Executive Assistant

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■ This Is Not a Normal Job

This is a once-in-a-lifetime opportunity to become the right hand to a high-performing entrepreneur in the early stages of building a personal empire across real estate, private equity, and high-stakes investing. This role begins with a heavy focus on personal and lifestyle management—but will evolve quickly into a mission-critical blend of business and personal operations.

The ideal candidate is hungry, emotionally intelligent, lightning-fast, and thrives on being the calm, capable presence behind the scenes.

They don’t just “support”—they take ownership. They don’t wait to be told—they anticipate, act, and improve. And they do it all with complete discretion, relentless attention to detail, and an instinct for what matters most.

■ Key Responsibilities

Immediate Focus – Personal & Lifestyle Management (90%)

• Own and organize all aspects of a fast-paced personal life: calendar, appointments, reminders, and life logistics.

• Coordinate high-touch travel (domestic and international): flights, accommodations, itineraries, cars, dining.

• Source and track luxury purchases—cars, watches, collectibles, fashion—and maintain clean, accurate records.

• Liaise with vendors, household services, and providers; manage communications and follow-up.

• Maintain household files, inventories, and digital systems for clarity and access.

• Execute personal projects, research, and concierge-style tasks with precision.

Transition Phase – Executive & Strategic Support (Scales to 50%)

• Manage scheduling and act as gatekeeper across business calendars and commitments.

• Triage emails and communications; draft/manage outbound messaging.

• Prepare for meetings: agendas, materials, research briefs, and action items.

• Track expenses, categorize receipts, and coordinate with financial support.

• Help create pitch decks, documents, and spreadsheets.

• Provide support on real estate operations and document management.

• Assist in team building, vendor management, and potentially investor-facing work.

■ Ideal Candidate Profile

• 10+ years of high-level EA/PA experience, ideally with founders or executives.

• Experience in fast-paced, high-growth, or startup environments.

• Extremely responsive, adaptable, proactive, and self-directed.

• Polished with stakeholders, relaxed and informal internally.

• Digitally fluent: Google Workspace, task managers, shared drives.

• Detail-obsessed, discrete, emotionally intelligent.

• Treats this role like a personal mission, not just a job.

■ Availability & Compensation

• Start at 20–30 hrs/week, with growth to full-time.

• Must be available and responsive during business hours.

• Remote-friendly, with occasional in-person needs.

• Competitive compensation, based on experience and role evolution.

■ For the Right Person, This is a Launchpad

This is more than an assistant role—it’s an invitation to step inside the life of someone on track to build a serious empire, and to help architect the systems that keep everything moving at full speed. The right candidate isn’t just showing up for a paycheck—they’re coming in to build something bigger, together.

■ To Apply

Send the following to be considered:

• Resume

• A brief, informal note explaining why this role aligns with your energy and ambitions

• (Optional) Relevant samples—calendars, decks, or systems you've created

At Goodwin Recruiting, we are committed to our core values and providing world class customer service. We are committed to helping our clients navigate and comply with the complex and ever-changing labor laws as well as help ensure that in every hiring decision, internally and with our client partners, that all viable candidates are considered, and the most qualified candidate is offered the role. We evaluate the knowledge, skills, and abilities that meet the requirements of the position and aim to open doors and change lives. We value all people, understanding that uniqueness and diversity foster a stronger team that is innovative and brings varying perspectives to the table. We put our money where our mouth is and are proud of our efforts to identify a broad slate of candidates, with many hiring success stories to share.

 

JOB ID: 164341

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Sinead Tierney

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