Remote | Reports to the CEO | Up to USD $242,000 total annual cash compensation
Base salary up to USD 220,000/annum plus a monthly performance bonus of up to 10%, with comprehensive benefits included
WHERE THIS ROLE CAN LEAD
General Counsel
Group General Counsel
Chief Legal Officer
Career progression that takes 4-5 years elsewhere can happen in 1-2 years here for high performers.
Own legal judgment for a $1Billion+ e-commerce brand. Make the risks behind investment decisions clear before capital is committedBillion+ brand, a family office, and multi-jurisdictional matters.
We've been AI-first since December 2023: this role makes AI the primary production method for substantive legal work, with source verification and independent judgment remaining your responsibility.
APPLY NOW
Hear directly from our team about what it’s like to build your career at Puffy.
Want to see more? Follow the team’s journey on Instagram: @PuffyCareers
The Opportunity
You'll own legal delivery for Puffy.com, a $1Billion+ e-commerce brand, across Puffy, RGG, RGG Capital Family Office and the CEO's personal legal matters. Reporting directly to Arthur, CEO, you'll independently identify risks and produce practical, verified recommendations within agreed mandates and approval controls. This is a full-time, permanent, standalone in-house counsel position with no direct reports, combining hands-on AI-led production with specialist outside-counsel coordination and personal accountability for the result.
The Problems You'll Own
Primary: Investment opportunity versus legal exposure
Family-office and investment work is the primary long-term focus of this role. Fund subscriptions, side letters, custody arrangements and lending terms can create restrictions and obligations that matter well beyond the initial transaction. The challenge is making those consequences clear before capital is committed, so the CEO can decide with a practical understanding of the risks.
Secondary: Broad coverage without diluted ownership
The remit spans e-commerce, corporate matters, investments and the CEO's personal legal needs, with no internal legal team to divide the work. AI can accelerate production and outside counsel can supply specialist expertise, but neither removes the need for one accountable legal owner. The challenge is maintaining verified advice, clear priorities and completed follow-through across all three workstreams without urgent matters obscuring emerging risks.
Resources Provided
You’ll have access to our latest company-provided AI tools, including ChatGPT, 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
Operate independently within agreed business priorities, approved budgets, professional permissions and company controls.
You can decide independently: Day-to-day legal review priorities and investigative questions; research, drafting and verification methods; which approved tools to use; internal workflow and template improvements; and low-risk internal trials using approved tools and authorized data. Draft and negotiate within agreed mandates, and direct approved outside counsel within its authorized scope and allocated budget.
Approval required: Changes to agreed business priorities or material risk acceptance; commitments, settlements or litigation strategy outside your delegated mandate; new counsel engagements, tools, subscriptions or spend outside existing approval; changes to sensitive-data access, company policy or live workflows; and customer-facing experiments. Obtain CEO approval and any required signatory or control-owner approval before proceeding.
Give an independent legal recommendation, including when not to proceed, and escalate material unresolved risks promptly. Legal ownership does not itself confer authority to sign contracts, deploy capital, move funds, waive controls or change commercial terms. Execution remains subject to the relevant approval and delegation.
Who You'll Work With
Meet the team you'd be working with, and what you'd work on together:
What You'll Own
Legal Responsibilities
E-commerce and corporate: Personally draft, review and negotiate vendor, retail and affiliate agreements. Support transactions and due diligence; coordinate consumer disputes, regulatory inquiries and litigation with outside counsel.
Family office and investments: Own the primary long-term legal workstream. Review and negotiate fund subscriptions, side letters and limited-partner terms before capital deployment.
CEO personal legal matters: Manage personal contracts, disputes and cross-border legal coordination, working with appropriate asset-protection, estate, immigration and tax specialists.
AI-led production: Use AI as the primary production method for substantive document comparison, legal research synthesis, drafting, risk analysis and executive reporting within approved confidentiality controls. Tool familiarity or grammar-only use is insufficient.
Legal Outcomes
Every month: Deliver a Legal Exposure Audit for CEO review covering all three workstreams: material risks, upcoming deadlines, actions, unresolved decisions and proactive recommendations.
Every quarter: Deliver a compliance sweep of product pages, checkout, pricing, advertising and terms, with evidence-backed priorities, corrective actions and follow-through.
Every quarter: Review investment documents, custody arrangements, loan covenants and counterparty controls. Make restrictions, obligations and material risks explicit in decision-ready advice and contract revisions.
Within your first 90 days: Independently identify and flag at least five material legal risks or improvement areas that were not assigned, supported by evidence and practical recommendations.
Quality Standards
Verify substantive work: Check decisive authorities, clauses, calculations, dates and versions against underlying sources. Distinguish facts from assumptions, including in AI-produced work.
Make advice usable: Deliver accurate, concise recommendations with verified sources and documents, clear priorities, a recommended action, an owner and a deadline.
Retain professional ownership: Own the recommendation, required approvals and final work. Operate within your permitted professional scope and engage appropriately qualified local counsel where needed.
Protect clear boundaries: Keep representation, conflicts, confidentiality and authority to act clear across company, family-office and CEO personal matters.
Close the loop: Confirm completion with evidence. Escalate unresolved dependencies rather than treating a handoff as resolution.
Delivery Pace
Contribute early: Start contributing to live matters during onboarding rather than waiting for a complete briefing.
Respond with urgency: Deliver fast turnaround against agreed, risk-sensitive deadlines. Raise urgent issues promptly and provide an actionable interim recommendation when facts are incomplete.
Flag delays early: Surface obstacles before deadlines are missed so the relevant decision-makers can act.
Improve delivery efficiency: Reduce elapsed turnaround and total human effort, including review, correction and handoff, without lowering quality or bypassing controls.
What You Bring
What you must demonstrate
A recognized law degree, such as a JD, LLB or equivalent, and qualification as a lawyer in good standing in at least one jurisdiction. U.S. bar admission is not required.
Typically 5-10 years of relevant legal experience, with the practical depth to operate without an internal legal team. Greater relevant experience is welcome. Demonstrate commercial drafting, proactive risk identification, cross-border coordination and management of multiple outside-counsel relationships.
Substantial hands-on AI legal work with examples of what you personally delivered, how you verified it and the outcome. Strong executive communication, discretion and follow-through.
Must be willing to work extended hours and weekends as needed.
Additional advantages
U.S. experience is a plus, not a requirement.
Law-firm and in-house experience, investment or family-office exposure, and consumer-protection experience are advantages.
WEEK 1
— Land well
Gain approved access to legal documents, active matters and company AI tools, with confidentiality and permissions established before use. Asana training, and your role-specific AI-Native Starter Pack: what may and may not go into a model, how to verify authorities and clauses, and when to involve specialist counsel. Meet the CEO and relevant matter owners, and begin contributing to urgent live work.
WEEK 2
— Get the full picture
Review active matters, investment documents, commercial agreements and upcoming deadlines across all three workstreams. Examine available earlier advice, dispute outcomes and any unsuccessful approaches with the relevant stakeholders; identify open questions and confirm where specialist input is needed.
WEEK 3
— Start contributing
Take ownership of an agreed contract review or investment-document matter, using AI for substantive production and checking decisive details against the source. Coordinate any necessary specialist input and bring a clear recommendation and emerging risks to the CEO.
WEEK 4
— Your first ship
Deliver your first Legal Exposure Audit for CEO review, with material risks, deadlines, actions and unresolved decisions across all three workstreams. Share your early view of gaps in legal coverage and where the review and follow-through process could improve.
Meet GIA, your AI talent partner, who will share how and why this is more than just a job!
Our team includes alumni from some of the world's most competitive institutions and companies. When you join Puffy, you're joining colleagues who push each other to be better.
A few of the many Puffy perks, and they apply wherever you are based.
Pay and Recognition
Monthly performance bonus of up to 10%
Annual salary review every January
Monthly leader awards and Leaders Club
Merit-based progression
Up to 50% product discount, free mattress after one year
Growth
Learning budget for courses and certifications
Career progression as we grow
Quarterly feedback
Health and Time Off
Premium health insurance
Leave entitlement follows your location, plus public holidays
How We Work
AI-native since 2023
State-of-the-art tech and tools, equipment provided
A team spanning many nationalities
Additional benefits vary by location. See Where You'll Work for details.

Remote, Global
This role is fully remote. You are employed through an Employer of Record, so statutory leave, social contributions and any mandated cover follow your own country.
Laptop and equipment provided
Premium health insurance
Work from your own country
Optional Dubai desk
Our Friday lunches and office socials are hub-based, so they are not part of a remote role. Everything else on this page applies to you.

If you would rather be in Dubai
You are welcome to join our Dubai hub instead, a workplace of 65+ team members from 16+ nationalities.
Full relocation support
Flight to Dubai
Two-week hotel stay
Annual flight home
Team life insurance
Catered Friday lunch
Arthur Andreasyan, Puffy CEO, Founder & Forbes Council Member
Hi there,
If you're reading this, you're probably asking whether Puffy is the right place for your next chapter. I founded Puffy in 2017 after a simple question: "What would it feel like to sleep on a cloud?" That question became a business, and I wanted to build a company where ambitious people could grow with us.
That same mindset is why we became AI-first in December 2023, well before it became a standard way of working. We move quickly, stay relentless and hungry, question the usual way of doing things, and give people real ownership. We believe a focused team can outperform much larger companies. What matters here is the quality of your work, the decisions you make, the problems you solve before anyone asks, and the impact you create.
If you join us, I'll expect a lot from you, and I'll make sure you have the trust, context, and support to do meaningful work. If that kind of challenge excites you, I'd be glad to have you build Puffy with us.
Looking forward to working with you,
ArthurA
Arthur Andreasyan
Puffy CEO, Founder & Forbes Council Member

While many companies today won’t let you get your foot in the door if your CV isn’t polished enough, we prefer to see what you can do first. At Puffy, we support equal opportunities and a structured, skills-first hiring process.
3-phase process, as quick as 7 business days.
Note: Our process is 100% free. We never use third-party agencies or ask for payment.
From application to a clear yes or no, either way.
Can you tell me more about Puffy's benefits?
Puffy knows that happy, healthy employees do good work. Here’s a list of full benefits in addition to the highlights mentioned above:
Learning and development support (we pay for courses you need to upskill)
Career progression opportunities — you grow as we grow
Up to 10% monthly performance bonus
Annual salary review every January
Quarterly feedback
Commitment to diversity and inclusion
Merit-based progression and achievement recognition
State-of-the-art tech and tools
Premium health insurance
Team life insurance coverage
Annual flight home (Dubai roles)
Generous annual leave entitlement (vacation, sick leave, parental, maternity, study leave), in addition to public holidays
Free catered lunch for the
entire team on Fridays
Kitchen restocked daily with healthy
snacks, fresh fruits, and beverages
Regular social activities and events
Monthly Puffy leader awards to
recognize achievement
Puffy product discount of up to 50%
for employees and eligibility for a
free Puffy mattress after 1 year of service
Why do I have to take an online test if I have the relevant skills and experience?
After a successful application review, we invite selected candidates to our online skills test. It's a consistent, structured way for you to demonstrate your skills, assessed against the same criteria as every other candidate. It’s also a great way for you to see if our work is the right fit for your ambition. Candidates who pass the assessment move to Phase 2, the case study challenge.
Is there an expiry date for the online test? When do you expect me to complete the online assessment?
The invitation link for the online test only expires once the position is filled. However, our hiring process moves quickly, so we highly recommend you complete it as soon as you can.
Please note these important details:
Session Time: Once started, the test has a 4-hour inactivity timer before it auto-submits your answers.
Returning Candidates: If you applied for this same role within the last 6 months, our system may use your previous assessment score. In this case, you may be taken directly to a confirmation page.
Top Tip: The invitation email may go to your spam or junk folder, so please check there if you haven't received it.
If you still encounter any issues, please reach out to us at careers@puffy.com.
Does Puffy offer flexible or remote working arrangements?
Our goal is to create the optimal environment for you to do your best work. Our approach is tailored to the focus of each role:
Dubai Hub (On-site): Our Dubai office is our hub for deep, in-person collaboration. All roles here are on-site to help our teams move fast and innovate together.
North Hollywood Hub (On-site): Our North Hollywood office brings teams together for close, in-person collaboration. Roles based here are on-site to support fast decisions, strong teamwork, and shared momentum.
Remote US: Some roles are designed to be fully remote across the US, giving us access to exceptional talent while keeping teams closely connected and aligned.
Remote Global: Selected roles are open globally, allowing us to bring exceptional people together regardless of where they are based.
Not every position is available remotely. You’ll always find the location and working arrangement clearly stated in the job posting, whether the role is based in Dubai, North Hollywood, Remote US, or Remote Global.
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