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Technical Advisor

June 9, 2026

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 are searching for a highly experienced and knowledgeable Senior Level Technical Advisor to the Chief Product and Technology Officer (CPTO). The ideal candidate will possess deep technical expertise, product and business acumen, and exceptional strategic thinking to provide innovative solutions to complex technical challenges. This person will work closely with the CPTO and other senior leaders to drive technology initiatives and ensure that our company remains at the forefront of the industry. Core Responsibilities - Strategic Technical Guidance: - Provide expert technical advice to the CPTO on technology and product development strategies. - Assist in the formulation and execution of the company's roadmap. - Ensure robust architecture and design principles are adhered to, supporting scalability, reliability, and performance. - Innovation and Trends Monitoring: - Keep abreast of industry trends, competitive advancements, and regulatory changes to advise on necessary adjustments and innovations. - Evaluate emerging technologies and their potential impact on the company’s products and services. - Technical Due Diligence: - Conduct technical due diligence on potential acquisitions, partnerships, and vendor selections. - Advise on risk management and mitigation strategies related to technology. - RapidPrototyping and Partnerships: - Develop proofs of concept (POCs) for new product and technology initiatives, to speed up innovation and decision making. - Collaborate with internal teams and technology partners and vendors to determine the right technical partnerships. - Client and Partner Interaction:- Represent Amwell with clients and partners. Provide guidance on both product and technology, drive collaboration. - Support the CPTO in executive and strategic client and partner discussions.Present the Amwell capabilities and differentiation. - Stakeholder Collaboration: - Work closely with senior leadership to ensure seamless integration of technology solutions with business goals. - Communicate complex technical concepts to non-technical stakeholders. - Performance Optimization: - Evaluate the performance of existing technology systems and recommend improvements to enhance efficiency, scalability, and security. - Develop and implement strategies for continuous improvement in technical operations. Qualifications - 10+ years of progressive demonstrated technical experience in product management, software engineering, technical leadership, and architecture roles. Experience in both product/strategy and engineering/architecture is a must. - Proven track record of influencing and advising at the executive level. - Strong strategic thinking across both business and technology. - Understanding of market dynamics and competition to drive differentiation and innovation. - Hands on experience in product and/or engineering roles in last five years. Ability to “get hands dirty” in building POCs or delivering products. - Excellent communication and interpersonal skills, with the ability to collaborate effectively with diverse teams and stakeholders. - Maturity and poise to represent the organization in front of executives, clients and partners. - Bachelor's Degree in Computer Science, Engineering, Information Technology, or related field required; Master’s in technology or MBA preferred Do Well. Live Well. At Amwell. Driven by our mission and values, we foster a workplace where Delivering Awesome, being Customer First and operating as One Team aren’t just aspirations – they are how we work, every day. Our people are our greatest asset. We strive to empower their growth and development not only as Amwellians but as individuals, through generous total rewards packages, a virtual-first work environment, work-life flexibility, including Summer Fridays and designated Mental Health Days, as well as opportunities to stretch and learn – to name a few. It’s our people who truly differentiate us. Ask anyone and they’ll tell you – you’ll never work with more passionate, more driven and more caring team members. We champion a culture of respect and inclusion, accountability and integrity, innovation and collaboration. At Amwell, you’ll do the most meaningful work of your career—improving healthcare for millions, growing alongside incredible teammates, and being valued for who you are. 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 $154,560 - $200,000. 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. Privacy Notice

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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...