Associate Chief of Staff - Apprenticeship - Onsite Tampa

Baldwin Group Colleague • Tampa, FL

13d • Onsite

About The Position

The Associate Chief of Staff Apprenticeship is an early-career gateway to future business leadership at The Baldwin Group. The position provides direct exposure to executive leadership, enterprise strategy, and operational execution. The associate works alongside the CEO, Chief of Staff, Executive Leadership Team, and Operating Segment Presidents to support key business processes and coordination across functions, while learning about leadership dynamics, executive decision-making, business transformation, and cross-functional collaboration.

The role supports executive meetings for the Office of the CEO and strategic initiatives for the Office of the Chief of Staff. It is based in Tampa, Florida, and is performed in the office five days per week. The work may include off-hour events and time-sensitive matters requiring immediate attention. Duties may evolve or be modified as the firm's needs change.

Requirements

• High-potential early-career professional with a strategic mindset and strong analytical skills.
• Proactive problem-solver who thrives in fast-paced, high-visibility environments.
• Exceptional attention to detail and ability to ensure accuracy and alignment in deliverables.
• Ability to manage competing priorities across multiple stakeholders and move between operational and strategic work.
• Excellent written and verbal communication skills, including the ability to distill complex information into actionable insights and influence senior stakeholders with a concise, bottom-line-up-front approach.
• Exceptional judgment and discretion when handling executive-level confidential information.
• Strong proficiency in Microsoft Office Suite, including PowerPoint, Excel, and Word, and executive-level presentation development.
• Working fluency with enterprise AI tools, such as Claude, to accelerate research, drafting, and synthesis, applied with sound judgment and executive-level discretion.
• The role is described as ideal for a recent master's graduate, an early-career professional 2–4 years out of undergraduate study, or a Junior Military Leader.

Nice To Haves

• Experience in executive support, consulting, strategy, or operations.
• Exposure to Board governance processes.
• Experience in insurance, financial services, or professional services.

Responsibilities

• Partner with the CEO's Office to prepare for Board and large-scale executive meetings, including agenda development, materials production, in-person setup, and logistics.
• Track meeting agendas, action items, and minutes, ensuring accountability and follow-through across stakeholders.
• Respond flexibly to changing business priorities, including off-hour events and time-sensitive matters requiring immediate attention or support.
• Support active enterprise transformation workstreams in coordination with the Business Transformation portfolio, including logistics and tracking across concurrent initiatives.
• Prepare executive briefing materials, pre-reads, and summaries by consolidating presentations, metrics, and strategic insights for executive-level meetings.
• Contribute to firm-level lessons-learned reviews and help communicate insights to relevant stakeholders.
• Coordinate touchpoints between the Business Transformation team and the Office of the CEO on shared initiatives.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed