Director of Legal

📬 About Stable

Our mission is to make it simple to headquarter any business on the internet. Today, we provide companies with a business address and a dashboard to manage their physical mail online. Over 10,000+ companies like Gitlab, Glassdoor, and Indiegogo use Stable to automate their mailroom and act as their permanent business address with the IRS, state, and vendors.

The rules that regulate US entities were written in the 1800s. Stable abstracts these antiquated requirements with tools that empower modern companies to move forward faster.

These rules don't make sense for the way we work today — work takes place in the cloud and businesses are no longer tied to physical proximity or geography.

We’re on a mission to fix the broken system of entity management. Starting with business addresses and mail, we’re abstracting the complex, archaic systems that make company-building painful and turning them into delightful experiences — so that modern businesses have the tools they need to move forward faster.

We're backed by leading Silicon Valley investors like Y Combinator, Craft Ventures, Shakti, Hustle Fund, and founders from companies like Lattice, Apartment List, and FlexJobs.

Our business is at an inflection point. We’re growing quickly with a product people love and we’ve proven we can service companies of all stages and industries — from early-stage startups to publicly traded companies in industries like technology, logistics, and property management.

This is an opportunity to join an early-stage startup as one of the first employees and do work that directly impacts the future of how companies are built.

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👩‍💻👨‍💻 Role

We're looking for our first Director of Legal to build our legal function and help us launch new entity compliance products. You'll work closely with our founders and leadership team, enabling the business to move faster while protecting Stable from risk.

Stable operates at the intersection of technology and regulation. We serve thousands of businesses across hundreds of industries, handle millions of pieces of business mail, process sensitive customer data, and navigate complex federal postal regulations, state-by-state entity requirements, and evolving privacy laws. This creates genuinely novel legal challenges that require both deep regulatory expertise and creative problem-solving.

As our Director of Legal, on top of managing the daily legal operations that keep the company running, you'll also proactively shape how we think about risk, build and launch new entity compliance products, and enable our enterprise sales. You'll work cross-functionally with Product, Engineering, Finance, Sales, and Customer Operations to ensure legal is a competitive advantage, not a bottleneck.

This role is perfect for someone who wants to build something from scratch, enjoys ambiguity and complexity, and sees legal as a strategic function that enables business outcomes.

Here are some examples of initiatives you may work on:

• Own our regulatory strategy — You'll become the expert on the unique regulatory landscape we navigate: USPS regulations, CMRA compliance, 1583 requirements, and state-by-state entity rules. You'll translate regulatory requirements into product and operational decisions, monitor regulatory changes, and ensure we stay ahead of compliance obligations.
• Launch novel entity compliance products — Work with Product and Engineering to design, build, and launch products to automate and offload friction-heavy entity compliance workflows.
• Accelerate enterprise sales — Our enterprise pipeline is growing fast, but complex contract negotiations are slowing deal velocity. You'll create contract playbooks, train the Sales team, and negotiate enterprise agreements (MSAs, BAAs, DPAs, security addendums) that protect Stable while enabling fast decision-making.
• Establish our legal foundation — As our first legal hire, you'll build everything from scratch: contract templates and playbooks, privacy policies and data processing agreements, internal policies and risk frameworks, vendor relationships and insurance strategy, and the systems and processes that will scale as we grow.
• Protect customer trust — We process highly sensitive business mail and customer data. You'll own our privacy and security posture, support enterprise customers with compliance attestations and security questionnaires, and position our compliance as a competitive differentiator.

😀 What you value

• Be human: Lead with empathy, act with authenticity, and enjoy what you do.
• Stay curious: Invent novel solutions by asking why, listening, and tinkering.
• Act quickly with purpose: Focus on what matters, iteratively improve, and move urgently towards the goal.
• Insist on exceptional outcomes: Strive for excellence and take ownership over the outcomes you deliver.
• Exceed customer expectations: Create delightful experiences with each interaction.

✅ What you'll do

Regulatory & Compliance Leadership

• Interpret and ensure compliance with federal postal regulations (USPS, CMRA, Form 1583)
• Own data privacy compliance across jurisdictions (GDPR, CCPA, state privacy laws)
• Partner with Security, Engineering, and Operations on data handling, retention, and breach response protocols
• Build compliance requirements into product development process from day one
• Serve as regulatory expert and thought partner to executive team

Enterprise Contract Strategy & Execution

• Own customer contracting strategy: Terms of Service, mid-market agreements, enterprise contracts
• Negotiate complex enterprise agreements including BAAs, MSAs, DPAs, SLAs, and security addendums
• Create contract playbooks, templates, and fallback positions to accelerate sales cycles
• Implement contract management infrastructure and tracking systems

Privacy, Security & Customer Trust

• Own privacy policies, data processing agreements, and transparency disclosures
• Advise on best practices for customer data: internal access, retention policies, breach protocols
• Support enterprise customers with security questionnaires, compliance attestations, and audit requests

Risk Management & Legal Operations

• Identify, assess, and prioritize legal risks across the business
• Own insurance coverage decisions
• Handle disputes, claims, and potential litigation
• Advise CEO and executive team on legal risk and strategic decisions

Cross-functional Partnership

• Partner with Product and Engineering on new features, data flows, and API integrations
• Advise on product changes for regulatory, privacy, and contractual impact
• Work with People Ops on employment policies, workplace compliance, and HR matters

✨ Requirements

• 5-8+ years of legal experience, with significant in-house counsel experience at a tech startup
• First or early legal hire experience — you've built a legal function from scratch
• Deep expertise in regulatory compliance, preferably in a regulated industry (fintech, healthtech, logistics, etc.)
• Strong contract negotiation experience, particularly with enterprise B2B agreements
• Data privacy and security expertise (GDPR, CCPA, security frameworks)
• Exceptional communication skills — you can translate legal complexity into clear business guidance
• Strategic business partner mindset — you enable velocity, not just mitigate risk
• Comfortable with ambiguity and rapid decision-making in a fast-paced startup
• Experience managing outside counsel relationships effectively
• Travel for offsites and other meetings quarterly
• Based in or willing to relocate to New York City, Denver, San Francisco

🎁 What we offer

• Competitive salary and generous equity 🚀
• Unlimited paid vacation 🏖
• Medical, dental, and vision insurance 🏥
• Home office set-up 🖥
• Opportunities to shape the future of Stable and grow into leadership roles 💌

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