IndustryProfessional Services / Startup OperationsWork ArrangementFully Remote (Strong overlap required with U. S. Eastern Time working hours)Job TypeFull-timeWork ScheduleMonday to Friday — 40 hours per week9:00 AM – 5:00 PM EST (U. S. Eastern Time overlap required)Locations:Open to candidates globally (must support U. S. Eastern Time hours)About Pearl TalentPearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU.Our clients have raised over $5 B in aggregate and are backed by companies like Open AI, a16z, and Founders Fund.They're looking for the sharpest, hungriest candidates who they can consistently promote and work with over many years.Candidates we've hired have been flown out to the US and EU to work with their clients, and even promoted to roles that match folks onshore in the US.Hear why we exist, what we believe in, and who we're building for:WATCH HEREWhy Work with Us?
At Pearl, we're not just another recruiting firm—we connect you with exceptional opportunities to work alongside visionary US and EU founders.Our focus is on placing you in roles where you can grow, be challenged, and build long-term, meaningful careers.About the CompanyOur 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.This is an environment where context awareness, prioritization, and ownership are critical to success.Role OverviewWe are seeking a high-judgment Executive Assistant to take full ownership of inbox and calendar operations for a fast-moving executive.This role exists to remove the executive as the operational bottleneck by managing scheduling, triaging communications, and making context-aware prioritization decisions daily.You will operate in a dense, high-volume environment where not all meetings or emails carry equal weight.Success in this role requires strategic calendar design, disciplined follow-up systems,



and the ability to act independently without constant instruction.This position is idóneo for a proactive, highly organized operator who thrives under pressure, understands executive leverage, and executes with speed and precision.Your ImpactIn this role, you will directly improve executive leverage and organizational efficiency.Your work will:Increase strategic focus by protecting executive time and enforcing priority tiersReduce operational friction through structured inbox and follow-up systemsPrevent scheduling and travel breakdowns before they occurEnsure high-status stakeholders experience seamless coordinationMaintain operational stability in high-volume, fast-paced conditionsYou will be instrumental in creating clarity, structure, and reliability within a demanding executive environment.Core ResponsibilitiesCalendar Management & Scheduling – 40%Own the executive's calendar end-to-end across meetings, interviews, executive dinners, stakeholder calls, and strategic sessionsDesign strategic time blocks aligned with stakeholder importance and executive prioritiesEnforce structured buffer rules (e.g., 15-minute spacing every 1–2 hours)Run confirmations, reschedules, and logistics checks proactivelyEnsure calendar structure reflects prioritization and executive leverageInbox Triage & Follow-Up Systems – 35%Triage high-volume inbox traffic and determine whether to respond, delegate, or escalateCategorize emails by priority tiers (senior stakeholders, partners, internal teams,



etc.)Draft responses that accurately reflect the executive's voiceTrack open loops and proactively drive them to closureMaintain structured follow-up systems to prevent dropped communicationTravel & Trip Logistics – 15%Book travel and manage changes with precisionCoordinate trip logistics with ROI awareness and operational rigorPrevent logistical breakdowns through proactive planning and verificationOperational & Gray-Area Support – 10%Execute context-heavy tasks requiring independent judgmentAnticipate breakdowns before they occurOperate effectively in ambiguous, fast-moving environmentsMust-Haves (Required)3+ years of experience supporting a fast-moving founder or senior executivePrior experience using CRM systems in an executive support capacityAdvanced executive calendar management experience in high-density environmentsHigh-volume inbox triage experienceExcellent written English communication skills with executive-level drafting abilityHigh reliability, punctuality, and organizational disciplineAbility to thrive in fast-paced, high-expectation environmentsStrong working overlap with U. S. Eastern Time hoursNice-to-Haves (Preferred)Experience supporting high-growth startup executivesExperience interfacing with senior stakeholders (CMOs, CFOs, agency heads, industry leaders)Exposure to operational or Chief of Staff-style responsibilitiesExperience managing sensitive or confidential communicationsTools ProficiencyMust-Haves (Required)Hub SpotClaude (ability to build basic workflows and structured prompts)SlackNotionStripeBrexGoogle Workspace (Docs, Sheets, Calendar, Gmail)Nice-to-Haves (Preferred)Experience with AI workflow optimizationFamiliarity with automation tools (e.g., Zapier)Advanced calendar automation or scheduling toolsCompetitive Salary:Based on experience and skillsRemote Work:Fully remote—work from anywherePerformance Bonus:Based on data accuracy, reporting timeliness, and overall sales efficiencyTeam Incentives:Recognition for maintaining 100% CRM hygiene and on-time reportingGenerous PTO:In accordance with company policyHealth Coverage for PH-based talents:HMO coverage after 3 months for full-time employeesDirect Mentorship:Guidance from international industry expertsLearning & Development:Ongoing access to resources for professional growthGlobal Networking:Connect with professionals worldwideOur Recruitment ProcessApplicationScreeningSkills AssessmentTop-grading InterviewClient InterviewJob OfferClient OnboardingReady to Join Us?

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