Cheif of Staff

Chief of Staff to the founder and CEO

The Doyle Group

The Doyle Group is a proven partner for Placement and Consulting services, headquartered in Denver, CO. Our core mission is to forge genuine partnerships with clients seeking strategic talent solutions and to support highly skilled candidates pursuing their next career move. With more than 30 years of industry experience, our consultative approach enables us to offer meaningful guidance, insight, and clarity — empowering organizations to scale with excellence while helping professionals find work that matters.

We are supporting a holdings organization that oversees a growing and mission?driven portfolio of multiple nonprofit and for?profit businesses, each dedicated to strengthening communities, expanding impact, and delivering high?quality services.

Role Overview

The Chief of Staff serves as a strategic extension of the Owner & CEO, responsible for driving operational excellence, cross?company alignment, and enterprise?wide execution across a multifaceted portfolio. This role ensures that vision becomes reality by translating strategy into structured plans, orchestrating operational discipline, and enabling growth across all operating entities within the holdings organization.

Key Responsibilities

Enterprise Leadership & Execution

• Partner closely with the Owner & CEO to operationalize strategy across all businesses within the holdings structure.
• Translate vision, priorities, and ideas into actionable plans with clear owners, timelines, and measurable outcomes.
• Track and advance enterprise?wide initiatives, ensuring accountability, structure, and timely follow?through.
• Identify operational gaps, risks, dependencies, and inefficiencies across all operating companies.
  
  

Operations & Performance Management

• Coordinate operational priorities across multiple nonprofit and for?profit business units.
• Establish and maintain KPIs, dashboards, and operating rhythms for consistent performance visibility.
• Improve systems, processes, and workflows to support scale, efficiency, and long?term sustainability.
• Ensure leadership teams remain aligned with enterprise expectations, strategic direction, and shared goals.
  
  

Growth, Strategy & Expansion

• Support business development, partnerships, strategic initiatives, and new market opportunities.
• Play a key role in preparing for, supporting, or integrating mergers, acquisitions, and new ventures.
• Lead or support special projects related to new service lines, operational improvements, and enterprise innovation.
• Identify opportunities to enhance efficiency, profitability, and mission?aligned impact.
  
  

Owner/CEO Partnership

• Serve as a trusted thought partner, helping shape, organize, and operationalize the CEO’s vision.
• Advance high?priority initiatives when the CEO’s focus is directed elsewhere (approximately 20% of the time).
• Prepare insights, recommendations, decision?support materials, and strategic briefings.
• Ensure commitments made internally and externally are fully executed and documented.
  
  

Who You Are

• A proactive operator who takes initiative and executes with minimal direction.
• Exceptionally organized with the ability to manage multiple priorities across diverse teams.
• Comfortable operating across several businesses with different missions, stakeholders, and structures.
• Skilled at bringing clarity to visionary ideas and translating them into structured plans.
• Strong communicator with executive presence and sound judgment.
• Energized by building, scaling, and improving systems, processes, and organizations.
• Bonus: You're unfazed (or even delighted) by working sessions accompanied by a steady stream of Taylor Swift playlists.
  
  

Values Alignment

The right candidate for this role is deeply aligned with our core beliefs:

• People First: We lead with empathy, dignity, and respect — for clients, communities, and each other
• Competence with Care: Excellence matters, especially when people are depending on us
• Accountability: We do what we say we’re going to do, and we own the outcome
• Community Impact: Our work exists to strengthen communities, not just organizations
• Growth with Integrity: We scale thoughtfully, without losing our humanity
  
  

Qualifications

• 8–15 years of experience in operations, consulting, high?growth environments, or chief of staff roles.
• Experience working directly with a founder, owner, or CEO.
• Background supporting multi?entity organizations, holding companies, or complex portfolios.
• Strong operational, project management, and leadership capabilities.
• Experience within professional services, mission?driven organizations, government contracting, or nonprofit environments is a plus.
  
  

Preferred Skills

• Experience implementing enterprise operating rhythms, dashboards, or KPI frameworks.
• Background supporting M&A activity, due diligence, or integration efforts.
• Strong facilitation, communication, and cross?functional leadership skills.
• Ability to create scalable systems and processes in dynamic environments.
  
  

Why This Role Matters

This position directly influences the organization’s ability to grow with intention — ensuring impact and operational excellence expand in tandem. By steering alignment, execution, and disciplined growth across the portfolio, the Chief of Staff of Enterprise Operations helps strengthen communities, increase organizational capacity, and enable lasting positive outcomes.

Closing Statement

If you are someone who wants your work to mean something, who thrives on building structure where it’s needed, and who believes that strong operations can change lives — this role was built for you. You’ll have a seat at the table, a real voice in shaping what comes next, and the opportunity to help grow organizations that exist to make a difference.

This is a chance to build something that lasts — and to help people along the way.