Deputy Chief of Staff

Curaleaf•Stamford, CT

7d•$150,000 - $175,000•Onsite

About The Position

The Deputy Chief of Staff is a strategic partner to the CEO and Executive Leadership Team, driving the organization’s most important priorities from strategy through execution. The role works across functions to create alignment, accelerate decision-making, and ensure critical initiatives move forward. It calls for a strategic, analytical, results-oriented leader who can shift between big-picture thinking and hands-on execution in a fast-paced environment. The position offers broad enterprise exposure and close collaboration with senior leaders on initiatives with organization-wide impact. The role is based on-site in Stamford, Connecticut. The Connecticut hiring range is $150,000–$175,000 USD. Curaleaf describes itself as a high-growth, purpose-driven company committed to quality, expertise, innovation, and corporate social responsibility through its Rooted in Good initiative.

Requirements

5–10 years of progressive leadership experience, with increasing responsibility and impact.
Strong strategic thinking and business acumen, with the ability to understand the broader business while maintaining a focus on execution.
Experience leading complex, cross-functional initiatives and influencing stakeholders without direct authority.
Exceptional analytical and problem-solving skills, including synthesizing complex information and developing clear, actionable recommendations.
Strong executive communication skills, including developing presentations, executive briefings, and other materials for senior leaders.
Ability to build trust and credibility with leaders and stakeholders across organizational levels.
Demonstrated judgment, accountability, integrity, discretion, and a strong results orientation.
Highly organized, with the ability to manage multiple priorities in a dynamic, fast-paced environment.
Bachelor’s degree required.

Nice To Haves

MBA or advanced degree preferred.

Responsibilities

Partner with the CEO and Executive Leadership Team to drive execution of strategic priorities and key business initiatives.
Lead high-impact, cross-functional projects from strategy and planning through execution and delivery.
Coordinate Executive Leadership Team priorities and drive accountability, alignment, clear ownership, and progress against objectives.
Prepare executive briefings, presentations, Board materials, and other strategic communications for senior leadership.
Monitor enterprise KPIs and business performance, identifying trends, risks, and opportunities to inform executive decision-making.
Translate complex business challenges and data into clear insights, recommendations, and actionable solutions.
Build relationships and influence leaders across functions to drive alignment and execution.
Identify roadblocks, anticipate risks, and collaborate across the organization to remove barriers and improve organizational effectiveness.
Support special projects and strategic initiatives on behalf of the CEO and Executive Leadership Team.