About Lina M. Calcagno

Practical leadership development that improves execution.

Lina M. Calcagno is a leadership advisor and executive coach who helps corporate leaders and teams strengthen execution, accountability, and communication—so decisions get made, owners follow through, and culture supports performance. With 20+ years of leadership experience, Lina brings a practical, people-savvy approach that blends emotional intelligence with clear standards.

What it’s like to work with Lina

  • Practical tools and language leaders can use immediately

  • High trust and high standards—no blame, no softness without results

  • Clear action plans, follow-through, and measurable progress over time

Operator experience.
Real-world leadership.

As the former President of Managed Maintenance, Inc. (MMI), Lina led internal growth and operational execution for a SaaS business, coordinating cross-functional teams across Customer Success, Data Analytics, Software Development, and more. Over two decades in corporate leadership, she led teams serving enterprise clients, including IBM, Lenovo, and Arrow. That experience sharpened her ability to lead through complexity—aligning priorities, navigating team dynamics, and building rhythms that turn strategy into results.

She launched Roadmap4Success after two decades in executive leadership, bringing that operator experience into a dedicated coaching and leadership development practice.

Today, those same principles show up in her work: build trust, create clarity, reinforce accountability, and design a culture that supports consistent execution.

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Learn more about the Leadership Advantage Program

Lina’s Coaching Philosophy

Lina’s coaching is practical, direct, and results-driven. She helps leaders build the behaviors that improve execution—clear expectations, stronger communication, healthy conflict, and consistent follow-through.

How Lina
Works

  • Strategic focus: Tools and frameworks leaders use to solve real business challenges and drive measurable progress.

  • Self-awareness: Clear insight into strengths, blind spots, and impact—so leaders adjust behavior and lead with intention.

  • Emotional intelligence: Trust, influence, and relationship skills that improve collaboration and decision-making under pressure.

  • Accountability: Ownership and follow-through through clear standards, coaching, and consistent operating rhythms.

  • “Lina commits and cares about results, and the joy she shows in your success is her reward.”

    R.T., VP, Marketing Agency

What Sets Lina Apart

Executive-level perspective:

Two decades of hands-on leadership and trusted counsel to CEOs and senior leaders across organizations of varying size and complexity.

Practical methods:

Leaders leave sessions with clear language, frameworks, and next steps—not inspiration that fades.

High trust, high standards

A supportive environment where real issues get addressed—and commitments turn into action.

Lina’s approach is “whole-person” leadership—because how you lead shows up at work, and how you work shows up at home.

Take the Next Step in Your Leadership Journey

At Roadmap4Success, Lina M. Calcagno is committed to helping you achieve more—whether it’s mastering your role, building a stronger team, or driving organizational success. With her guidance, you’ll develop the skills and confidence needed to overcome challenges and create lasting impact.