workable

Bilingual Executive Assistant (Spanish/English) - EG001 @ Pearl

Santo Domingo, Dominican RepublicOnsiteFull-timePosted 131 days ago

Opens on workable

About this role

Department: Admin and Executive Assistance

Work Arrangement: Remote

Job Type: Independent Contractor, Full Time

Work Schedule: US Time Zone (candidate expected to be flexible with the client's preference)

Locations: Philippines, LATAM, South Africa, Kenya, and other remote regions with excellent English communication skills

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 $5B in aggregate and are backed by companies like OpenAI, 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 HERE

Why 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.

Role OverviewThe Bilingual Executive Assistant (Spanish/English) provides high-level administrative and operational support to founders, CEOs, and senior leadership teams while leveraging bilingual capabilities to bridge communication across English and Spanish-speaking markets. This role combines traditional executive support with cultural fluency, enabling seamless coordination with Spanish-speaking partners, clients, and team members across global markets.

You'll manage calendars, communications, and operational workflows while occasionally providing translation support for informal communications and business development initiatives in Spanish-speaking regions. This position is ideal for organized, proactive professionals who thrive in cross-cultural environments and can navigate both languages with ease.

Your ImpactYour bilingual expertise will enable executives to expand their reach into Spanish-speaking markets while maintaining operational excellence. You'll facilitate smoother communication with Spanish-speaking partners, clients, and vendors, reducing language barriers and cultural friction. By managing executive time, priorities, and cross-cultural coordination, you'll free leadership to focus on strategic growth and partnerships. Your work will directly improve organizational efficiency, strengthen international relationships, and accelerate expansion into Spanish-speaking regions worldwide.

Core ResponsibilitiesExecutive Support & Bilingual Communication — 35%

Manage executive calendars, inboxes, and priorities across English and Spanish communicationsDraft, translate, and proof professional correspondence in both English and SpanishPrepare meeting briefs, agendas, and follow-ups for English and Spanish-speaking stakeholdersCoordinate meetings with internal and external stakeholders across multiple time zones and languagesProvide informal translation support for emails, documents, and verbal communications as neededManage task lists and close 90%+ of delegated items within 48 hoursMaintain proactive oversight of ongoing projects ensuring timely cross-cultural executionOperational Systems & Workflow Management — 25%

Maintain dashboards and documentation in project management tools (Notion, Asana, etc.)Create and update SOPs in both English and Spanish to improve consistencyBuild structure around recurring workflows through automation and process mappingMonitor task completion and reduce recurring errors or missed deadlinesStreamline workflows supporting both English and Spanish-speaking team membersFacilitate team communication across language barriers using shared workspaces and toolsCross-Cultural Coordination & Stakeholder Management — 20%

Serve as liaison between English-speaking leadership and Spanish-speaking partners/clientsCoordinate with Spanish-speaking vendors, service providers, and business partners globallySupport business development initiatives in Spanish-speaking marketsMaintain strong professional rapport with stakeholders across cultural contextsPrepare talking points, summaries, and updates for bilingual audiencesFacilitate smooth communication during international calls and meetingsCalendar, Travel & Administrative Coordination — 15%

Own complex calendar management across multiple time zones and cultural considerationsCoordinate international travel arrangements with attention to Spanish-speaking destinationsHandle inbox triage in both English and Spanish languagesSupport legal and administrative documentation including Spanish-language contractsTrack deadlines, commitments, and action items across bilingual projectsProtect executive time by managing schedule conflicts intelligentlyResearch, Documentation & Strategic Projects — 5%

Conduct market research on Spanish-speaking markets and expansion opportunitiesCompile bilingual briefs, summaries, and actionable insightsResearch potential partners, vendors, or opportunities in Spanish-speaking regionsSupport special projects requiring bilingual coordination or cultural knowledgeIdentify and propose solutions that leverage bilingual capabilities for competitive advantageRequirements

Must-Haves (Required)Language Proficiency: Fluent in both Spanish and English (written and verbal) with ability to translate and communicate professionally in both languagesExperience: 1-2+ years as an Executive Assistant, Admin Specialist, or Operations Partner supporting senior executivesExecutive Support: Proven ability to manage calendars, inboxes, and C-level communicationCommunication: Excellent written and verbal communication skills in English and SpanishOrganization: Exceptional attention to detail, organization, and time management capabilitiesTech Proficiency: Comfortable with Google Workspace, Microsoft Office, and modern productivity toolsProactive Mindset: Strong ownership mentality with ability to anticipate needs across cultural contextsDiscretion: High levels of confidentiality and professionalism when handling sensitive informationRemote Experience: Demonstrated ability to work remotely with leaders across time zonesCultural Fluency: Understanding of cultural nuances in business communication across English and Spanish-speaking marketsFollow-Through: Demonstrated reliability in completing tasks and meeting deadlines consistentlyNice-to-Haves (Preferred)Bachelor's degree preferredBackground in Spanish-speaking markets, international business, or cross-border operationsExperience in healthcare, startups, AgTech, telecommunications, or project managementExperience building SOPs or operational documentation in bilingual environmentsExposure to AI tools for translation, automation, and productivityFamiliarity with analytics, reporting, or data-driven decision supportExperience supporting M&A, investor relations, or due diligence in international contextsExperience with CRM systems, e-commerce platforms, or project coordination toolsPrior experience coordinating with Spanish-speaking vendors or partners globallyKnowledge of Spanish-speaking business practices and cultural norms across different regions

Tools ProficiencyMust-Haves (Required)Email & Messaging: Gmail, Outlook, Slack, Microsoft Teams, WhatsAppCalendar & Scheduling ToolsGoogle Workspace (Docs, Sheets, Drive, Calendar)Microsoft Office Suite (Word, Excel, PowerPoint)Zoom or equivalent video conferencing platformsAI Tools: ChatGPT, Claude, Perplexity (for translation and productivity support)Nice-to-Haves (Preferred)Project Management: Notion, Asana, Trello, ClickUp, AirtableAutomation: Zapier or similar workflow automation toolsCRM Platforms: Pipedrive, HubSpot, Salesforce, ConnectWiseFinance: QuickBooks or similar bookkeeping toolsE-commerce: Amazon Seller Central, Shopify (international operations)Communication: Loom for video messagingTranslation tools or CAT (Computer-Assisted Translation) softwareLinkedIn for professional networking in Spanish-speaking marketsBenefits

Competitive Salary: Based on experience and skillsRemote Work: Fully remote — work from anywhereGenerous PTO: In accordance with company policyDirect Mentorship: Access to global industry leadersLearning & Development: Continuous growth resourcesGlobal Networking: Work with international teamsHealth Coverage (Philippines only): HMO after 3 months (full-time)

Our Recruitment Process Application Skills Assessment Initial Screening Top-grading Interview Client Matching Job Offer Onboarding

Ready to Join Pearl Talent?If you're a driven professional ready to work with exceptional founders building the next generation of world-class companies, we'd love to meet you. Apply now to unlock opportunities where your growth, impact, and success are our top priorities.

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