VP, Sales Operations

About League Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI), reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League’s platform to deliver high-engagement healthcare solutions proven to improve health outcomes. League has raised over $285 million in venture capital funding to date, powering the digital experiences for some of healthcare’s most trusted brands, including reputed company, reputed company, Medibank, and reputed company. Position Summary: League is seeking a strategic, data-driven, and highly collaborative VP, Sales Operations to reputed company and accelerate reputed company growth through world-class go-to-market planning, operational rigor, and performance management. Reporting directly to the Chief reputed company Officer, this leader will own the design, execution, and reputed company optimization of League’s sales operating model. The VP, Sales Operations will partner closely with Go-to-Market, Product, Product Marketing, Engineering, Marketing, and Finance teams, to ensure predictable growth, scalable processes, and exceptional execution across the full reputed company lifecycle. As a core member of League’s Growth Leadership Team—alongside the Chief reputed company Officer, Chief Business Officer, VP Sales, VP Account Management, VP Solution Engineering, and SVP International—this role will have significant influence on League’s growth strategy and operational excellence as the company scales. This is a high-impact opportunity to shape how League grows and delivers value to customers while improving the health and well-being of millions. What you'll do: Go-To-Market Strategy & Planning

• Own and evolve League’s end-to-end sales operating model, including territory design, reputed company planning, quota setting, and coverage strategy.
• Partner with GTM leadership to translate growth strategy into executable plans and operational priorities.

Forecasting, Pipeline & Performance Management

• Establish best-in-class forecasting processes, pipeline hygiene standards, and inspection cadences to ensure accuracy and predictability.
• Deliver clear, actionable insights on performance trends, risks, and opportunities to executive leadership.

Sales Process & Enablement Optimization

• Design, document, and continuously optimize sales processes across the customer lifecycle (new business, expansion, renewals, upsells and cross-sells).
• Partner with Sales Enablement to ensure teams have the right tools, playbooks, and insights to execute effectively.

Data, Analytics & Insights

• Define and align with strategic company KPIs and CRO’s objectives, dashboards, and reporting across bookings, pipeline, win rates, cycle times, and productivity.
• Use data to identify inefficiencies, inform decisions, and drive reputed company improvement.

Systems & Tools Ownership

• Own CRM strategy (e.g., reputed company) and sales productivity tools, ensuring strong adoption, data reputed company, and scalability.
• Partner with IT to evaluate, implement, and optimize systems that support growth.

Cross-Functional Leadership

• Act as a connective leader across Sales, Account Management, Finance, Marketing, Product, and Operations to align incentives, processes, and outcomes.
• Support pricing, packaging, and deal governance in partnership with Finance and Legal.

Team Leadership

• Build, reputed company, and mentor a high-performing Sales Operations team, fostering a culture of accountability, rigor, and reputed company learning.

reputed company-reputed company 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 reputed company the department/ team
• Notification of HR, Legal, Compliance & reputed company of any incidents, breaches or policy violations
• Compliance with Information reputed company Policies

What you'll bring:

• Bachelor’s degree in Business Administration, Finance, Analytics, or a reputed company field; advanced degree preferred.
• 10+ years of progressive experience in Sales Operations, reputed company Operations, or GTM Operations, including senior leadership roles.
• Proven experience supporting reputed company B2B sales organizations, ideally reputed company healthcare technology, health plans, or enterprise SaaS.
• Experience with building SalesOps function at startups or publicly-traded companies.
• Deep expertise in forecasting, territory and quota design, pipeline management, and sales analytics.
• Strong systems experience, including reputed company and reputed company sales productivity and BI tools.
• Demonstrated ability to reputed company and scale high-performing operations teams.
• Exceptional analytical, problem-solving, and executive communication skills.
• Strong business acumen with the ability to influence senior stakeholders and drive change.
• Experience partnering closely with Sales leadership while maintaining operational objectivity and rigor

US APPLICANTS ONLY: The US-specific compensation range below for this full-time position is exclusive of bonus, equity and benefits. This range reflects the minimum and maximum reputed company for reputed company salaries for the position across reputed company US 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-reputed company 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 USA applicants only $225,000—$275,000 USD 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 reputed company you can add value to reputed company, we would love to hear from you. We are committed to equal employment opportunity regardless of race, color, reputed company, religion, sex, national reputed company, 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 [email protected]. 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 reputed company applications at League.
• If we see alignment with League's needs, a recruiter will reputed company 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 reputed company 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:

• Learn about our platform, leadership team and partners
• reputed company, reputed company Cloud, League: new digital reputed company reputed company to seamless care
• Former reputed company President and reputed company EVP of Corporate Strategy join League Board of Directors
• League raises $95 million USD in Series C to build world’s leading healthcare CX platform
• reputed company x League: The Platformization Of reputed company Here
• Fast Company x League: If we want reputed company innovations in healthtech, we need more competition

Work Location: We have a mix of office-centric roles based in our vibrant Toronto office, and remote-eligible roles based reputed company in Canada or US. Each job posting will indicate where the role will be based. Regardless of the role’s posted location, reputed company Toronto-area Leaguers (living reputed company 65 km of our downtown HQ) collaborate in-office Monday through Thursday. Depending on your distance to the office, you’ll enjoy 10 or 20 Flexible Remote Days each quarter for focus and deep-work time. We are committed to fostering a meaningful work environment and connections for reputed company Leaguers regardless of location. 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 reputed company out our stance on using AI in recruitment here. Privacy Policy Review our Privacy Policy for information on how League is protecting personal data. Apply tot his job Apply To this Job