinkedIn profile page photo
Whitney Wolfe's LinkedIn profile page photo

Sources Consulted


Bryan, Meredith. May 2016. “Take the Lead.” Self. New York, NY: Condé Nast.

“The Millennial Leadership Survey.” Workplace Trends > Media Room > July 20, 2015.

  • Available @

Pollak, Lindsey. 2014. Becoming the Boss: New Rules for the Next Generation of Leaders. New York, NY: HarperCollins. 

  • Summary available @

Schawbel, Dan. 2015. Promote Yourself: The New Rules for Career Success. New York, NY: St. Martin’s Press paperback.

  • Summary available @


the end which is also the beginning
the end which is also the beginning

Self Magazine May 2016 ~ Available now via Amazon

May 2016 issue includes millennial-themed article, "Take the Lead: A Step-by-Step Guide to Thinking #Like A Boss, Whether You’re in Charge Now or Will Be Soon," by Brooklyn-based author and Dartmouth College graduate, Meredith Bryan.
millennial leadership skills

Me and my purrfectly purrfect Maine coon kittycat, Augusta "Gusty" Sunshine

Gusty and I thank you for reading this article and hope that our product selection interests you; Gusty Gus receives favorite treats from my commissions.
DerdriuMarriner, All Rights Reserved
DerdriuMarriner, All Rights Reserved
Updated: 01/03/2022, DerdriuMarriner
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DerdriuMarriner on 10/18/2018

katiem2, Thank you for the update and congratulations on your daughter's achievements and happiness. You could just as easily have written what Bryan, Pollak and Schawbel wrote so I'm sure your very own millennial is headed in the best direction.

katiem2 on 10/18/2018

Happy to report my millennial daughter has graduated with honors and is doing very well thinking like a boss, attitude is everything even if you have to fake it till you make it after all none of us knows anything until we are taught or learn by observation.

DerdriuMarriner on 03/10/2017

katiem2, The millennial generation has a lot going for them!

katiem2 on 03/09/2017

I have a millennial daughter, she is wonderful, smart, talented and hard working. I think there really is something to the whole generation gap. I always make certain to shift my train of thought.

DerdriuMarriner on 03/07/2017

sandyspider, One of my favorite books is "Seeing Like a State." The perspective of putting oneself in other shoes will be sometimes shocking and always formative and elucidating.

sandyspider on 03/07/2017

Valuable information to think like a boss. Will have to bookmark this for future reference.

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