Chief of Staff to CEO — AI Strategy & Execution

Attentive; New York (NY); Híbrido; USD 200.000 - 250.000; Jornada completa

Ventajas ofrecidas por este puesto de trabajo

Health & wellness

Equity

Descripción de la vacante

Attentive is seeking a strategic operator to act as the CEO’s trusted right hand, shaping decisions and priorities while driving cross-functional initiatives. You will set operating rhythms and oversee executive-level reviews, translating company priorities into actionable ownership and milestones.

You will lead high-impact strategic programs, present analyses to the leadership team, and push AI-driven improvements across the organization.

Formación

• 5–10 years of experience in related roles.
• Minimum 2 years consulting, banking, or real startup experience preferred.
• Exceptional analytical ability and judgment.
• Genuine excitement about Attentive’s mission.
• Comfortable with feedback and willing to change mind when evidence dictates.

Responsabilidades

• Serve as the CEO’s right hand and thought partner to frame tradeoffs and turn decisions into action.
• Set and manage operating rhythms (OKRs, All Hands, monthly business reviews) with accountability.
• Lead strategic initiatives from problem definition to execution and recommendations.
• Translate priorities into owners, milestones, and next steps; surface risks and resolve cross-team issues.
• Prepare analyses and executive-facing communications to aid leadership decisions.
• Improve operations with practical uses of AI to boost speed and effectiveness.

Conocimientos

Analytical ability

Executive communication

Stakeholder influence

Strategic thinking

Owns initiatives

AI practitioner

Feedback culture

Cross-functional collaboration

Descripción del empleo

Attentive is seeking a strategic operator to act as the CEO’s trusted right hand, shaping decisions and priorities while driving cross-functional initiatives. You will set operating rhythms and oversee executive-level reviews, translating company priorities into actionable ownership and milestones.

You will lead high-impact strategic programs, present analyses to the leadership team, and push AI-driven improvements across the organization.