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Jennifer Hipskind

  • Executive Coach
  • Former Retail Executive
  • Board Member & Consultant
  • Coaching Leaders & Inspiring Growth
Fee Range*
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Traveling From
Dallas, Texas

Great leaders understand that people are at the heart of everything. From Jennifer’s first part-time job to over 35 years in the corporate world, she has seen how businesses thrive when they’re led by individuals who inspire, empower, and create meaningful connections. Jennifer been fortunate to learn from incredible mentors who taught her the importance...

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Great leaders understand that people are at the heart of everything. From Jennifer’s first part-time job to over 35 years in the corporate world, she has seen how businesses thrive when they’re led by individuals who inspire, empower, and create meaningful connections.

Jennifer been fortunate to learn from incredible mentors who taught her the importance of listening, guiding, and supporting others. Their example shaped her leadership journey and ignited a passion for helping others achieve their goals. Coaching, mentoring, and developing leaders at every stage of their careers has been one of the most rewarding aspects of Jennifer’s work—seeing people step into their potential and achieve meaningful results is what drives me.

Today, she channels that passion into executive coaching and leadership workshops that equip leaders with the tools to communicate effectively, build trust, and drive high-performance teams. Whether you’re navigating transitions, strengthening your leadership presence, or developing strategies for greater impact, she provides practical insights and real-world strategies to support your growth.

When not working with leaders, Jennifer explores the world with her husband through their shared love of cooking and travel—adventures they share on their blog, Tastes & Treks. These passions remind us that our lives and interests don’t have to fit into one box; they can coexist and complement each other in surprising and fulfilling ways.

Let’s work together to help you lead with confidence, inspire your teams, and achieve the results that matter most.

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“I’ve walked in the shoes of those I coach, and I know the pressures and opportunities leadership brings.”

Jennifer Hipskind in Media

Speaker Programs

Individual Coaching
Working with a professional coach is a co-creative process designed to help you maximize your potential. As a thinking and accountability partner, I help you gain clarity, set meaningful goals, and take action to achieve ...more
Working with a professional coach is a co-creative process designed to help you maximize your potential. As a thinking and accountability partner, I help you gain clarity, set meaningful goals, and take action to achieve lasting results. ...less
Building Trust in the Workplace
In the workshop we explore the art of fostering trust through transparency, consistency, and collaboration to create a unified "one team" culture. Are you building a workplace where trust fuels success? ...more
In the workshop we explore the art of fostering trust through transparency, consistency, and collaboration to create a unified "one team" culture. Are you building a workplace where trust fuels success? ...less
Communicating to Lead
Participants in this workshop learn the tools to deliver clear, concise, and consistent messages that align teams and drive effective decision-making. Is communication helping or hindering your or your team’s leadership impact? ...more
Participants in this workshop learn the tools to deliver clear, concise, and consistent messages that align teams and drive effective decision-making. Is communication helping or hindering your or your team’s leadership impact? ...less
Candid Conversations
A challenge for many organizations this workshop explores mastering the art of open, constructive dialogue to navigate tough discussions and strengthen workplace relationships. Are you and your teams avoiding difficult conversations or turning them into ...more
A challenge for many organizations this workshop explores mastering the art of open, constructive dialogue to navigate tough discussions and strengthen workplace relationships. Are you and your teams avoiding difficult conversations or turning them into opportunities for growth? ...less
Purposeful Planning
This workshop is practice using proven tools like the Goal Prioritization Matrix, SMART goals, and quarterly planning to turn priorities into results. Are your or your team’s plans driving action, or just filling up to-do ...more
This workshop is practice using proven tools like the Goal Prioritization Matrix, SMART goals, and quarterly planning to turn priorities into results. Are your or your team’s plans driving action, or just filling up to-do lists? ...less
Becoming an Influential Leader
Participants will learn how to influence across all levels of the organization by fostering strong relationships, driving alignment, and inspiring action. Are you or your teams effectively shaping outcomes, or just hoping for buy-in? ...more
Participants will learn how to influence across all levels of the organization by fostering strong relationships, driving alignment, and inspiring action. Are you or your teams effectively shaping outcomes, or just hoping for buy-in? ...less

Reviews

“She is a “truth teller” who is able to leverage her extensive leadership experiences to serve as teaching moments for others. And she does it in a way that is engaging and fun.”

- Miya Maysent, CEO

“Jennifer has coached me more than once and always leads me to the clarity I need to make the best decision for my career.”

- Jennifer S, Coaching Client

Jennifer’s coaching is not only insightful and practical but also deeply relatable, making a lasting impact on the leaders she supports.

- Shari Barth, Founder, Optimal Training Solutions

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