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Obsidian Systems

Obsidian Systems - Executive Assistant to Founders

Remote - Puerto Rico, United States1w ago
RemoteSeniorNACryptocurrencyLogisticsExecutive AssistantFounderTravel ArrangementsReportingDocumentationExecutive Support

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Requirements

• 5+ years’ experience supporting C-level executives. • Highly organized with excellent communication skills. • Technically savvy and quick to learn new tools. • Experience in a startup or high-growth environment preferred. • Demonstrated judgment, discretion, and multitasking ability. • Interest in blockchain or other emerging technologies is a plus. • Bilingual in English and Spanish highly preferred.

Responsibilities

• Executive Support • Manage and prioritize communications with external stakeholders—including founders, investors, and board members—ensuring timely, professional, and context-aware engagement. • Serve as a gatekeeper and facilitator for founders' time, using sound judgment to balance internal priorities with high-value external relationships. • Oversee complex calendar and scheduling management across multiple time zones. • Coordinate travel arrangements, expenses, and logistics. • Support both business and select personal needs. • Founder & Project Support • Drive execution of founder-led initiatives and serve as the primary contact for external stakeholders. • Track project priorities, timelines, and deliverables. • Coordinate efforts across internal and external teams. • Prepare materials and conduct light research as needed to support projects. • Internal Meeting & Operations Support • Organize and prepare leadership meetings, including creating agendas, documenting discussions, and following up on action items. • Maintain leadership dashboards and scorecards, ensuring metrics are current, accurate, and visible to leadership. • Track progress against company and team goals, providing regular updates aligned with leadership expectations. • Ensure organization and consistency across shared drives, documentation, and reporting tools. • Identify gaps in execution or visibility and proactively recommend improvements to workflows, tracking, and communication processes.

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