Remote Global | Reports to the CEO | Up to USD $72,600 total annual cash compensation
Own the personal operations behind a $1Billion+ e-commerce brand's CEO. Turn ambiguous requests into trusted decisions and seamless experiences.
The Opportunity
At Puffy.com, a $1Billion+ e-commerce brand, you'll own the CEO's personal operations across lifestyle experiences, research, provider relationships and calendar coordination. Reporting directly to the CEO, you'll take requests from clarification to completion within agreed priorities and approved boundaries. This is a hands-on role combining AI-led research and planning with personal judgment, discretion and reliable execution, freeing the CEO to focus on scaling the business.
The Problems You'll Own
Primary: High expectations with limited attention
The remit spans coveted reservations, unfamiliar purchases and personal appointments, each shaped by the CEO's preferences and standards. Requests can be ambiguous, while availability, provider quality and booking terms require independent verification. The challenge is reaching the right outcome without turning every decision or obstacle into another demand on the CEO's attention.
Secondary: Reliable service beyond one request
Personal operations depend on trusted providers and accurate knowledge of preferences, commitments and follow-ups. The supporting challenge is making that knowledge dependable across requests, so quality does not rely on repeated chasing or recollection.
Resources Provided
You'll have access to our latest company-provided AI tools, including ChatGPT and Claude, multiple AI agents, bots, plugins, AI projects, and automations through platforms such as n8n. You'll also receive the department tools, relevant data, assets and specialist support needed to deliver your work. We expect you to use these resources to automate routine work and deliver high-quality results quickly.
Decision-Making Authority
You can decide independently
Research and recommendations: Break down requests, choose research methods, define selection criteria, compare options and make non-binding provider enquiries within agreed preferences.
Routine spending and bookings: Execute routine purchases and bookings within pre-approved budgets, preferences and booking terms, including applicable cancellation and refund conditions; retain confirmations and payment records.
Working methods and follow-ups: Organize execution within agreed priorities and test low-risk process improvements using approved tools and allocated resources, without changing access, sensitive-data handling or live shared workflows.
Approval required
Exceptions and commitments: Obtain Arthur's or his authorised delegate's approval before exceptions, spending or commitments outside pre-approved limits, accepting different booking or contractual terms, or changing agreed priorities.
Information and systems: Obtain appropriate authorization before sharing confidential personal information beyond an approved purpose or recipient, entering it into AI tools without approved safeguards, or changing tools, access, live workflows or resource allocations.
If a budget, preference or booking term is unclear, confirm it before committing. Urgency does not expand these boundaries.
Who You'll Work With
Arthur Andreasyan, CEO & Founder (your primary principal): Your mandate is to make his personal life run on autopilot. You'll anticipate needs, manage affairs, and transform every request into an exceptional outcome.
What You'll Own
Personal Operations Responsibilities
Deliver tailored experiences: Secure coveted reservations, coordinate exclusive event access and design experiences suited to the CEO's preferences. Use AI to develop options and draft itineraries, then personally verify availability, details and terms and carry the booking through to completion.
Turn ambiguity into a recommendation: Break down unclear requests, research unfamiliar subjects and define relevant selection criteria. Use AI to develop research plans, synthesize findings and produce a concise recommendation; independently verify material claims, explain trade-offs and recommend the best option rather than simply presenting comparisons.
Build trusted provider relationships: Develop and maintain a dependable network across lifestyle, wellness, automotive and home services. Use AI to organize non-sensitive research into provider summaries, then personally vet providers, build relationships and keep usable records of service quality and alternatives.
Anticipate and coordinate needs: Manage the personal calendar, appointments, preferences and follow-ups proactively. Use approved AI workflows to draft schedules and checklists with appropriate data safeguards, then verify timing, dependencies and commitments yourself.
Close the loop: Own each request from inception to completion, resolve obstacles independently within approved boundaries, coordinate providers and maintain clear confirmations and status updates until the outcome is delivered.
Personal Operations Outcomes
Decisions made easier: Deliver concise, verified recommendations that match the CEO's preferences and make the best option clear.
Dependable execution: Keep bookings, appointments and personal requests accurate, confirmed and followed through, with credible alternatives when plans change.
Quality Standards
Evidence and accuracy: Check provider suitability, availability, total costs, dates and material terms against reliable sources or direct confirmation. Correct AI errors before relying on or sharing an output.
Discretion and ownership: Handle confidential personal information responsibly, share only what is necessary and exercise sound judgment with providers and AI tools. Remain accountable for the final recommendation and outcome.
Delivery Pace
Prompt turnaround: Complete requests promptly within agreed deadlines, flag obstacles early and maintain credible alternatives.
Early contribution: Begin contributing during onboarding as access and context are established, and carry assigned requests through completion without repeated chasing.
What You Bring
What you must demonstrate
Relevant experience: 2-3 years of experience in personal assistance, concierge services, lifestyle management, hospitality or executive assistance focused on exceptional execution.
Research judgment: The 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.
Polished communication: Professional communication that represents a CEO well, builds trusted provider relationships and works comfortably in premium service environments.
Resourcefulness and detail: Practical problem-solving, meticulous attention to detail and reliable follow-through without missed commitments.
Discretion: Responsible handling of confidential personal information and sound judgment when communicating with providers or using AI tools.
AI workflow capability: Demonstrated ability to build and test reusable AI workflows for recurring research and coordination requests. Carry relevant preferences and constraints between requests, verify consequential outputs, handle exceptions and improve the workflow to reduce manual effort while maintaining accuracy and discretion.
Technical confidence: Proficiency in Google Workspace, quick adoption of new systems and personal ownership of AI-produced work and its validation.
Must be willing to work extended hours and weekends as needed.
Additional advantages
Languages: Fluency in Russian or Armenian alongside English, strongly preferred for seamless coordination.
Provider network: An established network of trusted premium service providers.
Coordination tools: Experience with Asana or project management tools.
Relevant environments: A background in luxury hospitality, lifestyle management or family office environments.
Your First 30 Days — Mapped Out For You
Week 1 — Land well: Set up approved Google Workspace and calendar access. Complete Asana training and your role-specific AI-Native Starter Pack: request clarification, research criteria, verification and confidential-data boundaries. Meet the CEO and executive support.
Week 2 — Get the full picture: Review current requests, preferences, providers and approval limits. Discuss previous service failures or unsuitable recommendations, where records exist, and trace a request from intake to completion.
Week 3 — Start contributing: Own an initial bounded request, using AI for substantive research and drafting. Verify the findings independently and present your recommendation and reasoning to the CEO.
Week 4 — Your first ship: Complete a request within approved boundaries, document the outcome and share your early view of what would make personal operations more reliable.
