Chief of Staff Graduate Intern

POSITION SUMMARY

The Chief of Staff Graduate Intern serves as a strategic partner to the President of Clearwater, enabling effective leadership, operational excellence, and execution of key business priorities. This role acts as a force multiplier—driving alignment across teams, managing critical initiatives, and ensuring the President’s time and focus are optimized for maximum impact.

A critical component of this role is leading and accelerating Clearwater’s adoption of AI—identifying opportunities, aligning stakeholders, and ensuring AI initiatives translate into measurable business value.

SPECIFIC JOB RESPONSIBILITIES

1. Strategic Execution & Planning

• Translate the President’s vision into actionable priorities and ensure consistent execution across the organization 
• Drive cross-functional initiatives from concept through completion 
• Monitor progress on strategic goals, identify risks, and implement corrective actions 

2. AI Strategy & Transformation

• Partner with the President and leadership team to execute Clearwater’s AI strategy 
• Identify high-impact opportunities to apply AI across operations, products, and customer experience 
• Drive adoption of AI tools and workflows to improve efficiency, decision-making, and scalability 
• Coordinate cross-functional AI initiatives, ensuring alignment between technical and business teams 
• Track emerging AI trends and assess their relevance to Clearwater’s business 

3. Executive Support & Leverage

• Serve as a trusted advisor and sounding board to the President 
• Prepare briefings, talking points, and decision frameworks for internal and external engagements 
• Manage and prioritize the President’s agenda to align with company objectives 

4. Operational Leadership

• Improve internal processes to increase efficiency, communication, and accountability 
• Lead special projects and organizational initiatives on behalf of the President 
• Coordinate leadership team rhythms (e.g., staff meetings, quarterly planning, offsites) 

5. Cross-Functional Alignment

• Act as a central point of coordination across departments to ensure alignment and clarity 
• Break down silos and facilitate communication between leadership and teams 
• Ensure follow-through on key decisions and initiatives 

6. Decision Support & Analytics

• Gather and synthesize data to support executive decision-making 
• Develop dashboards, reports, and insights on company performance 
• Identify opportunities for growth, efficiency, and innovation 

7. Culture & Leadership Enablement

• Reinforce company culture and leadership principles 
• Support internal communications and change management efforts 
• Help drive accountability and performance across the leadership team

EXPERIENCE REQUIRED

• Currently enrolled in a Master of Business Administration or similar graduate program with graduation/completion date of no later than May 2027
• 5–10+ years of experience in strategy, operations, consulting, or executive support roles
• Demonstrated experience leading or supporting AI, automation, or digital transformation initiatives

QUALIFICATIONS, SKILLS, & KNOWLEDGE

• Currently enrolled in a Master of Business Administration with graduation/completion date of no later than May 2027
• Strong understanding of how AI can be applied in business contexts (technical depth not required, but fluency is essential)
• Proven ability to lead complex, cross-functional initiatives and influence without direct authority
• Exceptional communication, analytical, and problem-solving skills, with the ability to translate insights into action
• High level of discretion, judgment, and emotional intelligence
• Experience working closely with senior executives preferred
• Strong business acumen
• Security, risk, or healthcare experience is a plus
• Highly organized, detail-oriented, and able to manage multiple priorities in a fast-paced environment
• Collaborative and effective at aligning diverse stakeholders around business outcomes
• Proficient with modern business tools (e.g., Salesforce, Microsoft Office, SharePoint) and comfortable communicating technical concepts to non-technical audiences
• Ability to embrace Clearwater’s CLEAR core values (Commitment to Client Success, Lead with Accountability, Integrity & Collaboration, Excellence in All That We Do, Advance Colleague Success, Respect & Transparency) and culture.?