Senior Executive Assistant

Hangar Aviation Technologies, Inc.

Job Overview

Location

South Africa - Cape Town

Job Type

Contract

Full Job Description

📋 Description

• Serve as the CEO’s primary execution integrator across three distinct business portfolios: luxury Caribbean vacation rental asset management, home services/insulation, and Boston real estate development.
• Own and manage the CEO’s calendar, weekly planning rhythm, and daily execution check-ins to ensure alignment and momentum across all business units.
• Translate unstructured CEO input—‘brain dumps’—into clear, actionable tasks with assigned owners, deadlines, and escalation protocols to prevent critical items from slipping.
• Drive cross-business execution by unifying strategic plans, identifying and removing operational blockers, and maintaining forward momentum during rapid pivots.
• Maintain and update a weekly portfolio scorecard tracking marketing performance, sales KPIs, project milestones, emerging risks, and next actions for each business line.
• Partner directly with senior operators, sales leads, and deal partners to enforce accountability, track commitments, and ensure deliverables are met on time.
• Coordinate communication and workflows across multiple time zones, including St. Martin-based ground support teams and remote virtual assistants.
• Support light investor and client communications—focused on owners and investors, not guests—with professionalism and discretion.
• Utilize project management tools (ClickUp, Asana) and reporting systems to maintain visibility into progress, dependencies, and outcomes across all portfolios.
• Operate as the central hub for cross-functional coordination, ensuring seamless handoffs between operations, sales, and finance functions.
• Leverage CRM platforms (HubSpot, GoHighLevel, Salesforce) and automation tools (Zapier, Make) to streamline workflows and reduce manual effort.
• Apply AI tools (e.g., ChatGPT) for writing, summarization, and task automation to enhance efficiency and accuracy in communication and documentation.
• Maintain rigorous discipline in KPI tracking, data entry, and reporting standards to ensure leadership has real-time visibility into business health.
• Adapt quickly to shifting priorities and emerging needs across three complex, fast-moving industries without losing operational clarity.
• Ensure all remote collaboration tools (Slack, Zoom, Google Workspace) are used effectively to sustain high-bandwidth communication with distributed teams.
• Proactively anticipate needs before they arise, reducing the CEO’s cognitive load through structured systems and preemptive problem-solving.
• Document processes and institutionalize best practices to scale operations as the company grows.
• Maintain strict confidentiality regarding sensitive business, financial, and strategic information across all portfolios.
• Deliver high-quality outputs under tight deadlines with minimal supervision, demonstrating ownership and initiative in all responsibilities.

🎯 Requirements

• 5+ years in Chief of Staff, Senior Executive Assistant, or Operations Partner roles supporting a founder or CEO
• Proven ability to run end-to-end execution systems: translating priorities into plans, tracking progress, and ensuring completion
• Comfort enforcing accountability with senior operators and partners through clear, confident follow-up
• Non-negotiable: Prior remote work experience with fluency in Slack, Zoom, Google Workspace, Asana/ClickUp, and similar tools
• Experience working with US or UK-based companies
• Strong project management and KPI reporting discipline

🏖️ Benefits

• Remote work with flexibility to operate across time zones
• Opportunity to build a long-term, scalable career with a fast-growing global company
• Exposure to multiple high-value industries: luxury real estate, home services, and real estate development
• Direct access to senior leadership and strategic decision-making processes
• Use of modern productivity and automation tools (ClickUp, Airtable, Zapier, AI tools)
• Competitive pay and real growth opportunities within a vetted employer network

Skills & Technologies

Senior

Remote

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Hangar Aviation Technologies, Inc.

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About Hangar Aviation Technologies, Inc.

Provider of an online platform that connects aircraft owners and operators with certified pilots and instructors for on-demand charter, rental, training and ferry flights. The marketplace vets pilots, manages scheduling, payment and insurance, giving owners access to qualified crew while enabling pilots to find work across piston, turboprop and jet aircraft nationwide. Based in Austin, Texas, the company serves private owners, flight schools, charter operators and corporate flight departments seeking flexible pilot staffing solutions.

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