Chief of Staff

Company

ApprentiScope is the leading workforce-management platform purpose-built for Registered Apprenticeship programs, with customers ranging from Fortune 500 companies to state governments. Our core platform replaces labor-intensive manual processes, enabling these organizations to scale their programs, reduce compliance burden, and generate measurable outcomes. As AI expansion and energy infrastructure modernization make the skilled trades an ever-increasing national priority, that demand is accelerating, and ApprentiScope is positioned to define the category.

Role Overview

We’re looking for a Chief of Staff to serve as a strategic partner to the CEO by sharing in the decision-making, carrying real authority, and helping unlock the next stage of the business. ​​This is a high-impact role at the center of a fast-moving company. You’ll operate across functions, drive critical initiatives forward, and directly shape the business's trajectory. The right person has done this before and thrives in environments where they are writing the playbook.

Key Responsibilities

• Act as the CEO’s primary thought partner, sounding board, and force multiplier across all aspects of the business.
• Own and drive cross-functional initiatives from scoping through execution, ensuring nothing falls through the cracks during periods of rapid growth.
• Proactively identify strategic priorities, surface blind spots, and recommend high-impact actions before they become urgent.
• Synthesize information from across the organization—customers, team, market, data—into clear recommendations for leadership.
• Manage board prep, investor communications, and other high-stakes deliverables on behalf of the CEO.
• Stand in for the CEO in meetings and decisions where appropriate, carrying full context and authority.
• Build and refine internal processes, rituals, and operating cadences that help a small team punch above its weight.

What Success Looks Like

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