Career & Leadership Coaching for Tech Professionals
Helping mid-career tech professionals navigate burnout, leadership challenges, and career transitions — so they can grow, lead, and thrive.
About
At Phillip Leonard Consulting, we’re deeply committed to helping mid-career professionals and emerging leaders unlock the next chapter of their careers.
Over the past 15+ years, I’ve led complex programs, global teams, and strategic initiatives at companies ranging from early-stage startups to large tech organizations. In every role — whether guiding cross-functional teams, launching major programs, or navigating organizational change — one theme has remained constant: talented people often don’t struggle because they lack ability. They struggle because they feel stuck.
Sometimes it’s uncertainty about the next step. Sometimes it’s navigating leadership challenges. Sometimes it’s burnout. My mission as a coach is to help you move through that stuck place — with clarity, confidence, and purpose.
Together, we’ll work to:
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Create clarity around your goals, values, and vision.
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Strengthen your leadership — whether you’re managing people, cross-functional teams, or yourself.
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Develop actionable strategies for career growth and transitions.
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Prevent burnout and build sustainable work-life alignment.
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Navigate complexity with confidence in your decisions.
I draw on both my experience as a technical leader and program manager, as well as my passion for helping people develop the confidence, resilience, and skills they need to thrive — not just survive — in their work.
Whether you’re a rising manager, an established leader exploring what’s next, or a professional who simply feels like there should be more to your career — I’m here to partner with you.
A Little More About My Background:
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15+ years leading cross-functional technical programs across SaaS, cloud, mobile, and enterprise technology.
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Built and led teams at companies like Eventbrite, Rackspace, Lookout, Built, and others.
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Deep experience managing large-scale programs, M&A integrations, AI/ML programs, new product launches, and global vendor relationships.
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Practical experience guiding leaders through complexity, change, and growth.
My job isn’t to give you generic advice — it’s to partner with you as you navigate important decisions, build momentum, and take full ownership of your career.
How it Works
Coaching Designed For You
Whether you’re navigating a career crossroads, stepping into leadership, or trying to regain balance, coaching creates the space and structure to move forward with clarity.
Here’s what working together looks like:
🗓 1:1 Coaching Sessions
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50-minute private sessions via Zoom
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Fully tailored to your specific goals, challenges, and situation
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Structured conversations to build clarity, develop actionable plans, and maintain forward momentum
🎯 Personalized Action Plans
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Clear goals based on what matters most to you
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Action steps after every session to keep progress moving
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Tools, exercises, and resources to support your growth between sessions
📩 Ongoing Support
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Light support between sessions via email or text for quick questions or check-ins
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You’re never navigating your challenges alone
🤝 Safe, Judgment-Free Space
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Confidential, supportive environment where you can speak openly and honestly
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Coaching is not about telling you what to do — it’s about helping you unlock your own insights and path forward
Packages & Pricing
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Free Discovery Call — 25 minutes to explore whether coaching is a good fit
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3 Session Package — $600
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6 Session Package — $1,100
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Custom Engagements Available — Longer-term packages can be designed based on your goals
Coaching is an investment in your career growth, leadership development, and long-term wellbeing. My goal is to make the process clear, actionable, and truly useful for where you are today.