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Director of Legal

Usestable, New York, NY, United States


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.

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 off‑sites 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

Interested in applying? If you’re excited about building a legal function from scratch at a fast‑growing startup and have a passion for regulatory compliance, we’d love to hear from you.

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