If your calendar is getting crowded, your inbox is never-ending, and projects are moving—but not landing—I step in as your Chief-of-Staff style Executive Assistant and install the operating system.
I’m Janine May, a high-judgment Executive Assistant / Strategic Operations Partner who acts as your right hand + gatekeeper + project orchestrator + systems builder—so you can focus on high-value decisions, not the noise.
Results you can expect in the first 2–3 weeks:
- A calmer calendar with fewer low-value meetings (tight gatekeeping + decision-needed rules)
- Inbox triage that stops interruptions and batches decisions cleanly
- One execution dashboard for deliverables: owner + due date + follow-up cadence
- A daily briefing that prevents surprises and keeps priorities aligned
My Operating Cadence (simple, consistent, effective)
- Daily Executive Brief (weekday): meetings + purpose + decisions needed + priority + open loops
- Calendar Defense: I filter requests, enforce context, and protect deep work
- Single Source of Truth: I track actions in ----------- / Asana / Trello/ Notion (no scattered follow-ups)
Weekly Priority Reset: we align on what matters, what moves, and what gets parked
Core Strengths (Executive Leverage)
1) Gatekeeping & Time Protection
- Filter/decline low-value requests and resolve routine items independently
- Require requesters to provide purpose, context, and decision needed before booking time
- Clean calendar invites: descriptive titles, buffers, and priority flags for critical items
2) Communications Command Center (Inbox + Chat)
- I triage using a 4-action framework:
- Reply (simple) • Consolidate (batch) • Forward (input needed) • Schedule (discussion required)
- Organized inbox/Drive filing + receipts routed to finance/bookkeeping
- Executive-ready drafts with the right tone for partners, clients, and internal team
3) Project Orchestration (No Dropped Balls)
- Meeting capture (AI tools), action items extracted: owner, deliverable, due date
- Follow-ups that close loops, negotiate timelines, and schedule working sessions
- SOPs, templates, and checklists that reduce decision fatigue and scale execution
4) Relationship Stewardship (High EQ, Professional)
- holiday calendar for key contacts + thoughtful coordination
- Monitor relationship “pulse” and flag risks early (before they become fires)
Specialization: Healthcare + Founder Ops (High-Trust Environments)
I’m also an Optometrist, so I work comfortably inside healthcare workflows and confidentiality-heavy operations.
- For Eye Doctors & Healthcare Teams
- HIPAA-aware support for patient records, EMRs, documentation
- Scheduling systems to reduce no-shows and admin fatigue
- Patient follow-up / recall workflows
- Patient materials + email campaigns (Canva + Flodesk/Klaviyo)
For Founders / CEOs
- Executive support across multiple priorities and stakeholders
- CRM cleanup, partner/investor follow-ups, cross-timezone coordination
- Documentation + systems to remove “brain clutter” and keep execution clean
Tools (Remote-First)
Google Workspace (Gmail, Calendar, Docs, Sheets, Drive) • ----------- • Asana • Trello • Motion • AI Agenda
Canva • Flodesk • Notion • Wix • CRMs • EMRs • Slack/-----------
What you get working with me
- 10+ hours/week reclaimed through time protection + batching decisions
- Fewer interruptions, fewer dropped balls, cleaner execution
- A calm, reliable operating system behind the scenes
Based in Manila, Philippines | Night-shift ready
Available: part-time, full-time, or project-based
If you want a high-trust right hand who runs the backend like it’s owned—not rented—let’s work.
Verified
