Industry Professional Services / Startup Operations Work Arrangement Fully Remote (Strong overlap required with U.Eastern Time working hours) Job Type Full-time Work Schedule Monday to Friday — 40 hours per week 9:00 AM – 5:00 PM EST (U.About the Company Our client is a fast-moving, high-performance startup operating in a high-volume, high-stakes environment. The executive team engages frequently with senior stakeholders, partners, and industry leaders, requiring precise coordination and structured communication systems. The company values operational excellence, speed, sound judgment, and proactive problem-solving.

Role Overview We are seeking a high-judgment Executive Assistant to take full ownership of inbox and calendar operations for a fast-moving executive. 15-minute spacing every 1–2 hours) Run confirmations, reschedules, and logistics checks proactively Ensure calendar structure reflects prioritization and executive leverage Inbox Triage &

• Follow-Up Systems – 35% Triage high-volume inbox traffic and determine whether to respond, delegate, or escalate Categorize emails by priority tiers (senior stakeholders, partners, internal teams, etc.) Draft responses that accurately reflect the executive's voice Track open loops and proactively drive them to closure Maintain structured follow-up systems to prevent dropped communication Travel &

• Trip Logistics – 15% Book travel and manage changes with precision Coordinate trip logistics with ROI awareness and operational rigor Prevent logistical breakdowns through proactive planning and verification Operational &

• Gray-Area Support – 10% Execute context-heavy tasks requiring independent judgment Anticipate breakdowns before they occur Operate effectively in ambiguous, fast-moving environments Must-Haves (Required)



3+ years of experience supporting a fast-moving founder or senior executive Prior experience using CRM systems in an executive support capacity Advanced executive calendar management experience in high-density environments High-volume inbox triage experience Excellent written English communication skills with executive-level drafting ability High reliability, punctuality, and organizational discipline Ability to thrive in fast-paced, high-expectation environments Strong working overlap with U.Eastern Time hours Nice-to-Haves (Preferred) Experience supporting high-growth startup executives Experience interfacing with senior stakeholders (CMOs, CFOs, agency heads, industry leaders) Exposure to operational or Chief of Staff-style responsibilities Experience managing sensitive or confidential communications Tools Proficiency Must-Haves (Required) HubSpot Claude (ability to build basic workflows and structured prompts) Slack Notion Stripe Brex Google Workspace (Docs, Sheets, Calendar, Gmail) Nice-to-Haves (Preferred) Experience with AI workflow optimization Familiarity with automation tools (e.g., Zapier) Advanced calendar automation or scheduling tools Competitive Salary: Based on experience and skills Remote Work: Fully remote—work from anywhere Performance Bonus: Based on data accuracy, reporting timeliness, and overall sales efficiency Team Incentives: Recognition for maintaining 100% CRM hygiene and on-time reporting Generous PTO: In accordance with company policy Health Coverage for PH-based talents: HMO coverage after 3 months for full-time employees Direct Mentorship: Guidance from international industry experts Learning &

• Development: Ongoing access to resources for professional growth Integral Networking: Connect with professionals worldwide Our Recruitment Process Application Screening Skills Assessment Top-grading Interview Client Interview Job Offer Client Onboarding Ready to Join Us? If this role aligns with your skills and goals, apply now to take the next step in your journey with Pearl.

📌 Executive Assistant (High-Judgment Inbox & Calendar Operator) (Monterrey)
🏢 Pearl
📍 Monterrey