Sr. Counsel, Government & Commercial, Remote Job

Company Description

At Amwell, we’re transforming healthcare for all—powered by technology and inspired by people. Here, your ideas don’t just matter—they drive real change, improving lives on a global scale.

We marry technology and innovation with clinical excellence to provide trusted solutions that solve the healthcare industry’s biggest pain points and are on a mission to enable greater access to more convenient, affordable, and effective care.

We do this through our technology-enabled care platform that is designed to help our clients achieve their digital care ambitions – today and in the future. We offer programs spanning the full care continuum, including urgent, acute and specialty care, behavioral health, and services for the treatment of chronic conditions such as heart and cardiometabolic diseases. Programs are powered by Amwell as well as our growing partner network.

For almost two decades, Amwell has proudly served some of the largest and most sophisticated healthcare organizations in the U.S. and worldwide. Our team is passionate about technology’s role in transforming care delivery and making it more equitable, accessible, efficient, cost-effective and navigable for all.

Brief Overview

We're looking for a practical, business-minded attorney to join Amwell's Legal team as Senior Legal Counsel. The heart of this role is federal commercial contracting and compliance—you'll be our go-to person for prime contracts, subcontracts, flow-down requirements, and the program compliance obligations that come with doing business with the government.

From that foundation, you'll also get plenty of variety: supporting clinical contracting and lending a hand on employment, privacy, regulatory, and litigation matters as they come up. If you enjoy being close to the business, like the mix of deep specialty work and broad generalist support, and get satisfaction from being the person teams turn to for a clear, sensible answer, you'll feel right at home here.

You'll partner with colleagues across Sales, HR, Clinical, Finance, Operations, and Compliance. We care about your judgment, your curiosity, and your willingness to roll up your sleeves—so if you don't check every single box below, we'd still love to hear from you.

Core Responsibilities

  • Lead federal government contracting. Legal subject matter expert for the commercial and compliance side of Amwell's federal government contracts—prime contracts, subcontracts, flow-down requirements, and program compliance obligations. This is the core of the role.
  • Draft and negotiate commercial agreements. Independently handle time-sensitive contracts with U.S. and international customers, partners, vendors, and healthcare providers—including SaaS, software licensing, clinical services, professional services, business associate, reseller, and data protection agreements.
  • Be a trusted advisor to the business. Help stakeholders think through contract structure, risk allocation, procurement requirements, healthcare regulatory considerations, privacy and data terms, and operational commitments—translating all of it into plain, actionable guidance.
  • Support RFI/RFP responses. Provide legal and compliance review on customer proposals, including government procurement materials, certifications, contractual exceptions, and risk review.
  • Help us stay compliant. Pitch in on regulatory and compliance work and special projects—especially where commercial, healthcare, privacy, and government program requirements intersect.
  • Support employment matters. Work alongside HR and the Head of Legal on employment and separation agreements, workplace policies, and the everyday employment questions that come up at a growing company.
  • Lend a hand on disputes and litigation. Help manage litigation holds, gather relevant information, coordinate with internal teams, outside parties, and outside counsel, support discovery and subpoenas, and weigh in on legal risk and settlement strategy.
  • Collaborate across the company. Partner with cross-functional teams to land approvals on non-standard terms, take part in deal desk review, and make sure our commitments are accurately captured and realistic to deliver.
  • Make us better as you go. Contribute to our contract templates, playbooks, processes, compliance controls, and self-service tools so the whole team works smarter over time.
  • Get to know our world. Build a solid understanding of Amwell's healthcare technology platform, product roadmap, and provider services model so your advice is grounded in how the business actually works.

Qualifications

  • A J.D. from an ABA-accredited law school and active, good-standing membership in at least one U.S. state bar.
  • Fifteen more years of relevant legal experience, including meaningful commercial contracting work. In-house experience at a technology, healthcare, digital health, or SaaS company is a plus.
  • Strong experience with federal, state, or local government contracting—procurement requirements, flow-down clauses, subcontracting, compliance obligations, public-sector RFPs, and regulated program support. This is central to the role, so it's a strong preference.
  • Experience drafting and negotiating a range of agreements (technology, SaaS, software licensing, healthcare provider services, business associate, data protection, and professional services).
  • Sound, practical judgment: the ability to spot what really matters, explain it clearly to non-lawyers, and offer a sensible path forward.
  • Comfort with ambiguity—you can assess legal and operational risk, make a recommendation, and keep things moving without perfect information.
  • Strong organizational instincts and attention to detail, with a knack for tracking complex contract, compliance, and stakeholder requirements.
  • Clear, friendly written and verbal communication.
  • A collaborative spirit—you genuinely enjoy working across teams and meeting people where they are.

Nice to have

  • A T1 public trust clearance (or eligibility for one).
  • Familiarity with healthcare technology, digital health, telehealth, health plans, providers, privacy, or data security.

Benefits

  • Flexible Personal Time Off (Vacation time)
  • 401K match
  • Competitive healthcare, dental and vision insurance plans
  • Paid Parental Leave (Maternity and Paternity leave)
  • Employee Stock Purchase Program
  • Free access to Amwell’s Telehealth Services, SilverCloud and The Clinic by Cleveland Clinic’s second opinion program
  • Free Subscription to the Calm App
  • Tuition Assistance Program
  • Pet Insurance

Salaried, Exempt Roles

The typical base salary range for this position is $170,190 - $208,010. The actual salary offer will ultimately depend on multiple factors including, but not limited to, knowledge, skills, relevant education, experience, complexity or specialization of talent, and other objective factors. In addition to base salary, this role may be eligible for an annual bonus based on a combination of company performance and employee performance. Long-term incentive and short-term variable compensation may be offered as part of the compensation package dependent on the role. Some roles may be commission based, in which case the total compensation will be based on a commission, and the above range may not be an accurate representation of total compensation.

Further, the above range is subject to change based on market demands and operational needs and does not constitute a promise of a particular wage or a guarantee of employment. Your recruiter can share more during the hiring process about the specific salary range based on the above factors listed.

Identity Verification Notice

As part of Amwell's commitment to maintaining a secure and trusted hiring process, candidates for this role are required to complete an identity verification step through Greenhouse Identity Verification powered by CLEAR during the interview process. Identity verification is used solely to confirm a candidate's identity and help prevent fraud and impersonation within the hiring process; it is not a background check and does not independently determine hiring decisions.

Back to blog

Other Jobs To Apply

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...