Skip to content
Request an Introduction
Meet the team

The people you work with.

Jack Ryan Advisory is founder-led. Jack leads every engagement personally, supported by a senior bench in legal advisory, the Competitive Index™, and operations.

“I believe leadership is an operating discipline, not a soft skill — and that the leaders who win are the ones willing to hear the truth and act on it.”

Jack Ryan, Founder
Amber Kagan, Head of Legal Advisory Vertical
Amber Kagan
Head of Legal Advisory Vertical

Amber Kagan is the founder of LevelUp Executive Coaching and Advising and a Senior Advisor with the International Center for Executive Options (ICEO). In these roles, Amber works with senior leaders as a coach and strategic advisor, helping them lead more effectively, navigate complex transitions, manage through change, and shape high-integrity, people-centered organizations. Amber brings to her coaching practice nearly four decades of experience at the highest levels of law, compliance, and employment strategy, offering deep expertise in corporate governance, risk management, labor and employment law, leadership development, and organizational culture.

Read bio
Dylan McGarvey, Competitive Index™ Product Manager
Dylan McGarvey
Competitive Index™ Product Manager

Dylan McGarvey is an MBA student in the University of Virginia Darden School of Business Class of 2027, where she is a Forté and Consortium Fellow. Before starting business school, Dylan had diverse experience in recruiting, with a particular focus on sourcing, and in nonprofit direct service. Most recently, she was a Talent Acquisition Manager at Harvard Business School, where she supported the HBS Online team in building a team to create and market digital courses. Previously, she worked in executive search firms, identifying potential leaders across verticals in private equity, higher education, and industrials. She also worked as a career coach to immigrants in Boston and as a college advisor in Boston Public Schools. Dylan earned her BA from Wellesley College.

Read bio
Samanta McAllister, Head of Operations
Samanta McAllister
Head of Operations

Samanta McAllister is an accomplished Senior Executive Assistant with over 20 years of experience supporting and driving executive-level performance in global, fast-paced corporate environments. Currently serving as Head of Operations for Jack Ryan Advisory and recently relocated to New York with her husband Stuart and Son Robbie from the UK. Samanta brings a uniquely people-centric, precision-driven approach honed through years of working closely with C-suite leaders across industries including banking, renewable energy, media, and capital markets.

Read bio
The firm

What Jack Ryan Advisory does

Jack Ryan Advisory is a performance and human capital advisory built for the people who carry the weight of an organization’s results. We work directly with owners and CEOs, CHROs and HR leaders, private equity firms, family-owned enterprises, and senior legal professionals on the questions that decide whether a business performs: are the right leaders in the right roles, is the team aligned to a clear standard, and where is the organization genuinely competitive or quietly exposed.

The work is bespoke and senior-only. It ranges from our Competitive Index™ organizational diagnostic to executive coaching, readiness and impact assessments, and new-leader acceleration — delivered with the operating judgment of a leader who has actually done the job, and held in strict confidence. The firm exists to give senior leaders the candid, expert counsel they rarely get and most need.

Start a confidential conversation.

Tell us the challenge in front of you and we’ll point you to the right work.

Request an Introduction