
Alexandra Phillips
Verified Expert in Coaching
Coach
Hastings-on-Hudson, NY, United States
Toptal member since September 5, 2024
Alexandra Phillips is an executive coach, organizational scientist, and change management leader with 20 years of experience advising C-suite and emerging leaders. She specializes in leadership clarity, systems thinking, and organizational transformation. She integrates AI into change strategies to drive sustainable impact. She is an ICF-accredited coach, holds her PCC, and has a master’s in change leadership from Columbia University.
Project Highlights
Expertise
- Business Coaching
- CEO Coaching
- Coaching
- Executive Coaching
- Instructional Design
- Leadership Development
- Professional Development
- Strategy
Work Experience
VC Ready Business Consultant | Organization Development Specialist
Various
- Advised early-stage startups on strategic positioning and value proposition development to attract venture capital funding. This improved investor interest and enhanced readiness for funding pitches through targeted coaching and feedback sessions.
- Guided startup teams in developing robust organizational structures and scalable business models, fostering sustainable growth and positioning them for future investment opportunities through operational efficiency and strategic alignment.
- Prepared startups for enhanced market readiness and enabled founders to articulate a compelling value proposition to investors and stakeholders.
Facilitator
Chief
- Worked as an executive coach at Chief.com and coached senior leaders to unlock their full potential, aligning vision with actionable goals.
- Led large group workshops that drive collaboration and breakthrough thinking using systems thinking and group dynamics to ensure innovation, engagement, and meaningful dialogue.
- Worked as an instructional design specialist and a custom workshop creator.
Primary Coach | Business Consultant
Copper Owl Group
- Worked with rising and C-suite executives in all business areas, helping them develop their leadership, management, and negotiation skills.
- Collaborated with executives through mergers, acquisitions, and reorganizations, helping them find solutions to heal fractured teams.
- Acted as a senior trainer and large group facilitator, crafting and delivering off-site events for small and large private and publicly traded companies.
- Developed middle management culture strategies, including professional development training programs to increase engagement and retention.
Project Designer
Owens Corning
- Designed and delivered a scalable leadership development program aligned to business priorities, enabling more consistent execution across plant leadership teams.
- Translated fragmented capability inputs into a unified program architecture, improving clarity, usability, and alignment to operational performance goals.
- Aligned leadership development efforts with existing performance systems, strengthening the link between leader behaviors and measurable business outcomes.
- Drove cross-functional alignment across stakeholders, clarifying roles, priorities, and deliverables to accelerate program execution and reduce ambiguity.
- Developed core program assets, including onboarding modules and a leadership growth journal, increasing learner engagement and practical application on the job.
- Built modular learning components designed for digital deployment, enabling scalable rollout while maintaining consistency in leadership expectations.
- Improved speed to deployment and stakeholder alignment by converting complex inputs into a clear, execution-ready program design.
Instructional Design Specialist | Content Developer
Lincoln Center Education
- Trained over 300 educators, from superintendents to professors, in effective instructional design strategies, enhancing curriculum delivery for under-resourced schools and achieving a 95% positive feedback rating on post-training evaluations.
- Developed and implemented educational programs tailored explicitly for disadvantaged youth and under-resourced populations, increasing student engagement through participation metrics and qualitative feedback.
- Built and strengthened relationships with key stakeholder donors, increasing their level of support and deepening engagement with the organization’s mission, resulting in enhanced collaboration opportunities and expanded program visibility.
Project History
Executive Coaching
Coached over 100 C-suite and rising C-suite executives.
I’ve crafted and delivered executive coaching engagements through a structured and personalized development process, helping senior leaders enhance their leadership skills, strategic thinking, and overall performance.
Organizational Scientist Work
Led enterprise-wide change initiatives by applying systems thinking, unlocking leadership potential, and aligning organizational strategy with human-centered design
As an organizational scientist, I design and lead transformative initiatives that align people, purpose, and performance. In this role, I’ve partnered with executive leaders to assess systemic challenges, foster cultural trust, and implement scalable, human-centered solutions. My work includes diagnosing organizational dynamics through qualitative and quantitative methods, facilitating stakeholder alignment, and using frameworks from systems psychodynamics, change management, and adult development theory. Whether building coaching cultures, launching internal talent marketplaces, or guiding leaders through adaptive challenges, I bring both rigor and intuition, balancing data-driven insights with a deep understanding of human behavior.
Each engagement is rooted in a belief that organizations thrive when leaders are both self-aware and system-aware, able to move with clarity, courage, and connection.
Learning and Development Facilitator Work
Designed and delivered high-impact learning experiences that accelerated leadership growth, fostered team alignment, and built a culture of continuous development.
As a Learning and Development Facilitator, I’ve crafted and delivered experiential learning programs that empower individuals and teams to lead with clarity, empathy, and purpose. From global enterprises to mission-driven nonprofits, I’ve partnered with organizations to design workshops, retreats, and scalable learning solutions focused on leadership development, coaching cultures, psychological safety, and performance alignment. I integrate adult learning theory, neuroscience, and intuitive facilitation techniques to meet diverse learner needs and drive real-world application. Whether launching a peer coaching initiative, leading a high-stakes offsite, or developing a blended curriculum, my work centers on unlocking human potential through transformational learning experiences that ripple across systems.
Education
Master's Degree in Organizational Psychology
Columbia University - New York, NY, USA
Master of Fine Arts Degree in Acting
The Actors Studio Drama School - New York, NY, USA
Bachelor's Degree in English
Brown University - Rhode Island, USA
Certifications
Agentic AI: Contextualized & Applied
Harvard University
Hogan Assessments
Hogan
Professional Certified Coach (PCC)
International Coaching Federation (IFE)
Certification in Diversity, Equity, and Inclusion
Cornell University
DiSC Practitioner
DiSC
Certification in Executive Coaching
New York University
Skills
Executive Coaching
CEO Coaching, Team Coaching, Negotiation Coaching, Business Coaching, Executive Coaching, Business Leadership Coaching, Communication Coaching, Corporate Coaching, Creativity Coaching, Decision-making Coaching, Emotional Intelligence Coaching, Enterprise Coaching, Leadership Coaching, Management Coaching, Presentation Coaching, Productivity Coaching, Small Business Coaching, Soft Skills Coaching, Transition Coaching, Virtual Coaching, Personality Assessment
Platforms & Tools
Zoom, Leadership Assessment, Jira
Other
Windows Phone 8, Writing & Editing, Strategy, Conflict Resolution, Coaching, Scaling, Professional Development, Off-sites, Psychology, Diversity, Equity, & Inclusion (DEI), Presentations, Facilitation, Consulting, Content Writing, Organizational Development, Leadership Development, Talent Strategy & Alignment, Culture Transformation, Psychodynamic Consulting, Intuitive Leadership, Instructional Design, Hogan Assesments, UX Assessment, Agentic AI, AI Agents, AI Adoption, AI Ethics, User Experience (UX)
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