Building Stronger Workplace Cultures
One Habit at a Time
Helping leaders at all levels drive performance, inspire people, and shape thriving workplace cultures.
Lead With Intention and Build a Culture That Lasts.
Building better leaders with real tools, real habits, real impact.
At Habit Leadership, we help individuals and organizations strengthen mindset, leadership, and teamwork, so your people thrive and your culture sticks. Whether you're looking for engaging training, impactful coaching, or strategic support beyond the classroom, our services are designed to meet you where you are and take you where you want to grow.
What We Do
Helping People Thrive From the Inside Out
At Habit Leadership, we partner with individuals and organizations to develop strong leaders, cohesive teams, and workplace cultures where people actually want to show up and contribute. Whether through interactive training, coaching, or strategic consulting, we turn learning into action and ideas into momentum.
You’re in the right place if you're looking to:
Lead with more clarity and confidence
Strengthen team dynamics and culture
Reduce burnout and increase engagement
Align behaviors with values and purpose
Tailored Support That Moves the Needle
Our Services
Training Engagements
Interactive sessions to spark mindset shifts, strengthen leadership, and energize teams.
Great for organizations ready to grow with intention.
Strategic Consulting
Make the learning stick. Follow-up consulting ensures that new habits are reinforced and tied to long-term success.
For teams who want more than just a one-off session.
1:1 Coaching SESSIONS
Personalized leadership and career coaching to help individuals find clarity, grow confidence, and lead with purpose.
Perfect for new leaders, career changers, or anyone looking to grow.
Why Work With Me
Leadership That Lasts Starts With the Right Habits
Here’s what makes Habit Leadership different:
Beyond the Classroom – We don’t stop at delivery; we focus on application and real-world results.
Habits Over Hype – This isn’t about quick fixes. It’s about lasting change through repeatable behaviors.
Holistic & Tailored – We blend leadership, teamwork, and culture development—then customize it to fit you.
Empathetic & Strategic – We bring heart and business sense to every engagement.
The Story Behind
Habit Leadership
Kara Stafford, M.Ed., CPTD® is the Founder and President of Habit Leadership. With over 30 years of experience in people development across healthcare, finance, insurance, and the nonprofit world, she brings both depth and heart to every training, coaching session, and consultation.
Kara is known for her thoughtful, engaging approach, blending practical tools with meaningful connection. As a certified Jon Gordon Trainer, she empowers individuals and teams to lead with clarity, confidence, and purpose. Her credentials include DEI in Talent Development, MBTI®, Human Performance Improvement, and Virtual Facilitation, among others.
She holds a Master’s in Adult Learning and Development and a Bachelor’s in Elementary Education. Now based on Florida’s west coast, Kara’s passions extend beyond work, she’s an advocate for causes supporting children, animals, heart health, and Alzheimer’s.
Frequently Asked Questions
Leadership isn’t one-size-fits-all and neither are the questions that come with it. Whether you're exploring training for your team, considering coaching for yourself, or just curious about what Habit Leadership can offer, this FAQ section is here to guide you.
You’ll find answers to some of the most common questions about our services, approach, and how to get started. Still wondering about something? I’d love to chat, reach out anytime or book a complimentary discovery call.
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Leadership training or coaching may be right for you or your team if you’re looking to grow confidence, strengthen leadership capabilities, navigate challenges, elevate team performance, or prepare for the next level of leadership. Whether you're an aspirational leader, an experienced manager, or part of a team ready to grow together, Habit Leadership meets you where you are. If you're unsure, I offer a complimentary discovery call to explore your goals and explore a path forward.
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It all begins with an idea. Maybe you want to launch a business. Maybe you want to turn a hobby into something more.
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I offer virtual, in-person, and hybrid options depending on your needs, preferences, and budget. Many clients enjoy the convenience and flexibility of virtual sessions, while others prefer in-person workshops, or a blend of both.
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I offer both professional and career coaching, each is designed to support growth, clarity, and meaningful progress.
Professional coaching is focused on leadership and workplace effectiveness. It helps individuals strengthen their professional or leadership presence, navigate challenges, grow capabilities, and lead with greater confidence and impact.
Career coaching supports individuals at key points in their career journey—whether they’re exploring what’s next, pursuing a promotion, navigating a career change, or re-entering the workforce. Career coaching involves clarifying goals, identifying strengths, refining your personal brand, and developing practical strategies like resume building, interview prep, or networking plans.
Both coaching engagements are highly personalized and rooted in trust, accountability, and forward momentum. Sessions are typically 30-60 minutes and can be scheduled weekly or biweekly, depending on your needs, goals, and timeline. The duration of professional or career coaching engagements can vary depending on individual needs, goals, and circumstances. Common coaching timelines are three - nine months.
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I partner with clients to define what success looks like from the start—whether it's individual growth like increased self-awareness, confidence, or a stronger sense of purpose, or broader outcomes such as improved relationships, higher engagement, and a more positive team or workplace culture.
Depending on the engagement, impact may be assessed through feedback surveys, assessments, participation data, coaching reflections, or progress toward individual or organizational goals. For longer-term engagements, I also recommend follow-up check-ins to sustain momentum and reinforce key learnings. Growth isn’t always a straight line, but it’s real - and with the right focus and support, its impact can be lasting and meaningful.
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Getting started is simple. You can reach out through the contact form or book a complimentary discovery call to talk about your goals and explore the best path forward. From there, we’ll design a solution that’s right for you - or your team.