Puffy
General Counsel, AI-First Legal Delivery
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Role Overview
Puffy, a market-leading, nine-figure D2C brand and a top-five US mattress brand with over $1Billion in sales, is hiring a General Counsel, AI-First Legal Delivery to own legal work across Puffy, RGG, RGG Capital Family Office, and the CEO's personal legal matters. You'll operate within agreed mandates and approval controls and report directly to Arthur, CEO. This is a full-time, permanent, standalone in-house counsel position with no direct reports, combining hands-on AI-led production, coordination with specialist outside counsel, 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 share 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 consistent follow-through across all three workstreams without urgent matters obscuring emerging risks.
The Career Accelerator
This role combines hands-on ownership of commercial, investment, and personal legal matters with a direct line to the CEO and no layers between your advice and the decision.
What Is In It For You
1. Own Legal Judgment With Direct CEO Access
You own the recommendation, the verification, and the follow-through. Set day-to-day legal review priorities and investigative questions, choose approved research and drafting methods, and direct approved outside counsel within its authorized scope and budget. Provide an independent legal recommendation, including when not to proceed, and obtain approval for commitments or acceptance of material risks outside your mandate. Work within your permitted professional scope and engage appropriately qualified local counsel where needed.
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2. Join a High-Performance Organization and Partner with the 1%
🏆 Puffy: Top 5 Mattress Brand in the US with Over $1Billion USD in Sales 🌍 Great Place to Work Certified 💡 Work directly with our CEO, a Forbes Council Member. Gain firsthand exposure to the strategic decisions and high-velocity execution that drive a global brand.
3. Embrace Radical Flexibility
Work remotely and structure your environment around your best thinking, whether that's a home office or a co-working space. Your output is your credential, not your location.
4. Build Your Reputation for Decision-Ready Legal Judgment
Legal advice can arrive after a commercial decision has effectively been made. Here, your review of investment terms informs decisions before capital is committed. This scope gives you the opportunity to strengthen a distinctive combination of commercial drafting skills, judgment in reviewing investment documents, and cross-border coordination, supported by a repeatable approach to verified advice and follow-through. Puffy has been AI-First since December 2023, so you'll develop that practice with an AI-native toolbox behind you while retaining responsibility for professional judgment.
What You'll Need
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 experience in commercial drafting, proactive risk identification, cross-border coordination, and management of multiple relationships with outside counsel.
Substantial hands-on experience using AI for legal work, with examples of what you personally delivered, how you verified it, and the outcome. Strong executive communication skills, discretion, and follow-through.
Must be willing to work extended hours and weekends as needed.
Good-to-Have
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.
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Resources Provided
You’ll have access to our latest company-provided AI tools, including 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.
The Puffy DNA
We're restless, perpetually hungry, and fast-paced, driven by an unwavering belief that we can outperform any competitor, regardless of their size.
Be the Owner: We don't hire employees; we welcome owners. You're accountable for results, not activity.
Execute with Urgency: We thrive in high-stakes environments by making thoughtful decisions quickly and acting decisively.
Demand Excellence: We solve the hard problems that others can't, pushing the boundaries of our craft.
Be AI-First: Daily multi-turn AI conversations challenge your assumptions.
Go All-In: When the mission demands it, we rally as one team to cross the finish line.
Your Total Compensation & Benefits
💰 Compensation
Total Annual Package: Up to USD $242,000 + comprehensive benefits (base salary + monthly performance bonus of up to 10% of base salary) Annual salary review every January
🏥 Health & Protection
Comprehensive medical, dental, and vision insurance (based on the country of hire)
🌴 Time Off
Generous Paid Time Off (PTO) + public holidays
💼 Work Environment
AI-First organization with access to an AI-native tool stack Remote First: Work from the comfort of your home office Learning & development opportunities International team collaboration across 16+ nationalities. Your assumptions get challenged daily.
🏆 Rewards & Recognition
Eligibility for selection to the Leaders Club, an elite recognition program featuring premium wellness memberships, exclusive networking with senior leadership, and annual leadership retreats Eligibility for nomination as 'We Are' Champion of the Month, monthly recognition with gift vouchers and company-wide celebration for exceptional contributions
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