Design a Vision
Develop a Plan
Deploy your Potential
I help leaders and professionals navigate challenges, clarify what matters most, and make meaningful progress. Whether you're struggling with resilience, seeking a career shift, or wanting to lead with greater impact, I’ll partner with you to turn insight into action so you can grow with clarity, confidence, and purpose.
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Let's take a step towards your future together.
Offerings
Individual Coaching
The leadership journey is a rewarding one, especially when approached with intention. Whether you need to develop your vision, clarify your goals, make progress towards your future, or be held accountable to your plan, I want to help you along your path.
Along the way, we will work on developing your leadership presence and communication skills while making sure you are mindful of maintaining your desired work-life balance.
Organizational Coaching
Running a software company comes with many challenges: fulfilling the company's vision, taking care of stakeholders, building a high quality product that meets your customer's needs, fulfilling sales quotas, software maintenance, and retaining top talent all require effort.
By developing your leaders, refining process, and building strong partnerships I can help you walk the path to overcoming these challenges.
About
I help professionals and organizations develop resilient leadership, move through burnout and overwhelm, and make meaningful progress toward their goals. My journey here wasn’t linear, it came after my own experience with burnout which ended a 20-year career in software. I now coach and speak to help others build resilience, clarity, and leadership capacity.
Before becoming a coach, I worked for nearly two decades at an enterprise software company. I started in QA and moved through development, product management, and ultimately into a VP/Development Manager role. As part of the executive team, I helped lead a company turnaround and supported its long-term growth. But at the end, my burnout grew to an unmanageable level.
After leaving that role, I spent time rediscovering my purpose, and found it in helping others. While I support all aspects of leadership, career development, and change, I specialize in coaching around resilience, burnout, and navigating hard transitions. I also speak on burnout and how to create healthier, more sustainable workplaces.
I’ve formalized the skills I used every day as a leader by becoming an ICF Associate Certified Coach, Certified Executive Coach, Certified Life Coach, and Summit Certified Practitioner. Combined with my lived experience, I truly meet people where they are and tailor support that’s both practical and deeply personal.
Whether you're trying to prevent burnout, lead with more energy, or find your next chapter, I’m here to help you move forward while building resilience.
Testimonials
“Jonathan's guidance has empowered me to lead with confidence, agility, and a strategic vision. I am not just a CEO; I am a leader who understands the nuances of the ever-evolving business landscape.
Jonathan's impact reverberates not just in my role but in the success of the entire Ansi ByteCode LLP.”
Hetal - CEO
“It’s like having the benefit of hindsight in real-time.
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These coaching sessions have helped me achieve an equilibrium, where I can sort through the gaps of the job description that I haven’t been able to grasp. The concepts and reassurances provided have helped refresh me during the stressful onboarding process.”
Josh - Director of Digital Experience
"I can't recommend Jonathan Holloran enough for anyone feeling overwhelmed and on the brink of burnout. His coaching has been invaluable in helping me regain my balance and rediscover my passion for work. Jonathan uniquely creates a safe and supportive space where I can be candid about my struggles. He provided me with practical tools and strategies for managing stress, setting boundaries, and prioritizing self-care."
Brian - Business Owner, Speaker
Jonathan...has played a crucial role in my personal growth and career development. He is not only a great listener but also an insightful guide, always taking the time to understand my unique needs and goals. What sets Jonathan apart is his patience, understanding, and adaptability. Jonathan's genuine care for my success makes him an exceptional coach.
Malik - Data Engineer