Kenston Henderson

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Kenston Henderson breathes fresh life into organizations, igniting a contagious energy that inspires individuals at all levels. From captivating leadership training to enlightening discussions on DEI, Kenston sparks crucial conversations that expel racism and fuel inclusive growth. Fear surrounding inclusivity dissipates as he empowers organizations to embrace best practices and become excited about DEI, Leadership, and Conflict Resolution. Get ready for an extraordinary journey with Kenston Henderson, where excitement and possibility merge into a brighter future.


Make no mistake, Kenston can fill a room with his magnetic stage presence. Since the pandemic, his impact has extended across the globe. Kenston's virtual presence has spread as far as Europe, Asia, the Middle East, Africa, and South America. Kenston has delivered hundreds of in-person presentations spanning the U.S., even reaching as far as Nairobi, Kenya, where he was presented with the Dr. Astell Collins Generation Leader Award. He's a sought-after TEDx Signature Speaker, a Culture Transformation Champion, and author of the go-to book on parenting leadership, Parenting Like a Boss: Intentionally Committed and Winning Conversations Workbook. He's a devoted father and husband, an advocate for the underrepresented, and passionate about making the world a better place, one organization at a time.


Speaking Topics


I am a Game Changer: Self-Leadership, Resilience, and Power of Community


Self-leadership, resilience, and the power of community are the three key elements that can transform your life both personally and professionally. To become a game-changer, you must first lead yourself effectively, taking control of your actions and decisions. Resilience is also crucial, as it allows you to overcome obstacles and setbacks and stay focused on your goals. However, no one can achieve greatness alone, and that’s where the power of community comes in. When you surround yourself with like-minded individuals who support and challenge you, you can achieve more than you ever thought possible.  Becoming a true “Game Changer” requires that one focus on developing their self-leadership skills, cultivating resilience, and building strong relationships within your community.


Key Program Takeaways Include:

  • Self-Leadership Discovery: Uncover potential, understand key principles, and gain confidence to lead your life
  • Game Changer Mindset: Embrace challenges for growth and resilience, transforming setbacks into stepping stones
  • Resilience Recipe: Learn ingredients for resilience, bounce back from adversity, manage stress, and stay positive
  • Cultivating Resilience: Access practical strategies for adapting to change, thriving in uncertainty
  • Meaningful Connections: Harness community power, build uplifting relationships, inspire and support others


Cultural Transformation in the Workplace: The 7 Keys to Create + Cultivate Racial Equity


Finally, feel confident about how to create and integrate more racial equity and inclusion in your workplace. Learn a step-by-step framework for developing an organizational culture that is inclusive, non-discriminatory, and racially equitable — including how to transform your hiring practices, address workplace discriminatory issues, and simply converse more effectively and respectfully with fellow colleagues and employees.When we thoroughly understand what a racially equitable culture looks like — and begin implementing the practices and the processes that create a more inclusive and unbiased workplace — cultural transformation will occur. 


Key Program Takeaways Include:

  • The 7 Keys to create and cultivate racial equity
  • Understanding your organization’s current and future state
  • Tools to host winning conversations about race​
  • Understanding the importance of creating and cultivating racial equity in the workplace
  • Tips to implement during the hiring process


Winning Conversations: How to Communicate Successfully & Courageously About Race


Kenston has been on his own speaking circuit with this talk. Organizational leaders who are truly looking to make sure everyone in the workplace is seen, heard and valued are reaching out. Do you avoid conversations about race? Ever imagine that conversation going bad? Or question whether or not you’re prepared for the conversation? Well, the truth is you’re not alone. As a matter of fact, most people avoid talking about race in the US and all around the world. But those days are over! A highly sought out talk based on Kenston’s TEDx (Can We Talk? —embed YouTube link) for organizational leaders who are truly invested in making sure that everyone in the workplace are seen, heard, and valued.


Key Program Takeaways Include:

  • Effectively create a safe space for conversations to take place
  • Assess your own commuication skills to make necessary adjustments
  • Say goodbye to the fear associated with having necessary conversations


Resilience: The Power of the Bounce Back


Looking for a session that will ignite, inspire, and empower you to keep moving forward no matter what life throws your way? Look no further than this highly sought-after talk on resilience! From the global COVID pandemic to social unrest and unexpected life changes, the last several years have been filled with challenges. But with the right mindset and tools, you can not only survive but thrive during tough times. This session will show you how to fall forward, keep moving toward your goals, and ultimately come out stronger and more resilient than ever before. Don’t miss out on this powerful opportunity to unlock your full potential and achieve greatness!


Key Program Takeaways Include:

  • Resilience Recipe: Discover essential ingredients for unwavering strength in the face of change and uncertainty
  • Positive Self-Esteem: Cultivate self-assurance and growth mindset for resiliently tackling challenges
  • Community Strength: Learn the impact of nurturing a supportive network for encouragement and wisdom during tough times
  • Relaxation for Resilience: Master mindfulness, stress reduction, and self-care for emotional well-being
  • Embrace Bounce Back Power: Celebrate your strength, turning setbacks into growth opportunities and challenges into resilience

Kenston Henderson's Experiences

Virtual In-Person
Virtual In-Person

Payment Terms


Kenston is one of my top diversity, equity, and inclusion practitioners. His ability to engage an audience through an interactive experience, while learning key values and principles such as unconscious bias, microaggressions, belonging, identity, and storytelling, allows for participants to leave with golden nuggets of wisdom and awareness. Kenston is a trusted partner that will consistently deliver quality, meaningful, and impactful DEIB experiences.

L. Chase | DEI Manager

I would like to thank Kenston Henderson Sr. for teaching me what a game changer really is and how powerful that can be. He disrupted my comfort level and it has been one of the best takeaways from any conference I have been to. I highly recommend, no, I challenge you to find out if you are a game changer and what your comfort level is costing you.

R. Spreng | Sr. HR Manager

Kenston's appearance on my LinkedIn live show, "Catherine's Corner," was truly exceptional as he shared profound insights on his course, Cultural Transformation in the Workplace and the crucial keys to creating and cultivating racial equity. The depth of his understanding and the clarity with which he communicated these important topics left a lasting impact on our audience. The overwhelming positive comments we received highlight the significance of Kenston's expertise and the value of his message. I wholeheartedly recommend Kenston as a speaker for any event seeking to benefit from his remarkable insights and passion for driving positive change in organizational culture!

C. Mattice | Sr. HR Leader

OH my what an awesome presenter, very engaging and brought the ENERGY to the SHRM stage. Great content in his presentation about Race and how to speak about it in the workplace. Kept the audience highly engaged!

A. Taylor | Sr. DEI Recruiter

Kenston is an amazing talent in the training and development space especially in DEI. He is an inspiring, energetic, and knowledgeable partner and facilitator. He brings insight and challenges people to critically and epathetically seek understanding and conversation that leads to growth and equity in the workplace. At Community Housing Network we have been so fortunate to embark on a year's long journey with Kenston seeking to recognize and mitigate implicit bias while building connection within our teams and throughout the organization.

M. Martin | Director of HR

I engaged Kenston to be a Keynote Speaker at our Annual Vice President Leadership Retreat in Orlando, Florida in November of 2021. His presentation was titled " Conscious Decision- Making, Becoming Aware of Your Inner Storyteller". He presented to a group of over 30 Executives who had very little exposure to the topic of Implicit Bias (Unconscious Bias). Kenston provided a high energy high impact presentation that was the highlight of our retreat. He was able to engage the group and get us all to participate with his interactive style of presenting. That was amazing to watch because the majority of leaders are engineers and somewhat introverted but he had a way of getting them to become active in his presentation. Kentson spent the time getting to know and understanding our company culture and tailored his presentation accordingly. The team was able to immediately take several tools and techniques from the presentation that could be used in the day to day management of our business. With the positive feedback I received from the leaders I will be engaging Kenston to provide additional consulting services throughout 2022. If you're looking for a knowledgeable and passionate consultant to help drive results as it relates to your DEI strategy or just need a good keynote speaker for an event I 100% recommend Kentson!

R. Williams | Director of Talent Management

I had the honor of hearing Kenston speak while in Nairobi, Kenya. Kenston ability to transform and impact his audience with his words; all while giving real world examples to help you implement and put into practice. I highly suggest you put Kenston with Live With Lyfe, LLC in your 2022 budget. It's time to transform and impact!

J. Collier | Sr. Real Estate Professional

I had the pleasure of seeing Kenston speak at the SHRM Inclusion conference and he is just someone who has a way of commanding a room with his positive energy and sense of humor while still getting the important messages across. This work in the DEI space is not easy and Kenston really pushes people to lean in and just do more with where they are right now in their DEI journey. When you attend one of Kenston’s sessions be prepared to feel like you belong and are welcomed as he puts in the extra effort to greet everyone and introduce himself to ensure there is a safe space created before diving in to the more difficult conversations. I found that to be special and that is what makes him so personable and a stand out speaker.

C. Conley | Director of HR

I recently attended an event where Kenston was the presenter. I have used personal development to grow personally (Zig Ziglar, John Maxwell, Jim Rohn) for almost 30 years and was very moved by his message. Many speakers on person development struggle with being genuine, but Kenston. His knowledge of how to help people see life through a different lens and presentation skills were very heart-felt. It is very apparent that Kenston is a certified John Maxwell leadership team member. If your organization needs to encourage your team's spirit in an authentic way, I highly recommend that you consider Kenston to speak at your next gathering. The positive "lift" that your employees/customers/prospects/attendees will receive will definitely pay off!!

K. Sien | Sr. Meeting Professional
  • What is your favorite quote? "If You're Doing Life Alone, You're Doing it All Wrong". Kenston Sr.
  • Are there any moments that stand out as having a significant impact on your career? The moment I knew I was called and chosen to this work was when I was approached by a very seasoned executive after giving a 2 hour benefits presentation. They were so shocked, yet excited th
  • Outside of your profession do you have any hobbies/interests? I love playing piano and fishing as they both play a big part in my life.
  • Who do you look up to as a mentor and why? My current mentor is John Maxwell. I look up to him because he gets servant leadership. Serve first is a motto I live by and I have carried this into my career as a speaker and trainer. When
  • Is there anything else we should know about you? A few names event leaders and audience participants have gifted me with is Game Changer, Bias Disrupter, and Winning Conversations Enthusiast. I just want to gift the audience with an EPIC ex