Senior Executive Consultant (WFH)

About Penbrothers

Penbrothers is an HR & remote talent management partner and one of the fastest growing companies in the Philippines. We provide talented Filipinos with global opportunities in high-growth startups and dynamic companies, from the comfort of their own homes.

About the Client

Our client is a leading provider of innovative, interactive learning solutions that enable organizations to master essential skills such as strategic thinking, communication, and leadership. Through strategic partnerships with renowned institutions like Harvard Business Review, they offer dynamic virtual group learning experiences that transcend traditional content delivery. Their platform empowers teams to engage in real-time discussions and practice critical competencies within collaborative, small group settings. Focused on scalable and engaging learning journeys, our client is dedicated to revolutionizing the way organizations develop talent and enhance team performance.

About the Role

We are seeking a highly motivated and resourceful Senior Executive Consultant (Chief of Staff) to support our leadership team, primarily working alongside the CEO. In this role, you will act as the CEO’s trusted partner, handling various strategic and operational tasks that require quick thinking, initiative, and exceptional communication skills. You will be involved in both client-facing activities and internal coordination, ensuring alignment with leadership goals. The ideal candidate will possess a strong consulting mindset, be an intuitive problem solver, and demonstrate a high degree of professionalism and critical thinking.

As Senior Executive Consultant (Chief of Staff), you will be a key player in managing communications and supporting the execution of key projects. Your ability to manage multiple priorities, draft professional communications, figure things out independently under ambiguity, and deliver work end-to-end rapidly and accurately will be crucial for success.

What you’ll do

• CEO Support & Client Follow-ups: Attend key meetings with the CEO and handle follow-up actions with clients, ensuring alignment and smooth communication. Act as a trusted point of contact for internal and external stakeholders.

• Operational & Client Prospecting Tasks: Perform operational tasks to support client prospecting, create deals in HubSpot, and manage day-to-day operations.

• Administrative & Client Prospecting Tasks: Perform administrative tasks to support client prospecting, create deals in HubSpot, and manage day-to-day operations.

• Communication & Drafting: Draft clear and concise emails, client communications, and internal documentation. Represent the CEO’s voice in written communication, ensuring professionalism and timeliness.

• Strategic & Operational Support: Collaborate with leadership to improve internal workflows and optimize business operations, ensuring projects are executed efficiently and deadlines are met.

• Meeting Management & Listening: Participate in or listen to meetings, reviewing recordings as necessary, to ensure alignment on initiatives and prompt follow-ups on action items.

• Client & Internal Relations: Manage low-stakes client and internal meetings, ensuring that key actions are addressed. Maintain strong client relationships, providing value and proactive solutions.

• Critical Thinking & Problem Solving: Apply strong analytical skills to assess complex situations, identify opportunities for improvement, and offer actionable insights to leadership.

• Consultative Support: Act as a sounding board for leadership, providing consultative advice based on data analysis, both internal and client-facing.