chief of staff remote

Executive Staff Recruiters / ESR Healthcare; United States; Remote; USD 140,000 - 230,000; Full time

Job summary

Executive Staff Recruiters / ESR Healthcare seeks a Chief of Staff to support the CRO with strategic, operational, and executional oversight. You will drive cross-functional alignment, accelerate decision-making, and own high-impact initiatives in a fast-paced AI environment.

You will leverage AI tools to optimize workflows, develop KPI dashboards, and communicate effectively with senior leadership. This is a remote, full-time position offering ownership and growth opportunities.

Qualifications

• 4+ years of experience in strategy, business operations, or similar roles.
• Ability to turn ambiguous problems into actionable plans.
• Proven track record managing complex initiatives with minimal oversight.
• Outstanding written and verbal communication for senior leadership.
• Hands-on experience using AI tools and workflow automation.
• Ownership-driven, proactive mindset with strong attention to detail.

Responsibilities

• Optimize the CRO's time via calendar management, briefings, and prep.
• Drive cross-functional initiatives, align stakeholders, track milestones.
• Identify inefficiencies, improve processes, and build scalable systems.
• Develop reporting frameworks, monitor KPIs, surface insights.
• Prepare presentations and internal communications for executive priorities.
• Research challenges, evaluate opportunities, and provide data-driven recommendations.
• Own high-impact initiatives outside traditional departments.
• Leverage AI tools to streamline workflows and accelerate execution.

Skills

Strategic thinking

Analytical skills

Executive communication

AI literacy

Automation experience

Project management

Tools

CRM systems

AI tools

Dashboard software

Job description

chief of staff remote

Job Type: Full-time

Location: Remote

The Role

You'll operate at the intersection of strategy, operations, and execution, helping the CRO focus on what matters most, accelerate decision-making, and turn ambitious goals into measurable outcomes.

This role is ideal for someone who thrives in ambiguity, thinks strategically, moves fast, and takes end-to-end ownership of complex challenges in a fast-paced AI environment.

What You'll Be Doing

• Optimize the CRO's time and priorities through calendar management, executive briefings, meeting preparation, and follow-ups.
• Drive cross-functional initiatives, align stakeholders, track milestones, and ensure critical deliverables are completed.
• Identify inefficiencies, improve processes, and build scalable systems that increase organizational effectiveness.
• Develop reporting frameworks, monitor KPIs, and surface actionable insights to support business decisions.
• Prepare presentations, draft internal communications, and ensure alignment on executive priorities.
• Research business challenges, evaluate opportunities, and develop data-driven recommendations.
• Own high-impact, ambiguous initiatives that fall outside traditional departmental responsibilities.
• Leverage AI tools and automation to streamline workflows, improve productivity, and accelerate execution.

What We're Looking For

• 4+ years of experience in strategy, business operations, management consulting, revenue operations, or similar roles.
• Strong business acumen, analytical skills, and the ability to turn ambiguous problems into actionable plans.
• Proven ability to manage complex initiatives, prioritize effectively, and deliver results with minimal oversight.
• Exceptional written and verbal communication skills, with the ability to influence stakeholders and communicate with senior leadership.
• Hands-on experience using AI tools and automation to improve workflows and operational efficiency.
• A proactive, resourceful, and ownership-driven mindset with strong judgment and attention to detail.
• Ability to thrive in fast-moving environments, manage competing priorities, and navigate ambiguity.

Nice to Haves

• Experience supporting a CRO, CEO, or other C-level executive.
• Background in AI companies, high-growth startups, or B2B SaaS.
• Familiarity with go-to-market strategies, revenue operations, sales pipelines, and CRM systems.
• Experience building KPI dashboards, executive reporting systems, or operational workflows from scratch.
• Background in management consulting, strategic finance, or a founder's office.
• Experience with LLMs, AI agents, and workflow automation platforms.