Chief of Staff

Act as a trusted advisor and right-hand to the CEO Drive strategic alignment, operational execution, and organizational effectiveness Translate executive priorities into action Optimize internal processes and facilitate cross-functional collaboration Work closely with the CEO and executive team as a thought partner, problem-solver, and operational lead Own executive meetings, business reviews, board meetings, and offsites, including agendas, pre-reads, decisions, and follow-through Own the OKR process end-to-end and provide business-status visibility to the CEO and leadership team Prepare board materials, executive presentations, and briefings for critical meetings Lead cross-functional initiatives and hand them off cleanly Identify, pilot, and roll out AI tools to streamline internal processes Shape communications for town halls, company updates, and speaking engagements Stand in for the CEO where appropriate Help the CEO prioritize and pressure-test decisions Champion AI adoption across the executive team by identifying use cases, vetting tools, running trainings, and coaching executives Requirements 5+ years of experience in executive operations, management consulting, corporate strategy, project management, or business operations Preferably experience within a fast-paced tech or SaaS environment Proven experience supporting C-level executives or founders in a Chief of Staff, Business Manager, or Strategic Advisor role Strong strategic thinking and problem-solving capabilities Exceptional written and verbal communication skills Highly organized and detail-oriented Ability to manage multiple initiatives simultaneously under tight deadlines High EQ and interpersonal intelligence Ability to influence, mediate, and build trust across all levels of the organization Absolute discretion and professionalism in handling sensitive and confidential information AI fluency and ability to identify and adopt AI tools Legal eligibility to work in Canada or the USA Ability to work on a hybrid model, typically three days per week at a hub location Core Competencies Demonstrates expertise in executive operations and strategic alignment, with a strong focus on optimizing internal processes and facilitating cross-functional collaboration. Proven ability to support C-level executives, manage multiple initiatives, and drive AI adoption within the organization. Highest-signal resume keywords Executive Operations Strategic Thinking Project Management AI Fluency Communication Skills Hard Skills Project Management Strategic Planning OKR Process Management Board Meeting Preparation Cross-Functional Initiative Leadership Soft Skills Problem-Solving Organizational Skills Interpersonal Intelligence Influencing Skills Discretion Industry Keywords Tech Environment SaaS C-Level Support Business Operations Tools & Technologies AI Tools Presentation Software #J-18808-Ljbffr