Job Description
Puffy is seeking an Executive Personal Assistant to own the CEO’s personal operations across lifestyle experiences, research, provider relationships, and calendar coordination. Reporting directly to the CEO, you’ll turn requests into trusted decisions and seamless experiences, using AI for research and planning alongside personal judgment, discretion, and reliable execution.
This is a fully remote, global role. You’ll work from your own country, with employment through an Employer of Record. The annual cash compensation is up to USD 72,600, including a base salary of up to USD 66,000 and a monthly performance bonus of up to 10%. Comprehensive benefits are additional and vary by location and eligibility.
You’ll have access to company-provided AI tools, including ChatGPT, Claude, AI agents, and automations. The role offers the opportunity to grow into a Senior Executive Personal Assistant position and potentially specialized functions.
Requirements
- 2–3 years of experience in personal assistance, concierge services, lifestyle management, hospitality, or executive assistance focused on exceptional execution.
- Ability to break down ambiguous requests, investigate unfamiliar subjects, define selection criteria, use AI effectively, independently verify findings, and recommend the best option with clear reasoning.
- Professional communication skills to represent a CEO, build trusted provider relationships, and work comfortably in premium service environments.
- Resourcefulness, practical problem-solving, meticulous attention to detail, and reliable follow-through.
- Discretion in handling confidential personal information and sound judgment when communicating with providers or using AI tools.
- Demonstrated ability to build and test reusable AI workflows for recurring research and coordination requests, verify consequential outputs, handle exceptions, and improve workflows while maintaining accuracy and discretion.
- Proficiency in Google Workspace, confidence adopting new systems, and personal ownership of AI-produced work and its validation.
- Willingness to work extended hours and weekends as needed.
- Fluency in Russian or Armenian alongside English is strongly preferred.
- An established network of trusted premium service providers is an advantage.
- Experience with Asana or project management tools is an advantage.
- Background in luxury hospitality, lifestyle management, or family office environments is an advantage.
Responsibilities
- Secure coveted reservations, coordinate exclusive event access, and design experiences suited to the CEO’s preferences; use AI to develop options and draft itineraries, verify availability and terms, and complete bookings.
- Clarify ambiguous requests, research unfamiliar subjects, define selection criteria, verify material claims, explain trade-offs, and provide concise recommendations.
- Build and maintain a dependable network of lifestyle, wellness, automotive, and home-service providers; vet providers and keep useful records of service quality and alternatives.
- Proactively manage the personal calendar, appointments, preferences, and follow-ups, verifying timing, dependencies, and commitments.
- Own requests from inception to completion, resolve obstacles within approved boundaries, coordinate providers, and maintain clear confirmations and status updates.
- Ensure recommendations are concise, verified, and aligned with the CEO’s preferences, and provide credible alternatives when plans change.
- Check provider suitability, availability, total costs, dates, and material terms against reliable sources or direct confirmation; correct AI errors before relying on or sharing outputs.
- Handle confidential personal information responsibly, share only what is necessary, and obtain approval for exceptions or commitments outside established limits.
- Complete requests promptly, flag obstacles early, and carry assigned requests through completion without repeated chasing.