Chief of Staff

Job Title: Chief of Staff

Location: LATAM (Remote)

Working Hours: Eastern Time Zone

Compensation: $3,000-3500 USD/month

Employment Type: Full-time, Contract

About the Role:

We are seeking an exceptional Chief of Staff to support a seasoned NYC-based entrepreneur managing multiple high-growth ventures across real estate, investment management, and innovative technology. You will serve as an extension of the Founder, handling strategic administrative tasks, execution oversight, and stakeholder coordination across several businesses simultaneously.

Key Responsibilities:

• Executive Support & Task Management: Manage calendar, priorities, and task lists; conduct daily morning alignment calls to review priorities and track progress

• CRM & Systems Management: Navigate and manage multiple CRM systems, email platforms, and collaboration tools (Microsoft Teams, Google Suite, DocuSign, Zoom, Apple Mail); troubleshoot technical issues and streamline workflows

• Fundraising Support: Prepare and organize fundraising documents, manage investor CRM data, coordinate follow-ups, and support investor communications

• Multi-Venture Coordination: Support operations across:

  • Luxury real estate development in the Connecticut/NYC area

  • New transport startup with active fundraising

  • Digital investment marketplace app in testing phase

  • Personal investments and corporate partnerships

• Stakeholder Management: Interface daily with partners, marketing teams, operations staff, customers, and investors across all ventures

• Proactive Problem-Solving: Identify bottlenecks, manage follow-ups independently, and escalate issues appropriately; provide assertive pushback when needed

• Administrative Execution: Handle accounts management, tax preparation coordination, document collection, and ad hoc projects

Ideal Candidate Profile:

• Experience Level: 3-5+ years of mid-level Chief of Staff/Founder Support/Operations experience

• Highly organized with strong attention to detail

• Proactive and self-starting; comfortable working independently

• Excellent communication skills; clear, direct communicator who isn't afraid to ask difficult questions

• Strong interpersonal skills and ability to manage diverse personalities and stakeholders

• Problem-solver with ability to think strategically and operationally

• Comfortable balancing high-level strategy with hands-on administrative tasks

• Presentable and professional; able to represent the Founder in client and partner interactions

Technical Skills:

• Proficiency with multiple CRM and communication platforms

• Comfortable learning and navigating fragmented, changing technology systems

• Fluent English

What You'll Gain:

• Exposure to diverse, innovative ventures across real estate, transportation, and fintech

• Opportunity to grow into a highly strategic role with increasing responsibility

• Direct mentorship from an experienced entrepreneur managing multiple businesses

• Potential to learn and contribute to fundraising, business development, and strategic partnerships

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