Senior Executive Assistant (WFH)

About Penbrothers

Penbrothers is an HR and remote talent management partner and one of the fastest-growing companies in the Philippines. We connect talented Filipinos to global opportunities with high-growth startups and dynamic companies, enabling them to build careers from the comfort of their own homes. We provide end-to-end support in recruitment, HR, payroll, compliance, and employee engagement - creating an environment where talent can thrive and global companies can grow.

About The Client

Our client is a dynamic AI transformation firm dedicated to helping businesses leverage the power of artificial intelligence to redefine their future. They partner with organizations to navigate the complexities of AI adoption, from strategy and data architecture to implementation, enabling automation of routine tasks and unlocking new opportunities for growth and innovation.

About The Role

We are seeking a highly proactive and detail-oriented Senior Executive Assistant to serve as a strategic partner to our CEO. This is not a traditional administrative role. You will be the CEO's "second brain," providing comprehensive, hands-on support across executive, operational, and project-based functions. The ideal candidate is a self-starter who thrives in a fast-paced environment and possesses the discretion, foresight, and drive to manage critical company processes end-to-end.

What You’Ll Do

Executive & Administrative Support:

• Manage the CEO's dynamic calendar, including scheduling internal and external meetings, client calls, and strategic offsites.
• Proactively manage and prioritize the CEO’s email and LinkedIn inbox, drafting communications and ensuring all important inquiries are addressed.
• Handle end-to-end travel logistics, including booking flights, accommodations, and transportation.

Operational & Project Oversight:

• Serve as a key operational hub, overseeing and streamlining critical company processes.
• Liaise with Project Managers to monitor project deliverables, milestones, and timelines, and report on progress and potential risks to senior leadership.
• Monitor tasks across various departments to ensure they are executed with the correct priority and on schedule.

Financial & Legal Administration:

• Manage and process standard company documentation, including invoicing, non-disclosure agreements (NDAs), and other legal contracts.
• Track and reconcile invoices, ensuring accurate and timely payments.

Requirements

What You Bring

Experience: A minimum of 5 years of experience in a high-level administrative or executive support role, preferably within a fast-paced consulting or technology firm.

Skills:

• Exceptional organizational skills and meticulous attention to detail.
• Proven ability to manage multiple priorities and complex schedules independently.
• High proficiency in modern productivity tools (e.g., Google Workspace, Microsoft Office Suite, Slack, project management software).
• Strong written and verbal communication skills with the ability to communicate professionally with all levels of an organization.
• A high degree of discretion and a proven ability to handle confidential information.

Attributes:

• A proactive, forward-thinking mindset with a strong sense of accountability.
• A natural problem-solver who can anticipate needs and propose solutions without being prompted.
• A strong desire to grow with a company and take on increasing levels of responsibility.

Hiring Process

We utilize AI tools to enhance our hiring efficiency and ensure a fair evaluation of all candidates. As a result, candidates who passed our initial evaluations should expect an AI Interviewer as a component of our recruitment process. This is supervised by Human Talent Acquisition Experts who will also engage with you throughout your application journey.

What You’Ll Get

At Penbrothers, we are obsessed with creating positive employee experiences. Here you’ll find an environment that nurtures learning and provides opportunities for growth. You’ll have the opportunity to make an impact on fast-growing startups and dynamic companies.

• Meaningful work & Growth: We take every opportunity to stretch ourselves and deliver an excellent client experience.
• Employee as our biggest asset: We are genuinely invested in our people’s career and welfare.
• Global reach & local impact: Get to work with high-growth startups and dynamic companies from the comfort of your own home.
• Powering global startups: We’ve created 1,400 Filipino jobs that empower global start-ups to focus on growth.