Available for remote roles worldwide

Chris Bernard CaiñaAI-Augmented Executive Assistant

I don't just manage schedules.
I build the systems that keep operations running —
using AI, automation, and 10+ years of executive support experience.

View My Work → Get In Touch
0+
Years Experience
0+
Companies Researched w/ AI
0hrs+
Saved Per Week via Automation
$0K+
Travel Costs Saved
01 — About

More than an EA.
An AI-powered operator.

I'm a remote Executive Assistant based in Davao City, Philippines, with over a decade of experience supporting founders, investors, and executives across marketing, real estate, and fintech.

What separates me from most EAs: I actively build with AI. I use Claude AI, Claude Code, ChatGPT, Zapier, and Vercel to automate workflows, deploy tools, and eliminate the bottlenecks that slow down fast-moving teams.

I operate with full discretion, minimal oversight, and a bias toward building things that keep working long after the conversation ends.

🚀 Deployed a live website — no developer
Built with Claude Code + Vercel. Forms, Slack alerts, GA4. Done in 2 days.
⚡ AI email follow-up system
Gmail + Zapier + Claude AI. Saves exec 10+ hours/week. $0 ongoing cost.
📊 200+ leads qualified with AI
Perplexity + Claude research pipeline. 70% faster than manual methods.
🌏 International logistics expert
O-1 Visa coordination, Dubai EID travel, $10K+ in travel cost savings.
02 — Experience

10 years of building,
not just supporting.

Executive Assistant — Contract
Confidential Client · Growth Marketing Agency
JAN 2024 → PRESENT
  • Deployed a live client website using Claude Code + Vercel — Formspree forms, Slack webhook lead alerts, Google Analytics 4. Zero developer involvement.
  • Built AI-powered email follow-up automation (Gmail + Zapier + Claude AI) saving exec 10+ hours per week.
  • Created a custom Executive AI Command Center dashboard with Task Tracker, Prompt Library, Briefing Templates, and Meeting Checklists.
  • Conducted AI-assisted lead research — qualified 200+ AI and Fintech companies, cutting research time ~70%.
  • Managed executive calendar, CRM updates, cross-team coordination, and stakeholder communications.
Part-Time Executive Assistant
Confidential Client · Real Estate Investor & Mastermind Host
MAR 2025 → MAY 2026
  • Provided ongoing EA support — calendar, communications, event coordination, and content project oversight.
  • Coordinated Mastermind events: logistics, vendor communication, attendee management, and follow-ups.
  • Built automated Google Sheets workflows for finance tracking and recurring reporting.
Executive Assistant
Athena
NOV 2023 → SEP 2024
  • Managed end-to-end executive operations: scheduling, travel, inbox, and goal tracking.
  • Boosted workflow efficiency by 25% through Zapier automations across communications and reporting.
  • Coordinated O-1 Visa processing and Dubai EID international travel logistics.
  • Managed CRM and client relationships via Salesforce and Zoho CRM.
Customer Service & Back-Office Support
Upwork · Multiple Clients
MAR 2021 → NOV 2023
  • Remote executive support across multiple US-based clients via Zendesk and Zoho One.
  • Consistently received top-rated reviews across all engagements.
Email & Admin Coordinator / Medical VA
ResolvedCX
OCT 2019 → DEC 2021
  • Managed appointment scheduling, patient inquiries, and medical records in a high-volume healthcare environment.
Customer Support Representative
Alorica Philippines BPO
APR 2017 → APR 2019
  • Maintained 100% resolution rate and high CSAT scores on a major US account.
Customer Support Representative
iQOR Philippines BPO
OCT 2015 → APR 2017
  • Resolved customer concerns across voice and non-voice channels, consistently meeting and exceeding KPIs.
03 — Skills

Tools I use every day.

Executive Operations99%
Calendar & Inbox Management98%
Claude AI + Claude Code95%
Travel & International Logistics95%
Zapier + Make Automation93%
ChatGPT (GPT-4o)92%
Notion + ClickUp + Asana92%
AI Lead Research88%
Prompt Engineering87%
Salesforce / HubSpot / Zoho CRM85%
Canva + Adobe Photoshop82%
Vercel + Web Deployment75%
// Full tech stack
Claude AIClaude CodeChatGPT GPT-4oPerplexity AIMidjourneyAdobe FireflyZapierMakeIFTTTPower AutomateVercelFormspreeSlack WebhooksGoogle Analytics 4SalesforceHubSpotZoho CRMNotionClickUpAsanaSlackZoomMS TeamsZendeskGoogle WorkspaceCanvaAdobe PhotoshopOtter.aiGrammarly
04 — Results

Real numbers.
Not projections.

15hrs
Saved per week
Email automations, AI responses, and Zapier workflows
30%
Fewer errors
Replacing manual data entry with automated systems
$10K+
Travel costs saved
Proactive booking, vendor relationships, optimization
25%
Efficiency increase
Consistent improvement rating across multiple exec roles
200+
Companies qualified
AI-assisted lead research across AI and Fintech in one week
20+
Events coordinated
High-level meetings and Mastermind events annually
// EDUCATION
Bachelor of Science in Financial Management
University of Mindanao · 2015 · Davao City, Philippines
05 — Contact

Let's build something together.

Open to remote EA roles with US and global tech startups. If you need an EA who can actually build things — not just support them — let's talk.

Send me an email →
✉ chriscaina.dvo@gmail.com 📞 +63 956 089 7582 🔗 LinkedIn 📍 Davao City, Philippines