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.

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.

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.

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.

• 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.

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.

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.