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ABOUT SCOTT

About Scott Rupp

Scott Rupp has spent his career leading, influencing, and advising in environments where decisions carry real consequences.​

He has built businesses, served as a senior elected official, and advised organizations operating under sustained public scrutiny and regulatory complexity. Across these roles, Scott has worked alongside leaders responsible not just for performance, but for people, communities, and long-term outcomes.​

What distinguishes Scott is not theory or credentials — it is judgment formed under pressure.​

He understands how leadership actually works when:

  • Stakes are high

  • Visibility is unavoidable

  • Time is limited

  • And mistakes are costly

 

Over time, Scott earned trust by helping leaders navigate complexity without losing clarity, composure, or credibility. His work is grounded in discretion, relationships, and a practical understanding of how power, people, and systems interact.

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Today, Scott applies that experience to Executive Leadership Development — working privately with senior leaders to help them see blind spots they cannot see on their own, understand how their leadership style impacts others, and lead with greater intention and effectiveness.

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Executives work with Scott not because he tells them what to do, but because he helps them see themselves and their organizations more clearly — and act accordingly.

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Scott is the kind of advisor leaders seek when they need honest perspective, not reinforcement — and when getting it right matters more than looking right.

Perspective on Leadership

Scott’s approach has been shaped by leading in environments where:

  • Decisions have real consequences

  • Public and internal scrutiny are constant

  • Stakeholders hold competing priorities

  • Pressure never fully recedes

These experiences informed his focus on awareness, sustainability, and leadership clarity — not just performance, but durability.

How Clients Experience Him

Clients describe Scott as:
•    Insightful and grounded
•    Knowledgeable without ego
•    Direct, honest, and approachable

 

As one executive put it:
“Scott is the kind of person who can take your organization and its leaders to the next level.”

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Scott’s Professional Resume

  • Executive Leadership Specialist

  • CEO Tikkun Strategies

  • Professional Speaker

  • Author: “I QUIT!” Winning the War for Top Talent.

  • Chairman, Missouri Public Service Commission

  • VP, Government Relations & Business Development UMB Financial Corp.

  • Senator, Missouri State Senate

  • Representative, Missouri House of Representatives

  • Founder, Educational Financing Company

  • Founder, Rupp & Associates

  • Founder, Financial Aid Specialists

Speaking

Scott is also a nationally recognized speaker on leadership, workforce dynamics, and the future of work. Speaking engagements allow him to share leadership insights at scale — while his core work remains focused on private, one-on-one executive leadership development.

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