Chief of Staff - (US Based - AI and FinTech Startup)

Work Arrangement: Fully remote, overlapping US EST working hours.

Job Type: Full-time, Independent Contractor

Salary Range: Depending on experience and qualifications

Work Schedule: Monday to Friday, 10:00 AM - 7:00 PM EST, with flexibility to handle urgent tasks outside regular hours

Locations: Remote, open to candidates in Bangkok and Philippines

Holiday Adherence: US Holidays

PTO Entitlement: 10 days per year

About Pearl Talent:

Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund. They’re looking for the sharpest, hungriest candidates who they can consistently promote and work with over many years. Candidates we’ve hired have been flown out to the US and EU to work with their clients, and even promoted to roles that match folks onshore in the US.

Why Work with Us?

We mean what we say that we’re building a different recruiting company here. We only work with exceptional founders from the US and EU who care about the long-term success of their team members. We also provide you with attainable 3, 6, 9, 12 month, and beyond retention bonuses in addition to community-oriented opportunities like an annual retreat.

About the Company:

The company is dedicated to harnessing technology as a driving force for economic growth and inclusion in the rapidly evolving digital age. Specializing in AI, FinTech, B2B SaaS, and platform technologies, the company’s mission is to empower industries with cutting-edge solutions that create lasting impact. Their portfolio has consistently outperformed market expectations, raising substantial venture capital and tripling in valuation.

Role Overview:

As the Chief of Staff, you’ll be the CEO's trusted partner in driving efficiency and supporting critical business functions. You'll focus on optimizing workflows, improving processes, and ensuring that both the CEO and the wider team leverage AI technologies wherever possible. In addition to executive support, you'll have the opportunity to engage in tasks requiring a creative eye, including the creation of marketing materials and presentations using graphic design tools like Canva.

Your Impact:

Your contributions will be critical to improving the company’s overall operational efficiency and productivity. By implementing new tools and optimizing processes, you'll ensure that both the CEO and the team are working at their highest potential. You will also play a key role in enhancing the company’s marketing presence, developing compelling collateral, and providing thoughtful insights that directly influence client outreach and engagement strategies.

Key Responsibilities:

1. Executive Support

• Provide direct administrative and strategic support to the CEO and executive team
• Manage complex schedules and prioritize tasks across multiple time zones
• Leverage AI-driven tools to enhance productivity and streamline daily tasks

• Continuously seek opportunities to improve workflows and processes
• Implement new technologies to drive efficiency across the organization
• Ensure both the CEO and the team are utilizing AI to its fullest potential

• Draft and manage high-level communications, including emails, presentations, and reports
• Ensure all documents reflect the company’s voice and messaging standards
• Assist in crafting outreach messages for sales and client engagement

• Manage timelines and resources for special projects and initiatives
• Facilitate communication with internal and external stakeholders

• Plan detailed travel itineraries, including flights, accommodation, and meetings

• Create some basic marketing collaterals.

Requirements

Must-Have:

• 5+ years of experience as an Executive Assistant or Chief of Staff in a fast-paced environment
• Proficiency in Microsoft Office 365, Asana, and cloud-based document management systems
• Strong background in optimizing workflows and implementing process improvements
• High proficiency in written and verbal communication skills
• Ability to maintain discretion and confidentiality
• Experience using AI tools to enhance productivity

Nice-to-Have:

• Graphic design experience using Canva or similar platforms
• Proficiency in both English and Thai
• Sales experience, particularly in drafting outreach messages and developing client engagement strategies
• Experience creating marketing collateral

Benefits

Compensation Package:

• Competitive Salary: Based on experience and skills
• Remote Work: Fully remote—work from anywhere
• Generous PTO: 10 days of paid time off
• Direct Mentorship: Grow through guidance from international industry experts
• Learning & Development: Ongoing access to resources for professional growth
• Work-Life Balance: Flexible hours that support a healthy work-life balance

Our Recruitment Process:

1. Application
2. Screening
3. Top-grading Interview
4. Skills Assessment
5. Client Interview
6. Job Offer
7. Client Onboarding

Ready to Join Us?

If this role aligns with your skills and career goals, we’d love to hear from you. Apply now to take the next step in your journey with Pearl.