Executive Assistant

About Handled. By Hayden & Co.

Handled. By Hayden & Co. collaborates with growth-stage founders and CEOs who have encountered bottlenecks in their leadership and operations. The firm offers two integrated services: Executive Anchor Advisory, providing strategic diagnostics and recalibration for leaders under growth pressure, and High-Caliber Fractional EA Support, which places C-suite experienced executive assistants as strategic infrastructure. Founded by Hayden Orme, a seasoned strategic advisor and former EA to Fortune 5 C-suite executives, the company is built on the principle that leadership stalls when the surrounding environment is misaligned, not from a lack of ambition. Handled. By Hayden & Co. emphasizes structural clarity and support, enabling leaders to grow without compromising their health, relationships, or long-term vision.

About This Role

This is a 10-hour-per-week retainer position supporting a distinguished independent executive advisor and former C-suite leader who assists CEOs with organizational transformation and strategic execution. She possesses clear, high standards for support, derived from her extensive personal experience on both sides of this relationship, and will determine the suitability of the match within the first two weeks. This is not a role focused on task execution; the ideal candidate will anticipate needs, manage upwards proactively, and function as a true operational partner across all engagement levels.

Client Working Style

The client is a verbal processor, finding solutions through short, 'thinking-out-loud' conversations when facing challenges. If you can receive disorganized input and transform it into organized next steps, this role will feel natural. She has a specific and predictable pattern of tasks that tend to stall in the middle stages of a project, not due to avoidance, but a cognitive pattern. The right Executive Assistant will recognize this, handle it without judgment, and know how to surface the specific blocker to move things forward. This is a critical aspect of the role. She is warm, direct, and genuinely easy to collaborate with, valuing self-starters and partnership over hierarchy.

Key Responsibilities

• Manage and triage inbox and emails, given the client's strong aversion to email.
• Oversee calendar management, including forward planning and meeting preparation.
• Address stalled tasks and handle personal administrative duties such as insurance reimbursements, bill tracking, and errand coordination for time-sensitive items.
• Process voice memos by organizing them into actionable lists and next steps.
• Track the business development pipeline and maintain outreach efforts.
• Provide research and materials support for ongoing curriculum development projects.
• Monitor client relationships, including milestones, thoughtful outreach, and gifting.

What We Are Looking For

• A minimum of 5 years of experience in C-suite executive support.
• A background requiring high discretion, with comfort handling personal and financial information.
• Proficiency in Google Workspace (primary platform) and solid Microsoft Office skills.
• A proactive, 'manage-up' approach, anticipating needs, filling gaps, and identifying what requires client attention versus what can be handled independently.
• Same-business-day responsiveness during business hours, adjusted for part-time capacity.
• A self-starter who demonstrates initiative in all interactions.
• Strong written communication skills, capable of drafting correspondence on behalf of the client with sound judgment.
• A conservative and thoughtful approach to using AI tools with client-facing data.
• Residency in MA, NH, FL, GA, or AZ is strongly preferred, as these are states where the company is registered as a remote employer.
• A Bachelor's degree or equivalent experience.

Compensation and Details

• Hourly rate of $32-$35.
• Starting at 10 hours per week, with potential to increase to 15 hours as the relationship develops.
• Eligibility for 401K and paid holidays.
• Candidates seeking higher rates or full-time positions are encouraged to apply and indicate this in their application.

Target Start Date

Early to mid-July 2026.

A Final Note

This search prioritizes fit, longevity, and genuine partnership over speed. We seek a seasoned EA who has mastered high-level corporate support and desires a more sustainable, values-aligned role. You take pride in operating at the highest level and wish to continue doing so in a part-time capacity to achieve daily life balance. If this resonates, we encourage you to apply.