Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Vice President, Engineering (Toronto, ON) [Remote]

$232k - $291k

League

Remote
  • Remote job

About League

Founded in 2014, and with a total funding currently at $220 million;  League is a platform technology company powering next-generation healthcare consumer experiences. Payers, providers, consumer health partners and employers build on League’s platform to deliver high-engagement, personalized healthcare experiences consumers love. Millions of people use solutions powered by League to access, navigate and pay for care.

The Role

We're looking for a highly skilled and experienced Vice President, Engineering to lead our team at League. This role demands a unique combination of technical depth, strategic leadership, and a customer-centric mindset. As our VP, Engineering within our Apps & Solutions team, you will be responsible for the overall technical direction and delivery of our client solutions, ensuring our teams are building and shipping high-quality output efficiently.

In this role, you will:

  • Provide Technical Leadership: You'll be the technical expert, responsible for the overall client solution architecture and ensuring our teams maintain a high standard of technical excellence. You should have a strong technical background to effectively guide and mentor your team
  • Drive Engineering Excellence: You will implement and refine effective team processes and rituals, establish systems for visibility (including key performance metrics), and ensure a culture of high-quality and efficient delivery
  • Lead and Develop Your Team: You'll be a people leader who can build and manage a high-performing engineering organization. While you will hire and empower people to drive the day-to-day, you will need to have a deep understanding of their work to ensure they succeed
  • Foster Cross-Functional Collaboration: You will be the key engineering partner for our product and customer teams, setting our engineers up for success. This includes the ability to push back and negotiate on scope, timelines, and technical requirements
  • Manage Client Services: You will work directly with our customers, managing their expectations, handling escalations, and successfully negotiating de-escalation. You'll also be responsible for managing project delivery within budget, ensuring accurate estimations and scope management
  • Embrace Complexity: This role is for a leader who thrives in a fast-paced environment with many parallel initiatives. You must be able to process a high volume of information and manage multiple projects simultaneously

About You:

  • Strong technical skills with a proven track record of architecting solutions.
  • Exceptional engineering leadership skills with experience in driving effective team processes and a focus on high-quality delivery.
  • A natural people leader who is adept at building and developing high-performing teams.
  • Extensive client services experience including managing customer relationships, handling escalations, and managing project delivery.
  • High information processing ability and the capacity to handle many parallel tasks.

Nice to have: 

  • Experience in the health tech industry.
  • Proven experience scaling an organization in a fast-paced environment.

Security-related Responsibilities

  • Ensure access management is performed in compliance with the employee's role and responsibilities
  • Responsibility and accountability for executing League's policies and procedures within the department/ team
  • Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations
  • Compliance with Information Security Policies

_ CANADA APPLICANTS ONLY: The Canada-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum target for base salaries for the position across all Canadian locations. The salary range is intentional to account for the performance and career progressions a Leaguer will experience in the role throughout their time at League. Where in the band you may land is determined by job-related skills/experience. Your recruiter can share more about the specific salary range specific to your skills and experience during the hiring process._

Compensation range for Canada applicants only

$232,400—$290,500 CAD

Our employees come from different backgrounds, and we celebrate those differences. We are looking for the best candidates for our open roles, but do not expect applicants to meet every qualification in order to be considered. If you are excited about what you could accomplish at League and believe you can add value to our team, we would love to hear from you.

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you are an individual in need of assistance at any time during our recruitment process, please contact us at View email address on swooped.co .

Our Application Process:

Applying to a role you love can be exhausting, and understanding the next steps can feel vague and uncertain. You have done the hard part of submitting your application; let's do ours by sharing potential next steps

  • You should receive a confirmation email after submitting your application.
  • A recruiter (not a computer) reviews all applications at League.
  • If we see alignment with League's needs, a recruiter will reach out to learn more about your goals. The recruiter will also share the team-specific interview process depending on the roles you are exploring.
  • The final step is an offer, which we hope you will accept!
  • Prior to joining us, we conduct reference and background checks. Additional checks could be required for US Candidates, depending on the role you are exploring.

Here are some additional resources to learn more about League:

Recognize and Avoid Employment scams. Practice safe job searching.

Scammers are getting craftier and leveraging fake job postings to get personal information. Know the warning signs and protect yourself from scammers. Learn more here .

Use of AI Notice
We are committed to ensuring fairness and transparency throughout our hiring process. League may use Artificial Intelligence (AI) tools to assist in the screening of applicants for this position. Please check out our stance on using AI in recruitment here .

Privacy Policy

Review our Privacy Policy for information on how League is protecting personal data.

Vacancy posted more than 2 months ago
Similar jobs that could be interesting for youBased on the Vice President, Engineering (Toronto, ON) [Remote] in Remote vacancy
  •  ...for an active proposal GovCIO is currently hiring for a Vice President, HPC Programs to install and test new equipment and upgrades...  ...environment health and utilization. HPC and Linux systems design, engineering, administration and programming in multi-petabyte cluster... 
    Suggested
    Full time
    Currently hiring
    Remote work
    Flexible hours

    GovCIO

    Albany, NY
    2 days ago
  •  ...Vice President of Engineering (Remote) About the Company Revolutionary provider of AI-powered software solutions Industry Computer Software Type Privately Held About the Role The Company is seeking a VP of Engineering to lead its remote team in the... 
    Suggested
    Remote work

    Confidential

    Denver, CO
    4 days ago
  •  ...Vice President of Operations Drilling Mud Direct Denver, CO Full-Time ABOUT DMD Drilling Mud Direct...  ...across the country, an in-house logistics company, and a mud engineering arm providing 24/7 technical support in the field. Customer... 
    Suggested
    Full time

    sagency

    Centennial, CO
    5 days ago
  •  ...real, measurable value rather than hype. Role Overview We’re entering a critical growth phase and are looking for a hands‑on VP of Engineering to help professionalize, scale, and evolve our engineering organization. This is a highly technical leadership role for someone... 
    Suggested
    Remote work

    Reku

    Los Angeles, CA
    4 days ago
  •  .... Dominate." Overview A high-growth technology services organization is seeking a Vice President of Projects to take command of project management, coordination, and engineering teams. This leader will own delivery from scoping and design through execution-driving... 
    Suggested
    Remote work

    Manpower Group Inc.

    Las Vegas, NV
    4 days ago
  •  ...culture. We move quickly, value ownership, and are committed to delivering customer value over perfection. About the Role The VP of Engineering will lead Furl’s growing engineering team. As a remote-first company, we are looking for a leader who can build and retain high-... 
    Remote work

    Furl, Inc.

    New York, NY
    2 days ago
  • $80k - $120k

     ...attract and engage exceptional talent across the industries most thriving and high-growth sectors. We specialize in Architecture, Engineering, Real Estate, & Advanced Technology. Harper Harrison has been trading specifically in the Data Center space, for 6+ years,... 
    Work at office
    Local area
    Remote work
    Relocation package
    Flexible hours
    Shift work

    LHi Group

    Miami, FL
    1 day ago
  • $275k - $300k

     ...demand. Fleet is well positioned to bring in-house design, engineering and operational capabilities to collaborate with customers on...  ...Seattle, WA and Arlington, VA. Position Overview: As our Vice President of Data Center Operations - North America , you will be... 
    Contract work
    Local area
    Remote work
    Day shift

    Fleet Data Centers

    Mercer Island, WA
    1 day ago
  •  ...Thornton Tomasetti applies engineering and scientific principles to solve the world's challenges. An independent organization of creative...  ...in the field. The Role As a Structural Vice President in our Renewal Practice, you will lead teams to deliver Construction... 
    Contract work
    Work at office
    Local area
    Worldwide
    Flexible hours

    Thornton Tomasetti

    Miami, FL
    1 day ago
  •  ...Regional Vice President, Sales For more than 100 years, Modine has solved the toughest thermal management challenges for mission-critical applications. Our purpose of Engineering a Cleaner, Healthier World™ means we are always evolving our portfolio of technologies... 
    Temporary work
    Local area
    Remote work
    Worldwide
    Flexible hours

    Modine Manufacturing Company

    United States
    1 day ago
  • $225k - $275k

     ...safety‐first companies with pioneering AI technology. Senior Vice President of Underwriting Location Employment Type Full time Location...  ...two worlds: Cutting-Edge Technology: Our product, design, and engineering teams are composed of distinguished computer vision... 
    Full time
    Remote work
    Home office
    Flexible hours

    CompScience

    New York, NY
    2 days ago
  •  ...Thornton Tomasetti applies engineering and scientific principles to solve the world's challenges. An independent organization of creative...  ...We have an immediate opportunity for a Structural Forensic Vice President with interests in structural forensic investigation,... 
    For contractors
    Local area
    Immediate start
    Worldwide
    Flexible hours

    Thornton Tomasetti

    Houston, TX
    4 days ago
  • $170k - $200k

     ...management, real estate & site development, and architecture & engineering services for restaurant, grocery, fuel and convenience store...  ...23, – Best Places to Work in Construction 2023 Summary: The Vice President, Government Services, is a senior executive responsible for... 
    Full time
    Contract work
    For contractors
    Work at office
    Remote work
    Work from home
    Home office
    Flexible hours

    Sevan Multi-Site Solutions

    New York, NY
    2 days ago
  • $120k - $165k

     ...Thornton Tomasetti applies engineering and scientific principles to solve the world's challenges. An independent organization of creative...  ..., schedule, and budget. Your Role As a Vice President in our Structural Practice, you'll take on a leadership role... 
    Local area
    Worldwide
    Flexible hours

    Thornton Tomasetti

    Washington DC
    1 day ago
  •  ...in more than 10 countries. For more information, please visit Overview Emeren is seeking a results-driven and visionary Vice President, Engineering. The successful candidate will be instrumental in driving technical excellence, product innovation, and organizational leadership... 
    Full time
    Local area
    Remote work

    Emeren Group

    New York, NY
    2 days ago
  • $230k - $368k

     ...governments realize their greatest potential. Title and Summary Vice President, Data & Tech Learning At Mastercard, technology and data...  ...unprecedented speed—driven by cloud, AI, data, and modern engineering practices—we must continuously deepen the technical... 
    Full time
    Part time
    Worldwide
    Flexible hours

    MasterCard

    Harrison, NY
    4 days ago
  •  ...Employees: 300 | Industry: SaaS | Team Size: 20| Reporting to: CTO Responsibilities Leading and mentoring a growing team of 20+ software engineers – owning hiring, performance management, retention, and team structure Fostering a collaborative engineering culture, building... 
    Remote work

    Cypress HCM

    New York, NY
    2 days ago
  • $150k - $200k

     ...Thornton Tomasetti applies engineering and scientific principles to solve the world's challenges. An independent organization of creative...  ...Role We have an immediate opportunity for a Facades Vice President with experience in Building Envelope design and... 
    Local area
    Immediate start
    Worldwide
    Flexible hours

    Thornton Tomasetti

    Los Angeles, CA
    1 day ago
  • $183.8k - $306.3k

     ...innovative and skilled individuals in the workforce today. Come feel invigorated and unstoppable with us! The Role As the Vice President of Engineering overseeing our Fundraising Product and Payments Systems, you will own the technical strategy and execution for the... 
    Permanent employment
    Full time
    Remote work
    Relocation package
    Flexible hours

    Bloomerang

    New York, NY
    2 days ago
  •  ...Vice President, Information Technology Job Posting Location: Racine, WI Posting Start Date: 3/5/26 Req Id:...  ...challenges for mission-critical applications. Our purpose of Engineering a Cleaner, Healthier World™ means we are always evolving our... 
    Temporary work
    H1b
    Local area
    Remote work
    Worldwide

    Modine Manufacturing Company

    Racine, WI
    1 day ago
  •  ...Vice President Operations - Primoris Heavy Civil Job Category: Operations Full-Time On-site Houston, TX, USA Description...  ...Education & Experience: ~ Bachelor's degree in Civil Engineering, Construction Management or Business, or equivalent experience... 
    Weekly pay
    Full time
    Contract work
    For contractors

    Primoris

    Houston, TX
    5 days ago
  • $220k - $225k

     ...Opportunity WSP is currently initiating a search for a full-time Vice President, Estimating (remote with some travel) to provide realistic...  ...delays, etc. for assigned projects. Assist the Resident Engineers and Project Managers with change analysis and development and... 
    Full time
    Contract work
    For contractors
    Local area
    Remote work
    Flexible hours

    WSP

    Glastonbury, CT
    3 days ago
  •  ...Who WE are: RailPros is the premier provider of engineering and diversified safety services to America's rail and transit industry. Driven by a passion for our people, clients, and communities, we are committed to solving our customers' challenges and earning their... 
    Temporary work
    Local area
    Work from home
    Flexible hours

    Railpros

    Chicago, IL
    4 days ago
  •  ...programs in Applied Science, Aviation, Business, Technology, Engineering, Safety, Security, and Space empower the next generation of...  ...redefine what is possible. The Opportunity Vice President for Philanthropy and Alumni Engagement Division of... 
    Local area
    Flexible hours
    Afternoon shift

    Embry-Riddle Aeronautical University

    Daytona Beach, FL
    1 day ago
  •  ...connect corporate deal teams to analyze emerging challenges and engineer refined methods for transaction performance M&A Master...  ...to apply. What is the role? The Institute is seeking a Vice President to oversee the delivery of M&A programs and ensure member success... 
    Work at office
    Work from home
    Flexible hours

    Transaction Advisors Institute

    Chicago, IL
    2 days ago
  •  ...insurance ~ Health insurance ~ Paid time off ~ Vision insurance Who We Are Delta Oaks Group is a multi-discipline engineering, inspections, and consulting firm delivering end-to-end site development across: fiber, telecommunications, energy, utility, and... 
    For contractors
    Work from home
    Relocation
    Flexible hours

    Delta Oaks Group

    Raleigh, NC
    a month ago
  •  ...Job Description Job Description The Vice President, Electric Utilities will report to the Sr. Vice President, Utilities and will lead...  ...growing team and partner with Development, Policy, Design & Engineering, and Preconstruction to ensure reliable, cost-effective... 
    Remote job

    MRINetwork Jobs

    Independence, KS
    18 days ago
  • $100k - $160k

     ...existing residential real estate systems and operational processes.Collaborate with cross-functional teams, including data science, engineering, product management, and business stakeholders, to drive successful deployment and adoption of AI initiatives.Ensure AI models... 
    Full time
    Local area
    Remote work

    SitusAMC

    Washington DC
    4 days ago
  •  ...Associate Vice President, Online Learning About the Company Reputable network of universities Industry Higher Education Type...  ...of arts & sciences college of nursing college of engineering mechanical engineering chemical engineering petroleum... 

    Confidential

    Midland, TX
    3 days ago
  •  ...Associate Vice President - Strategic Relations Fully Remote • Omaha, NE Overview Position Type Full Time Job Shift Day Education...  ...Who We Are: RailPros is the premier provider of engineering and diversified safety services to America's rail and transit... 
    Full time
    Contract work
    Work experience placement
    Remote work
    Flexible hours
    Shift work

    Railpros

    Omaha, NE
    2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Vice President, Engineering (Toronto, ON) [Remote]. Be the first to apply!