Business Development Representative

Position Summary: 

The Business Development Representative works alongside two to three Account Directors, prospecting into their assigned book of business. You are the first point of contact between League and the executives who own digital, member experience, AI initiatives and innovation at the largest payers and health systems in North America.

The job is account research, understanding where League’s value proposition meets an organization’s real challenges, and deploying agentic outreach sequences that create discovery meetings and early stage pipeline. You will run those sequences on League’s own technology stack, reaching people across email, LinkedIn and direct calls.

The work does not stop at the meeting. You stay in the account to help advance and co-develop qualification, shaping the discussion alongside your Account Directors until it is ready to align with more senior resources across Growth.

What earns a first conversation is rarely in a pitch deck. It is usually something specific about that organization: a Star Ratings slip, three member apps that do not talk to each other, a redetermination backlog, a Chief Digital Officer six months into the job with a mandate and no platform. Finding that is the research half of the job, and it is the half that decides whether the outreach works.

Alongside net new campaigns, you will support marketing events and initiatives where League’s prospects are a good fit, and follow through on the interest they create.

League is an AI-first company and this role is built that way. You will have the tools to research and sequence at a depth that used to take a team, and the support to keep improving how you use them.

In this role, you will:

• Research accounts in your Account Directors’ book at the level of their actual business: quality performance, digital and AI roadmaps, recent leadership changes, earnings commentary, public filings and app store reviews.
• Map League’s value proposition to the specific challenges facing each account, and build the point of view that earns a first conversation.
• Build and deploy agentic outreach sequences on League’s technology stack, across email, LinkedIn and direct calls.
• Create discovery meetings and early stage pipeline, and give your Account Directors the context to run a strong first call.
• Help advance and co-develop qualification after the first meeting, until the account is aligned with more senior resources across Growth.
• Support marketing events, campaigns and initiatives where League’s prospects are a good fit, and follow up on the interest they generate.
• Refine the AI workflows, skills and agents behind your outreach, and share what works with the rest of the team.
• Bring League executives and subject matter experts into accounts where a peer-level conversation opens a door that a rep cannot.
• Give Marketing honest feedback on what messaging is landing and what is not.
• 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

  • Compliance with Information Security Policies
  • 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 violation

We're looking for:

• Two to four years of outbound sales experience into large enterprises, ideally healthcare.
• Track record of reaching and engaging executive-level buyers.
• Experience with Claude or other AI-native tools.
• Strong written communication.
• Experience with long, committee-driven enterprise sales cycles.
• Experience working alongside senior sellers on account strategy.
• Interest in healthcare and how it is changing.
• Nice to have:
• 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.

• 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.