📍 Remote | 💼 Reports to the CEO | 💰 Up to USD $220K/annum + up to 10% bonus
Growth Path - Senior Legal Counsel -> Head of Compliance & Risk
Counsel legal matters for a $1B+ DTC brand, a family office, and multi-jurisdictional matters.
APPLY NOW
The Opportunity:
We're seeking a sharp, proactive and a US bar holder General Counsel to strengthen our in-house legal function across three distinct workstreams: a Top 5 direct-to-consumer e-commerce brand, a family office deploying capital into hedge funds, and cross-border legal structuring across multiple international jurisdictions. You'll report directly to the CEO, manage outside counsel relationships across your domains, and own key legal surfaces across the business from FTC compliance and consumer protection to fund subscriptions, custody protocols, and cross-border asset structuring. This is not a support role. You'll own critical legal domains that require dedicated senior focus.
Your Trajectory Here:
This isn't a static role. Legal leaders at Puffy can expand into:
Chief Legal Officer — Full C-suite ownership across all entities
Cross-functional leadership roles — Strategy, operations, or corporate development
What takes 4-5 years elsewhere happens in 1-2 here.
Who You'll Work With:
You'll collaborate daily with:
CEO — Direct reporting line, strategic legal counsel on all business decisions
Department Heads — Partner across e-commerce, marketing, and investment teams on compliance, contracts, and fund documentation
Our team includes alumni from Apple, Deutsche Bank, Deloitte to name a few.
What You'll Own:
E-Commerce & Corporate
Proactively audit all consumer-facing legal surfaces: checkout flows, terms of service, arbitration clauses, pricing compliance, FTC endorsement guidelines, and applicable state consumer protection statutes
Monitor the DTC regulatory landscape and flag changes that could create business exposure
Coordinate with outside counsel on potential litigation, consumer disputes, and regulatory inquiries
Review and manage commercial contracts including retail partnerships, vendor agreements, and affiliate terms
Support due diligence processes and corporate transactions as needed
Ensure ongoing legal compliance across all business operations; identify gaps before they become liabilities
Family Office & Investment Team
Review and negotiate hedge fund subscription agreements, side letters, and LP terms before capital deployment
Manage custody documentation and bank relationships; ensure counterparty instructions, authorized signatories, and transfer protocols are current and enforced
Handle loan facility renewals, covenant compliance monitoring, and related documentation
Coordinate with investment team leadership on regulatory filings and fund-level legal issues
Conduct quarterly review of all fund documentation, redemption terms, gate provisions, and counterparty risk
Maintain and enforce investment security protocols: authorized account whitelists, multi-party verification, and transfer controls
Personal Legal Matters
Asset protection structuring across multiple international jurisdictions
Personal dispute management and litigation oversight
Contract review for personal transactions
Coordination with estate/succession planning advisors
Immigration, residency, and tax structuring coordination with relevant specialists
Proactive Accountability
Deliver a Monthly Legal Exposure Audit: written memo covering all active matters, upcoming deadlines, identified risks, and proactive recommendations across all three workstreams
Conduct Quarterly Compliance Sweeps on all e-commerce legal surfaces against current federal and state regulations
Conduct Quarterly Fund Documentation Reviews across all subscriptions, custody arrangements, loan covenants, and counterparty protocols
90-Day Proactivity: Within the first 90 days, independently identify and flag at least five material legal risks or improvement areas that were not assigned
What You Bring:
Must Haves
JD from an accredited law school; barred in at least one U.S. jurisdiction
5–10 years of legal experience, ideally a mix of law firm and in-house roles
Demonstrated ability to manage multiple outside counsel relationships simultaneously
Comfort operating as a sole legal resource with no legal team to lean on
AI fluency: actively uses AI tools (Claude, ChatGPT, or equivalent) for legal research, drafting, and risk identification — this will be tested during the interview process
Proven track record of proactively identifying legal risks that were not assigned
Comfort working across multiple international jurisdictions and coordinating cross-border legal work
Independent judgment — you act on what you see, not what you're told to look at
Nice to Haves
Background in corporate/commercial law at a mid-market or BigLaw firm before transitioning in-house
Exposure to fund finance, LP agreements, or NAV-based lending
Familiarity with consumer protection law (FTC, state-level statutes) or DTC e-commerce regulatory environment
Experience supporting corporate transactions or due diligence processes
High-net-worth or family office client experience
Next Steps:
Click "Apply" to start your application today!
APPLY NOW
Real career trajectories from real team members.
This is what career acceleration looks like.
CULTURE
See What Makes Us Different
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

2x faster promotions than industry average.

Tools your peers won't touch
for 2-3 years

Work with alums from Apple, Deutsche Bank, Deloitte
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.

Sumit Kumar
Chief of Staff
Ex - EY Parthenon
IIT-R, IIM - B

William
Huertas
SVP Ops & Distribution
Ex - Spring Air, FXI
University of Massachusetts
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 an unbiased hiring process.
3-step process, as quick as 10 working days.
Note: Our process is 100% free. We never use third-party agencies or ask for payment.
1
Skill-Based
Assessment
1 Business Day
Let your skills do the talking rather than have a job offer hinge entirely on interview performance.
2
Case Study
Challenge
3-4 Business Days
Get a feel for the type of work you might be doing. Demonstrate what you can do without pressure.
3
Interview
Stage
3-5 Business Days
We learn about your thought process, you learn about us. Ask anything.
Get an Offer Within 10 Days
From application to receiving your offer letter.
We empower our employees to be challenged, recognized, and rewarded for their contributions.
Just few of many Puffy perks:
Learning Budget
up to $5000 annual budget for courses and certifications —your growth, funded.
Ahead with AI
Skip the AI debate. Build years of AI-native experience here.
10% Bonus
Performance recognized monthly, not annually. Fast feedback, fast rewards.
Rare Perspectives
18+ nationalities in one office. Your assumptions get challenged daily.
Health First
Top-tier medical insurance.
Well-being is treated as non-negotiable.
Arthur Andreasyan, Puffy CEO, Founder & Forbes Council Member
Hi there,
If you're here, you're weighing your next move. Let me tell you what that move looks like at Puffy. Your trajectory here will outpace anywhere else. I'm personally committed to that. We've built a system for it, from how we hire to how we develop leaders. We were AI-first before it was an industry talking point, and every team member here works with tools and technology most companies won't touch for another 2-3 years. What takes 4-5 years at most companies happens in 1-2 here.
That belief in people is how Puffy started. When I founded this company in 2017, it was sparked by a simple question: 'What would it feel like to sleep on a cloud?' But the real conviction underneath was this: we could outshine industry giants on a fraction of their budget with the right product and an exceptional team.
Eight years down the line, we stand as a multi-award-winning e-commerce business, proudly supported by hundreds of thousands of passionate customers. Yet, our core culture and ethos have remained the same.
We're restless, perpetually hungry, fast-paced, and AI-native to the core. We possess an unwavering belief in our ability to outperform competitors, regardless of their size. If you're seeking an environment that's not afraid to challenge convention or think differently, Puffy could be the perfect fit for you.
The people who join us don't just get a job. They get a legacy.
Looking forward to working with you,
Arthur Andreasyan
Puffy CEO, Founder & Forbes Council Member
ArthurA

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.
Monthly 10% performance bonus.
Annual salary review every January.
Quarterly feedback.
Commitment to diversity and inclusion.
Unbiased hiring 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 (annual, sick leave, parental, maternity, study leave), in addition to public holidays.
Free catered lunch for the
entire team on Friday.
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 the most fair and objective way for you to demonstrate your skills, free from unconscious bias. It’s also a great way for you to see if our work is the right fit for your ambition. Success on the test guarantees you move to Phase 2.
Is there an expiry 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 automatically submits.
Returning Candidates: If you have 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.
USA Team (Primarily In-Office): Most of our US roles are based in our Los Angeles hub. For a select few strategic positions, we offer remote work to attract the world's best expert for the job.
You will always find the location clearly stated in the job title. If a role is open to remote work across the US, it will be labeled "Remote"
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