US Senior Executive Assistant

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 an AI-driven investment platform that connects startups with the right investors through advanced machine learning. By analyzing investor preferences and startup profiles, the platform delivers curated, high-quality deal flow, minimizing irrelevant pitches and maximizing the probability of successful funding. Our client works with early to mid-stage startups seeking capital and investors—including VCs and angel investors—looking for opportunities that align with their strategy, stage, and sector focus. Its data-driven, analytics-first approach transforms traditional deal sourcing into a highly efficient and outcome-focused process, helping both investors and startups achieve optimal growth.

About the Role

We are looking for a highly organized and proactive Senior Executive Assistant (Sales Ops) to support a dynamic executive. This hybrid role combines executive assistance and sales operations, ensuring meetings, strategic calls, and daily operations run flawlessly. You will provide high-level support across investor relations, AI-driven initiatives for sustainable housing, and other entrepreneurial ventures, including personal executive support.

What You'll Do

Sales & Pipeline Operations

• Manage follow-up, documentation, and CRM upkeep in HubSpot.

• Handle email, messaging, and sometimes initiate contact with prospects.

• Prepare for and document calls/meetings to ensure seamless workflow.

• Maintain momentum in the sales process so the executive can focus on strategic priorities.

Executive Assistance

• Own calendar management, scheduling, and anticipate executive needs.

• Organize projects and workflows using Asana, Notion, Google Drive, and Slack.

• Book travel, manage logistics, and proactively handle tasks before they are requested.

• Support both professional and personal aspects of the executive's commitments as required.

Efficiency & Metrics

• Track performance using dashboards and metrics, optimizing team efficiency.

• Implement AI tools and automation to streamline workflows.

• Continuously identify opportunities to improve processes and reduce friction.

What You Bring

• At least 5 years in executive support, sales operations, or hybrid roles, preferably in tech, AI, or investment sectors.

• Proven experience with HubSpot, Asana, Notion, Slack, Google Workspace, and AI/LLM tools.

• Strong project management, organizational skills, and ability to work independently.

• Exceptional communication skills and high emotional intelligence.

• Passion for AI, technology, and mission-driven work.

• Comfortable managing structured processes and dynamic, unpredictable executive needs.

• Obsession with efficiency and using AI tools to improve workflows.

• Curiosity and adaptability to experiment with new technologies and optimize processes.

• Ability to create order from chaos while supporting a fast-paced, entrepreneurial environment.

• Growth mindset and eagerness to learn, grow, and take on challenges.

• Strong attention to detail, metrics, and structure, combined with flexibility for unconventional executive needs.

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.