Available for remote engagements worldwide

Chris Bernard CaiñaAI-Augmented Executive Assistant & Operations Specialist

I help founders and executives run leaner, faster operations —
by combining 10+ years of high-level EA experience with hands-on AI, automation, and systems thinking.

This isn't just support work. It's operational leverage.

See What I Offer → Work With Me
0+
Years Experience
0+
Companies Researched w/ AI
0hrs+
Saved Per Week via Automation
$0K+
Travel Costs Saved
01 — Services

What I build for you.
Pick one. Or all of them.

🧠
Executive Operations
Full EA support — calendar, inbox, communications, travel, SOPs, and daily briefings. I run the ops so you stay focused on what moves the needle.
CalendarInboxTravelBriefingsSOPs
⚡
AI Workflow Automation
I design and deploy custom automations that eliminate repetitive tasks — email follow-ups, lead tracking, reporting, and more. Built once, runs forever.
ZapierMakeClaude AISlack Webhooks
🎯
Lead Generation & Research
AI-powered prospecting using LinkedIn Sales Navigator, Apollo, and RocketReach to build targeted contact lists and qualified lead pipelines for your outreach.
LinkedIn Sales NavApolloRocketReachClaude Code
🚀
Web & Tool Deployment
From landing pages to internal dashboards — I build and deploy functional web tools using Claude Code and Vercel. No developer needed, no delays.
Claude CodeVercelFormspreeGA4
📊
Project & Team Coordination
Managing moving parts across teams, vendors, and timelines. I keep projects on track, stakeholders informed, and deadlines met — without you having to chase anything.
NotionClickUpAsanaSlack
🌏
Travel & Logistics
International itineraries, visa coordination, hotel negotiations, and cost optimization. I've managed complex travel across US, UAE, and Asia-Pacific and saved clients $10K+.
International TravelVisa CoordinationCost Optimization
02 — About

Not just an EA.
An AI-powered operator.

I'm a remote Executive Assistant and operations specialist 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
LinkedIn Sales Nav + Apollo + Claude pipeline. 70% faster than manual.
🌏 International logistics expert
O-1 Visa coordination, Dubai EID travel, $10K+ in travel cost savings.
03 — Experience

10 years of real work.
Here's a preview.

JAN 2024 → PRESENT
Executive Assistant — Contract
Confidential Client · Growth Marketing Agency
  • Deployed live website using Claude Code + Vercel
  • Built AI email follow-up automation saving 10+ hrs/week
  • AI-assisted lead research — 200+ companies qualified
NOV 2023 → SEP 2024
Executive Assistant
Athena
  • 25% efficiency boost via Zapier automations
  • O-1 Visa + Dubai EID international travel coordination
  • CRM management via Salesforce and Zoho CRM
MAR 2021 → NOV 2023
Customer Service & Back-Office
Upwork · Multiple Clients
  • Top-rated remote executive support
  • Multiple US-based client engagements
  • Zendesk and Zoho One operations
OCT 2015 → DEC 2021
EA / Medical VA / BPO Support
ResolvedCX · Alorica · iQOR
  • 100% resolution rate on US accounts
  • Healthcare admin and patient coordination
  • Voice and non-voice channel management
🔒
Want the full picture?
Enter your email to unlock my complete work history, detailed achievements, and client results.
No spam. Just one email with a quick intro from me.
✓ Experience unlocked! Scroll down to see the full details.
✓ Full experience unlocked
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 using LinkedIn Sales Navigator and Apollo — 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.
04 — Tech Stack

AI tools I use every day.

Claude AI + Claude Code95%
ChatGPT (GPT-5.5 / o1)93%
Perplexity AI Research90%
AI Prompt Engineering92%
Midjourney + AI Image Gen88%
Vercel + GitHub Deployment82%
Executive Operations99%
Zapier + Make Automation93%
Lead Gen (LinkedIn SN + Apollo)90%
Salesforce / HubSpot / Zoho CRM85%
Calendar & Inbox Management98%
Travel & International Logistics95%
// AI Language & Reasoning
Claude AI (Anthropic) Claude Code ChatGPT GPT-5.5 ChatGPT o1 Perplexity AI Anthropic API OpenAI API Gemini AI
// AI Image & Creative Generation
Midjourney ChatGPT Image Gen (DALL-E 3) Adobe FireflyHeyGenCursor AI Canva AI
// AI Productivity & Writing
Otter.ai (AI Transcription) Grammarly AI Notion AI Loom AI Fireflies.ai
// Build & Deployment
Vercel GitHub Netlify Formspree Slack Webhooks Google Analytics 4 HTML / CSS
// Lead Generation Stack
LinkedIn Sales Navigator Apollo.io RocketReach Hunter.io Claude Code (DB scraping) Perplexity AI Research PhantomBuster
// Automation
Zapier Make (Integromat) IFTTT Microsoft Power Automate Automate.io n8n
// EA & Operations
Notion ClickUp Asana Google Workspace Microsoft 365 Calendly Loom
// CRM & Communication
Salesforce HubSpot Zoho CRM Slack Zoom Microsoft Teams Zendesk Zoho One
// Design & Creative
Canva Adobe Photoshop Adobe Illustrator Figma
05 — Results

Real numbers.
Not projections.

15hrs
Saved per week
Email automations, AI responses, 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 across multiple exec roles
200+
Companies qualified
AI-assisted lead research in one week
20+
Events coordinated
High-level meetings and Mastermind events annually
06 — Work With Me

Ready to work smarter?

Tell me what you need — whether it's ongoing EA support, a one-time automation build, lead generation, or a full operational overhaul. I'll get back to you within 24 hours.

✓ Message sent! I'll get back to you within 24 hours.
✉ chriscaina.dvo@gmail.com 📞 +63 956 089 7582 🔗 LinkedIn 📍 Davao City, Philippines · Remote Worldwide
// EDUCATION
Bachelor of Science in Financial Management
University of Mindanao · 2015 · Davao City, Philippines