Remote Software Sales Development Representative Jobs in Springfield, MA

Individual(s) must be legally authorized to work in the United States without the need for immigration support or sponsorship from Milliman now or in the future.  

Company Overview:

Leading with our core values of Quality, Integrity, and Opportunity, MedInsight is one of the healthcare industry’s most trusted solutions for healthcare intelligence.  Our company purpose is to empower easy, data-driven decision-making on important healthcare questions. Through our products, education, and services, MedInsight is making an impact on healthcare by helping to drive better outcomes for patients while reducing waste. Over 300 leading healthcare organizations have come to rely on MedInsight analytic solutions for healthcare cost and care management.

MedInsight is a subsidiary of Milliman; a global, employee-owned consultancy providing actuarial consulting, retirement funding and healthcare financing, enterprise risk management and regulatory compliance, data analytics and business transformation as well as a range of other consulting and technology solutions.

Position Summary:

The Sales Development Representative (SDR) opportunity is part of a newly restructured business development team at MedInsight. This high visibility role drives the top of our sales funnel: researching accounts, building new relationships, and generating qualified meetings and opportunities. This hire will work with the Senior Vice President of Sales and the Manager of Sales Development, alongside a strong team of Business Development Executives (BDEs) and Account Executives (AEs), to achieve pipeline goals. They will also partner with Marketing and Enablement to build strategic prospect plans, stay organized in the CRM, and drive results.

This is a strategic and collaborative role, and the right candidate is a high-potential, coachable self-starter who is eager to roll up their sleeves, learn quickly, and grow in their sales career. As the MedInsight business development team evolves, this is an incredible opportunity to join the firm in its next phase of growth and build your trajectory alongside it.

Primary Responsibilities:

• Generate qualified meetings that lead to meaningful, revenue-producing pipeline for our sales team
• Lead strategic outbound prospecting through research, calls, emails, and LinkedIn to identify, engage, and qualify new prospects and spark interest in an initial meeting
• Conduct outbound opportunity development through partnership with BDEs, AEs, and Marketing
• Support pipeline growth within existing client accounts by partnering with the team to identify expansion opportunities
• Understand prospects’ challenges, along with healthcare industry trends and insights, to craft credible outreach
• Collaborate on sales and prospecting best practices and bring creative lead generation ideas to each team meeting
• Add, maintain, and track business development efforts, forecasts, and activity in the CRM and sales tech stack
• Achieve (and exceed) your monthly and annual Sales Accepted Lead (SAL) and pipeline targets

Preferred Skills and Experience:

• Bachelor’s degree preferred
• Preference for candidates that have business development, sales, healthcare, insurance, analytics, or related experience
• Experience with sales enablement tools such as Gong Engage, Salesforce, Orum, and ZoomInfo is a plus
• Ownership and Accountability: Owns their numbers, pipeline, and follow-through; honest about their misses and proactive in flagging obstacles early
• Coachable and Growth-Minded: Actively seeks feedback and applies it, eager to learn the playbook and progress in sales career
• Resilient: Sustains effort and a positive attitude through the inevitable no's, treating rejection as part of the process, learning from it, and bouncing back quickly
• Competitive and Strategic: Internally driven to win and hit goals, and thoughtful about how they get there, building multi-threaded outreach that engages the right stakeholders across the right channels
• Consultative and Confident: A critical thinker able to effectively comprehend complex business issues and communicate in a way that works for varying stakeholders
• Intellectually Curious: Genuinely curious about prospect challenges and the healthcare market, researching before reaching out and asking sharp questions to understand why
• Articulate: Effective communicator, clear and concise in both verbal and written communication
• Organized and Adaptable: Adept at planning and execution, capable of prioritizing and accomplishing goals across a spectrum of concurrent tasks for varying stakeholders
• Energetic, Optimistic and Hard-working: Maintains a can-do attitude and is unrelenting in the pursuit of excellence

Location

This role can be located remotely within the United States. The expected application deadline for this job is August 15, 2026.

Compensation

The overall salary range for this role is $54,900 - $97,865. For candidates residing in:

• Alaska, California, Connecticut, Illinois, Maryland, Massachusetts, New Jersey, New York City, Pennsylvania, Virginia, Washington, or the District of Columbia the salary range is $63,135 - $97,865.
• All other locations the salary range is $54,900 - $85,100.

A combination of factors will be considered, including, but not limited to, education, relevant work experience, qualifications, skills, certifications, etc.

What makes this a great opportunity? 

• Join an innovative, high growth company with a solid industry track record
• Bring your expertise and ideas to directly impact and help build the next generation of MedInsight products and solutions
• Enjoy significant visibility in your work and be recognized for your wins
• Work for a company that values your wellbeing and professional growth, offering a flexible work environment, generous benefits package, and investment in the development of your career

Benefits: 

We offer a comprehensive benefits package designed to support employees’ health, financial security, and well-being. Benefits include:

• Medical, Dental and Vision – Coverage for employees, dependents, and domestic partners
• Employee Assistance Program (EAP) – Confidential support for personal and work-related challenges
• 401(k) Plan – Includes a company matching program and profit-sharing contributions.
• Discretionary Bonus Program – Recognizing employee contributions
• Flexible Spending Accounts (FSA) – Pre-tax savings for dependent care, transportation, and eligible medical expenses
• Paid Time Off (PTO) – Begins accruing on the first day of work. Full-time employees accrue 15 days per year, and employees working less than full-time accrue PTO on a prorated basis
• Holidays – A minimum of 10 paid holidays per year
• Family Building Benefits – Includes adoption and fertility assistance
• Paid Parental Leave – Up to 12 weeks of paid leave for employees who meet eligibility criteria
• Life Insurance & AD&D – 100% of premiums covered by Milliman
• Short-Term and Long-Term Disability – Fully paid by Milliman

Equal Opportunity

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, national origin, disability, or status as a protected veteran.

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