Director, Communications and Executive Projects
Toronto, ON, Canada
Full Time
Manager/Supervisor
Legacy+ is a purpose‑driven organization that helps founders, public figures, and institutions turn vision into measurable impact. We operate as a trifecta—strategic consultant, brand agency, and implementation partner—bringing together diverse but complementary capabilities across strategy, storytelling, and execution. Our work is built on a proven, end‑to‑end process that begins with the outcome in mind and scales purpose with integrity. Whether designing initiatives, building partnerships, or activating cultural movements, we help partners clarify what they stand for and bring it to life with precision, creativity, and operational excellence.
As our business grows in both complexity and volume we are seeking a Director, Communications and Executive Projects to serve as a trusted operational partner to the Co‑Founders and a central integrator across the organization. This role requires range, discretion, and the ability to bring structure to a fast‑moving, founder‑led environment. You will support strategic priorities, oversee communications and administrative operations, and ensure clarity, alignment, and execution across multiple initiatives.
The Director, Founder Operations will function as a hub at the center of Legacy+, ensuring that priorities are aligned, communication is consistent, and execution is seamless. Working directly with the Co‑Founders and leading the Communications Team and Administrative Support Team, this hands‑on operational role will appeal to someone who can think strategically, communicate clearly, and execute with discipline who loves to be in the thick of things all the way to the finish line. No task is too small. No relationship is transactional. Your mandate is simple: increase founder effectiveness and organizational clarity.
Core Responsibilities:
1. Strategic Founder Support
• Serve as a daily operational and strategic partner to the Co‑Founders
• Align priorities across initiatives, partnerships, and ventures
• Prepare executive briefings, talking points, and strategic memos
• Triage inbound requests and protect founder time
• Track commitments and ensure follow‑through
• Anticipate challenges and surface solutions early
You are the connective tissue between vision and execution.
2. Communications Alignment
• Oversee the Communications Team and ensure consistency of messaging
• Review speeches, media briefs, social content, and public‑facing materials
• Coordinate media appearances and high‑profile engagements
• Maintain clarity between internal strategy and external narrative
• Safeguard founder voice, positioning, and brand integrity
You ensure that what is said publicly reflects what is happening internally.
3. Administrative Operations
• Lead and support the Administrative Support Team
• Ensure seamless scheduling, travel coordination, and meeting preparation
• Build systems for follow‑ups, action items, and deliverables
• Create operational clarity between founder priorities and team execution
You ensure operational excellence behind the scenes.
4. Stakeholder Relations
• Serve as a senior point of contact for partners, donors, advisors, and collaborators
• Manage sensitive communications with discretion and professionalism
• Support preparation for board meetings, strategic partnerships, and investor conversations
• Strengthen and maintain high‑value relationships
You represent the founders and the organization with credibility and composure.
5. Cross‑Initiative Coordination
Legacy+ operates across multiple platforms and collaborations. You will:
• Ensure alignment between initiatives
• Reduce duplication and operational friction
• Support integration between strategy, communications, and execution
• Identify structural improvements as the organization scales
You bring order to complexity.
Ideal Candidate Profile:
• Exceptionally organized and detail‑oriented
• Calm under pressure and comfortable with ambiguity
• Politically and emotionally intelligent
• Discreet, trustworthy, and grounded
• Experienced working with high‑profile leaders
• Equally capable of strategic thinking, tactical execution and appropriate delegation
• Willing to roll up your sleeves and handle the small things
As our business grows in both complexity and volume we are seeking a Director, Communications and Executive Projects to serve as a trusted operational partner to the Co‑Founders and a central integrator across the organization. This role requires range, discretion, and the ability to bring structure to a fast‑moving, founder‑led environment. You will support strategic priorities, oversee communications and administrative operations, and ensure clarity, alignment, and execution across multiple initiatives.
The Director, Founder Operations will function as a hub at the center of Legacy+, ensuring that priorities are aligned, communication is consistent, and execution is seamless. Working directly with the Co‑Founders and leading the Communications Team and Administrative Support Team, this hands‑on operational role will appeal to someone who can think strategically, communicate clearly, and execute with discipline who loves to be in the thick of things all the way to the finish line. No task is too small. No relationship is transactional. Your mandate is simple: increase founder effectiveness and organizational clarity.
Core Responsibilities:
1. Strategic Founder Support
• Serve as a daily operational and strategic partner to the Co‑Founders
• Align priorities across initiatives, partnerships, and ventures
• Prepare executive briefings, talking points, and strategic memos
• Triage inbound requests and protect founder time
• Track commitments and ensure follow‑through
• Anticipate challenges and surface solutions early
You are the connective tissue between vision and execution.
2. Communications Alignment
• Oversee the Communications Team and ensure consistency of messaging
• Review speeches, media briefs, social content, and public‑facing materials
• Coordinate media appearances and high‑profile engagements
• Maintain clarity between internal strategy and external narrative
• Safeguard founder voice, positioning, and brand integrity
You ensure that what is said publicly reflects what is happening internally.
3. Administrative Operations
• Lead and support the Administrative Support Team
• Ensure seamless scheduling, travel coordination, and meeting preparation
• Build systems for follow‑ups, action items, and deliverables
• Create operational clarity between founder priorities and team execution
You ensure operational excellence behind the scenes.
4. Stakeholder Relations
• Serve as a senior point of contact for partners, donors, advisors, and collaborators
• Manage sensitive communications with discretion and professionalism
• Support preparation for board meetings, strategic partnerships, and investor conversations
• Strengthen and maintain high‑value relationships
You represent the founders and the organization with credibility and composure.
5. Cross‑Initiative Coordination
Legacy+ operates across multiple platforms and collaborations. You will:
• Ensure alignment between initiatives
• Reduce duplication and operational friction
• Support integration between strategy, communications, and execution
• Identify structural improvements as the organization scales
You bring order to complexity.
Ideal Candidate Profile:
• Exceptionally organized and detail‑oriented
• Calm under pressure and comfortable with ambiguity
• Politically and emotionally intelligent
• Discreet, trustworthy, and grounded
• Experienced working with high‑profile leaders
• Equally capable of strategic thinking, tactical execution and appropriate delegation
• Willing to roll up your sleeves and handle the small things
Preferred experience:
• Management experience in Founder‑led environments
• High‑growth organizations
• Philanthropy, media, or advisory platforms
• Communications or operations leadership
• Management experience in Founder‑led environments
• High‑growth organizations
• Philanthropy, media, or advisory platforms
• Communications or operations leadership
Apply for this position
Required*