I'm looking for a high-trust Executive Assistant role where I can take real ownership of operations — building the SOPs, KPIs, and AI-powered workflows that keep a business running smoothly, especially for founders or executives who value precision and discretion.
Kimberly Calavera
@kimberlycalavera
Proactive Executive Assistant and Property Operations Specialist
What I'm looking for
I am a results-driven Executive Assistant with nearly 6 years of experience supporting C-suite executives, founders, and property managers across distributed, remote-first teams. I specialize in taking complete backend ownership of administrative operations, managing complex calendars across multiple time zones, and building scalable systems that allow busy principals to focus entirely on growth.
By combining a proactive, self-directed mindset with deep tech-savviness, I don't just maintain daily workflows—I optimize them. I have designed and implemented comprehensive SOPs that improved operational efficiency across remote teams by 30%, and built automated KPI dashboards that reduced executive reporting prep time by 50%.
My technical ecosystem includes mastery of Google Workspace alongside property management and CRM platforms like AppFolio, LeadSimple, Rentvine, Buildium, HubSpot, and GoHighLevel. Additionally, my background in AI operations and red teaming allows me to practically apply AI tools to automate repetitive workflows and eliminate manual friction.
Operating from a dedicated remote workspace with reliable fiber internet and full power/network backups, I seamlessly align with US Eastern Time (EST) business hours. I am looking for a high-trust, long-term partnership where I can act as an indispensable right hand to a single principal.
Experience
Work history, roles, and key accomplishments
Operated at reviewer level with 95%+ Gold Standard accuracy contributing high-impact evaluations to production AI safety pipelines within high-volume, queue-based workflows.
• Adversarial prompt design and jailbreak testing
• Harmful content detection and policy violation flagging
• LLM output evaluation for safety, alignment, and factual accuracy
Assistant Property Managerr
Global Property Reach
Aug 2021 - Feb 2025 (3 years 6 months)
Maintained 95% accuracy rate across 100+ weekly data entry tasks while auditing digital asset records for a portfolio of 150+ properties, streamlining back-office workflows and reducing processing time by 30%. Built and maintained 35+ SOPs for recurring administrative processes covering maintenance scheduling and vendor coordination reducing time for routine tasks by 40%.
Executive Assistant to the CEO
Private Family Office
Jun 2018 - Jul 2021 (3 years 1 month)
Managed all technical operations including secure file handling and automation built SOP's, reducing manual administrative processing time by 35% across recurring tasks
Customer Service Representative
Telus International Philippines
Mar 2014 - May 2018 (4 years 2 months)
Consistently ranked in the Top 5% for Customer Satisfaction (CSAT) through effective and empathetic problem-solving
Achieved a 92% First Contact Resolution (FCR) rate, significantly reducing repeat contacts
Reduced Average Handling Time (AHT) by 15% by streamlining workflows while maintaining quality and compliance
Travel Agent
West Travel and Tours
Jul 2011 - Mar 2012 (8 months)
Facilitated comprehensive travel solutions by managing international and domestic airline bookings alongside curated local tours. Handled end-to-end reservation logistics, including ticketing, itinerary optimization, and vendor coordination, to ensure seamless travel experiences.
Foreign Service Officer
Department of Foreign Affairs
Jan 2011 - Jan 2012 (1 year)
Managed end-to-end passport issuance and biometric data acquisition operations. Oversaw secure processing and verification of travel documents in line with international civil aviation standards.
Education
Degrees, certifications, and relevant coursework
Saint Louis University
Bachelor's Degree, Hospitality and Tourism Management
2007 - 2011
Grade: 88%
Activities and societies: Focus on international travel, hospitality and tourism management. With Foreign and Asian Langauages
Earned a bachelor’s degree in Hospitality and Tourism Management at Saint Louis University.
PATTS College of Aeronautics
Bachelor of Science, Tourism Management
Completed a Bachelor of Science in Tourism Management at PATTS College of Aeronautics.
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Salary expectations
Social media
Job categories
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