Director, Associate Attorney

At Carrum Health, we have built a unique marketplace for specialty care with unparalleled patient experience.

Since 2014, we have been rewiring a fundamentally broken healthcare system. By connecting large employers directly with the nation's top-tier providers, our platform replaces a flawed fee-for-service model with one that actually works. If you are passionate about solving complex economic problems, driving systemic change in our healthcare system, and thriving in a people-first culture, we want you on our team. As a high-growth health tech company, we are seeking high-performing, exceptional talent to scale our platform and ensure that anyone in the country facing a specialty procedure has access to the life-changing Carrum benefit. 

Our marketplace creates massive value for all stakeholders:

• For Employers (Demand): Predictable, transparent pricing that slashes specialty care costs by up to 45% and eliminates waste

• For Providers (Supply): Ability to gain market share while reducing administrative burden, empowering top-tier doctors to focus completely on delivering optimal care.

• For Members (Users): A life-changing benefit with dedicated concierges, VIP access to the nation's best specialists, and little-to-no out-of-pocket costs.

The salary range for this role is $180,000 - $215,000 depending on geography and level of experience, plus equity and an annual bonus.

We are seeking a highly skilled and experienced Director, Associate Attorney to serve as a trusted legal advisor across the business. This attorney will review, draft, negotiate, and manage a high volume of commercial agreements, including master services agreements, while advising on the compliance, privacy, and healthcare regulatory issues that shape how Carrum contracts with employers, health plans, providers, and partners. The ideal candidate brings sound legal judgment, working knowledge of healthcare regulation, and a practical, business-minded approach to managing risk. This role is critical to ensuring legal compliance, operational efficiency, and strategic alignment as Carrum grows. 

You will partner with Sales, Client Success, Finance, Operations, Product, and Compliance to keep deals moving and the business protected. You’ve negotiated, you’ve advised, you’ve built process, and you love the intensity of a startup in high-growth mode. 

You’re excited about this opportunity because you will...

• Commercial Contracting 

  • Review, draft, negotiate, and manage a high volume of commercial agreements, including master services agreements, with a focus on customer and partner contracts. 

  • Work directly with Sales, Client Success, and Finance to negotiate and close agreements on terms that protect Carrum and support growth. 

  • Help build and maintain contract templates, standard clauses, and negotiation playbooks to ensure consistency and legal compliance. 

  Legal Advice & Business Strategy 

  • Advise on legal issues, risks, business strategies, and complex agreement structures, including value-based and bundled payment arrangements. 

  • Identify and mitigate legal and contractual risks, explain them plainly, and recommend a path forward that supports the business objective. 

  • Handle general legal matters as they arise and coordinate with outside counsel where specialized support is needed. 

  Compliance & Privacy 

  • Advise on HIPAA, business associate agreements, the federal anti-kickback statute, Stark, ERISA, MHPAEA, and related healthcare regulatory requirements. 

  • Partner with Compliance on policies, vendor and partner reviews, and privacy and data-flow questions. 

  • Assess PHI data flows and subcontractor flow-down requirements in customer, partner, and vendor agreements. 

  Process Improvement & Legal Operations 

  • Support continuous improvement of standard legal processes and policies as the company grows, so the team can handle increasing volume without adding friction for the business. 

  • Use contract lifecycle management (CLM) and AI-enabled tools, such as Ironclad, to accelerate review and improve consistency. 

  Cross-Functional Collaboration 

  • Serve as a liaison between Legal, Compliance, Sales, Operations, Finance, Product, and other business stakeholders. 

  • Understand business needs and tailor contract terms to align with operational and strategic goals. 

We’re excited about you because…

• J.D. degree and active membership in good standing of the bar of at least one U.S. state or jurisdiction 

• Minimum of 7 years of legal practice experience, including substantial experience drafting and negotiating commercial agreements, such as master services agreements 

• Healthcare industry experience (digital health, health plan, provider, or healthcare services) is required 

• Working knowledge of HIPAA and the ability to apply it to real deals, including business associate agreements and PHI data flows 

• Working knowledge of the federal anti-kickback statute, Stark, ERISA, and MHPAEA is strongly preferred, along with the ability to apply them to real deals 

• Experience with healthcare-specific contract types (e.g., business associate agreements, provider agreements, and payer and customer contracts); experience with subcontractor flow-down is a plus 

• Preferred: transactional or corporate legal experience, such as commercial transactions, corporate governance, or general corporate matters, at a law firm or in-house 

• Strong negotiation, drafting, and communication skills 

• Strategic thinker with the ability to manage complex, high-stakes agreements 

• Adept at balancing legal risk with business objectives 

• High attention to detail and organizational skills 

• Ability to work independently and as part of a cross-functional team 

• Familiarity with CLM tools (Ironclad is a plus) and comfort using AI tools to support contract work 

• Entrepreneurial and resourceful—we need people who can find creative ways to make a big impact quickly and without much direction 

• Experience handling deadlines, keeping many balls in the air, and prioritizing work in a fast-paced, dynamic environment 

• Passion for collaborating cross-functionally with sales, operations, client success, finance, data, and product teams to ideate, complete projects, and drive impactful results 

Why you’ll love working with us...

• We’re a hard-working, humble, and compassionate group motivated to solve the hard problems in healthcare today. You’ll work with talented, experienced co-workers from companies like Booz & Company, Teladoc, Hinge Health, Accolade, Angi, and Optum. 

• We champion a collaborative environment where team members can be autonomous, receive support and healthy feedback, and bring their authentic selves to work.

• We carve out time to celebrate our successes and have fun. We’re a remote-first company with employees all over the United States. We offer holistic employee support with flexible working hours, generous time off, paid parental leave, opportunities to connect virtually and in-person, and more.

• We embrace our team’s diversity of thought, experience, and interests and know that doing so makes us stronger as a company. Carrum has an active employee-led Diversity, Equity, Inclusion, and Justice (DEIJ) committee alongside several employee resource groups (ERGs) that support parents, women, and various underrepresented groups. 

• You’ll feel proud that the work you do each day directly impacts people’s lives in big and meaningful ways.

• Carrum is remote-first, but we believe the best work often happens in person. This role may include occasional travel for team offsites, client events, or company gatherings.

Other benefits:

• Stock option plan and performance bonus for eligible employees

• Flexible schedules and remote work

• Chicago and San Francisco offices available as an option

• Flexible PTO, within reason

• Summer Fridays (sign off @ 1pm local time)

• 15+ paid holidays, including Juneteenth, World Mental Health Day, and Carrum Health Day

• Annual holiday shutdown in December

• Paid parental leave

• Health, vision, and dental insurance

• Employee Assistance Programs (EAP)

• 401K retirement plan

About Carrum

Carrum Health’s mission is to change how we pay for and deliver specialty care. We offer self-insured employers and plan sponsors a value-based specialty care platform that connects their members with a rigorously vetted network of specialty care providers. Carrum’s transparent, all-inclusive bundled pricing, award-winning technology, and dedicated care navigation team help lower costs for both members and employers while delivering a superior member experience. Carrum is independently validated to reduce unnecessary procedures by as much as 30%, lower readmissions by 80%, and save employers up to 45% per episode of surgical care. Learn more at carrumhealth.com.

Since launching in 2014, we’ve partnered with top-quality providers across the nation including Cleveland Clinic,  Johns Hopkins, Mayo Clinic, Stanford Health Care, and a growing network of 1,400+ COEs. We serve hundreds of self-insured employers including Fortune 50 companies, such as United Airlines, US Foods, and Prudential, and public sector clients such as the States of Maine, Nevada, Tennessee, and Self-Insured Schools of California. 

The impact of our platform has been validated by a landmark RAND Corporation study, honored with prestigious awards from institutions like Harvard Business School & Harvard Medical School, and featured as a Harvard Business School case study. 

As a recognized digital health leader, Carrum is frequently covered by national media, including Bloomberg, Fast Company, Fierce Healthcare, Fortune, Los Angeles Times, Reuters, TechCrunch, and U.S News & World Report. Backed by $96M from top-tier investors including OMERS, Tiger Global Management, Revelation Partners and Wildcat Ventures, we’re only scratching the surface of our opportunity. Come join us. 

Carrum Health is an equal opportunity employer and encourages all applicants from every background and life experience. 

A Note on Recruitment Safety: To protect yourself against recruitment fraud, please note that Carrum Health will only communicate via an @carrumhealth.com email address. We do not conduct interviews via text or messaging apps, nor do we ever request financial information or fees during the hiring process. All authentic job openings are posted at carrumhealth.com/careers. If you are unsure about the legitimacy of a communication, please verify it via [email protected].