Business Development Representative

Build and deploy agentic outreach sequences on League's technology stack, across email, LinkedIn and direct calls.

Generate discovery meetings and pipeline while providing Account Directors with high-context research for first calls.

Support marketing events, campaigns and initiatives where League's prospects are a good fit, and follow up on the interest they generate.

Execute the go-to-market system with discipline while refining underlying AI workflows, skills, and agents, and share what works with the rest of the team.

Partner with the Marketing team to analyze and iterate on market messaging.

Keep Salesforce accurate and current, because pipeline decisions above you are made from what you record.

Learn the enterprise sales motion end to end, from first touch through opportunity progression.

Security-related responsibilities:

Ensure access management is performed in compliance with your role and responsibilities.

Execute League's policies and procedures within your team and engagements.

Notify HR, Legal, Compliance & Security of any incidents, breaches, or policy violations.

Comply with Information Security Policies.

Two+ years of outbound sales experience into large enterprises (ideally healthcare). We are hiring for trajectory, not tenure.

A genuine, organic interest in building a sales development career.

Track record of reaching and engaging executive-level buyers.

Fluency with Claude or other AI-native tools, and evidence you fold them into your day-to-day rather than treating them as an add-on.

Strong written communication.

Real curiosity about healthcare and how it is changing. You do not need to know the US healthcare system on day one; you do need to be the kind of person who goes and learns it.

Experience with long, committee-driven enterprise sales cycles.

Experience working alongside senior sellers on account strategy.

Exposure to payers, health systems, benefits administrators or consumer health organizations.

Familiarity with Star Ratings, HEDIS, care gaps, benefits navigation and digital front door.

Experience with Salesforce, sales engagement platforms, Artisan or LinkedIn Sales Navigator.

Experience building your own AI workflows, skills or agents.

Beyond the functional bar, this seat calls for a specific way of operating:

You listen as well as you talk. You are comfortable picking up the phone and going outbound, and equally able to sit back, hear what is actually being said, and take it in. Neither mode is a stretch for you.

You keep up. You process new information fast: new market, new structure, new process; and you can hold pace with a team that moves quickly..

You run the play. You buy into the system that has been built for you and execute it with discipline. You surface your ideas rather than quietly launching your own version of the stack.

You grind, then you think. You genuinely enjoy the daily rhythm of the work. Within it, you connect dots and find creative angles that the process alone would not produce.

You do the thing every day. You are consistent and process-oriented. Results here come from showing up the same way every morning.

You are discerning with your time. You will be pulled by several Account Directors at once. You know what to say yes to, what to sequence, and what to push back on.

You ask the hard question. You are supportive and easy to work with, and you still challenge assumptions. This team is optimistic by nature and benefits from someone willing to press constructively.

You are self-directed. When something is unfamiliar, you go read, listen and dig until you can hold your own on it. You share your ideas and learnings with others on the team.

You want to win. You lead yourself, you compete, and you bring the energy to keep up with the people around you.

Meetings that hold. You consistently create discovery meetings with the right executives, and your Account Directors walk in with context they did not have to build themselves.

Pipeline that progresses. Opportunities you source advance past first meeting because you stayed in the account and helped shape qualification.

The system gets sharper. Your AI workflows and sequences improve measurably over your first two quarters, and other people on the team adopt what you built.

You know the market. Within months you can hold a credible conversation about US payer and health system dynamics with someone who does it for a living.

You are trusted with more. You have the fundamentals of the enterprise sales motion under you and a clear path toward owning accounts.

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.

Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)

Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use

Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working

Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively

Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

Individual Contributors: Use AI to improve personal productivity and quality of output

Senior ICs / Managers: Integrate AI into team workflows and improve processes

Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

Demonstrated experience using AI tools in a practical, responsible way

Curiosity and openness to experimenting with new technologies

Ability to balance efficiency with quality and sound judgment

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.

Learn about our platform, leadership team and partners

Highmark Health, Google Cloud, League: new digital front door to seamless care

Former Providence President and Workday 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

Forbes x League: The Platformization Of Healthcare Is Here

Fast Company x League: If we want better innovations in healthtech, we need more competition