Strategic Assistant

Employment Type: Full-Time
Work Model: Remote

Role Overview

We are seeking a highly capable Strategic Assistant to support a founder and executive whose work centers around high-level thinking, writing, and relationship-building.

This role goes far beyond traditional administrative support. The Strategic Assistant acts as a gatekeeper, strategic partner, and operational filter, ensuring the executive’s time and focus remain aligned with the highest-leverage activities.

The primary objective of this role is to protect the executive’s focus and priorities while managing communications, commitments, and logistics across both business and personal life.

Success in this role requires strong judgment, proactive thinking, and the confidence to challenge priorities or redirect focus when necessary.

Key Responsibilities

Executive Communication & Priority Management

Own full communications triage, including email, Slack, and inbound inquiries
Filter incoming communications so the executive only handles matters requiring their specific judgment
Identify and surface important conversations that require direct executive involvement
Route or manage lower-priority communication and relationship maintenance when appropriate

Calendar & Time Management

Manage the executive’s calendar to ensure it reflects strategic priorities rather than external urgency
Anticipate scheduling conflicts and proactively resolve them before they become issues
Coordinate meetings, commitments, and travel while minimizing unnecessary disruptions

Strategic Support

Monitor ongoing initiatives and identify when new ideas may dilute or disrupt existing priorities
Maintain visibility into ongoing work streams and ensure priorities remain aligned
Track open loops across team members, clients, and advisors to ensure nothing falls through the cracks
Work closely with internal team members to maintain awareness of what is active, stalled, or completed

Operational Oversight

Provide operational support by coordinating with internal team members and ensuring key tasks move forward
Identify potential bottlenecks or gaps and resolve them proactively
Maintain clarity around responsibilities and progress across ongoing initiatives

Executive Accountability

Act as a trusted advisor who can push back when priorities drift or attention becomes fragmented
Provide honest feedback and challenge decisions when necessary to protect strategic focus
Help maintain discipline around commitments and priorities

Family & Personal Support

In addition to business responsibilities, this role also supports aspects of the executive’s personal and family life by managing logistics and preventing avoidable decisions from reaching the executive.

Household & Vendor Management

Manage relationships with household vendors and service providers, including:
- Property management or rental agencies
- Tradespeople and home maintenance services
- Household repair coordination
Ensure home-related issues are resolved without requiring executive involvement

Family Calendar Management

Maintain visibility into the family calendar and key personal commitments
Flag potential conflicts between business obligations and important family moments
Coordinate schedules to ensure personal commitments are honored

Planning & Logistics

Research and plan larger family-related initiatives such as:
- Travel
- Summer activities
- School-related transitions
Present clear recommendations rather than lists of options
Execute plans once decisions are approved

The goal is to ensure the executive can be present with family without needing to manage logistics or react to avoidable issues.

Required Qualifications

Experience supporting a founder, CEO, or senior executive in a high-trust environment
Strong ability to manage executive communications and complex calendars
Exceptional organizational and prioritization skills
Ability to track multiple workstreams and maintain visibility across ongoing initiatives
Strong written and verbal communication skills
High level of discretion, professionalism, and sound judgment

Ideal Candidate Profile

The ideal Strategic Assistant demonstrates:

Proactive Ownership

Anticipates needs and resolves issues before they escalate

Strategic Thinking

Understands the executive’s priorities and protects them from distractions

Confidence & Directness

Comfortable challenging decisions or redirecting attention when priorities drift

Operational Discipline

Able to track and manage multiple ongoing responsibilities with precision

Trust & Discretion

Maintains complete confidentiality and professional judgment

Working Style & Expectations

The right candidate will take ownership quickly rather than waiting for direction. Success in this role comes from proactively managing priorities and protecting the executive’s focus.

The assistant will have both the access and the authority to provide candid feedback, redirect attention when necessary, and ensure commitments remain aligned with strategic goals.

Those who succeed in this role are independent thinkers who take initiative rather than waiting for instructions.

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