Chief of Staff

Location: Portland, Maine (Hybrid +50% in office, potential short business trips 2x per quarter)

Reports to: CEO

Role Overview

Retego is in the process of acquiring a new marketing data business and is hiring a Chief of Staff (CoS) to optimize operations, enhance internal knowledge-sharing, and co-manage a strategic relationship—allowing the CEO to focus on marketing, product, mentoring, and recruiting.

The Chief of Staff will be a force multiplier for the CEO, handling day-to-day operations, process documentation, and administrative functions while ensuring that the team is well-supported. This role is not a management layer but a strategic enabler who helps the company deliver excellent operations.

Key Responsibilities

• Take ownership of operational and administrative tasks from the CEO
• Act as a thought partner to the CEO, helping refine priorities and remove roadblocks
• Co-manage a strategic supplier relationship and maintain clear communications with the partner
• Develop and document workflows to improve efficiency and customer value
• Lead implementation of AI to automate and enhance internal processes
• Define tasks and manage projects without displacing leadership roles

Qualifications & Experience

• 5+ years of experience in business operations, project management, or Chief of Staff-type roles
• Prefer work experience in direct marketing or SaaS for a remote-first company
• Excellent communication skills and high emotional intelligence
• Very strong organizational skills and high comfort working with web-based tools
• Self-starter with a bias for action and problem-solving

Compensation & Opportunity

Competitive salary and benefits. Opportunity to grow into a management role with increasing responsibility and compensation.

Apply by sending your resume to jason at this domain.