Vice President of Business Development - Labor and Trust (Milliman SkySail)

The Vice President of Business Development - Labor and Trust will play a vital role in Milliman Skysail's innovative and collaborative consultative Business Development team. In this position, you will develop client and prospect relationships that will result in sales opportunities and exponential growth. This role is instrumental in building our sales pipeline, by uncovering potential leads and developing qualified opportunities. This will include initiating contact with people at all levels within an organization, including C-suite executives. The right person for our team has a natural drive to perform at the highest level and exceed expectations. This individual will report to the Principal, Business Development.

Who We Are

Milliman Skysail is a consulting and software-as-a-service (SaaS) unit of Milliman that leads the way in pharmacy claims analysis and reporting. SkySail Rx was founded in 2015 and acquired by Milliman in 2021. We foster an entrepreneurial work environment, reward excellence, and offer competitive compensation and benefits. We are a fast-growing company looking for a hands-on professional who enjoys rolling up their sleeves to meet goals, improve internal efficiencies, and increase Client satisfaction. The successful candidate will have an entrepreneurial spirit and the desire to learn in a rapidly growing market.

Job Responsibilities

• Develops relationships with multiple stakeholders throughout the pharmacy benefits ecosystem.
• Following up with clients and prospects in a timely manner that ensures a high level of trust and long-term client engagement.
• Handles the entire range of sales activities, including relationship building, initial meeting and demonstrations, presentations, completing Request for Proposals (RFPs), contracting and closing business.
• Oversees preparation of Milliman's response to written Requests for Proposal received from prospects seeking our services. Reviews original and final draft, assuring that proposal reflects the agreed upon strategy, that all issues are addressed appropriately, pricing is correct, and that Milliman is appropriately represented.
• Sets strategy and coordinates team for finals presentations and site visits. Makes sure all presentations reflect our strongest capabilities and are targeted to meet prospect needs and desires. Participates in presenting content in a clear and appealing manner.
• Participates in company sales meetings, industry conferences, and other networking and marketing activities as assigned.
• Provides information to Milliman with regard to industry trends, reasons for wins and losses, state of the competitive marketplace, product development needs, and client/prospect perceptions of Milliman.
• Develops and maintains a solid understanding of all products and services offered. Follows Milliman protocol for tracking activity and results, including appropriate use of applicable CRM tools.

Minimum requirements

• Master's or professional degree preferred, bachelor's degree is required.
• Minimum of 10+ years experience in consultative sales with respect to the PBM industry.
• Minimum of 10+ years experience working with and building relationships with payors, consultants, PBMs, and third-party intermediaries.
• Experience with Taft-Hartley Trust and Trust Unions employer funds is required.

Competencies and Behaviors that Support Success in this Role

• Demonstrated ability to lead the sales process and win the deal.
• Superb communication skills, ability to present information and manage presentations covering complex topics to prospective clients and consultants.
• Willingness to collaborate with and support efforts of the other sales and marketing team members, a good team player that works well with others.
• Willingness to travel as required by job responsibilities.
• Self-starter with good project management skills and ability to work under deadlines.
• Knowledge of Microsoft Windows, Microsoft Office suite (Word, Excel, Teams, Dynamics and PowerPoint), and internet use.

The Team

Milliman is one of the leading experts in healthcare financing and delivery. We advise clients on a wide range of issues-from assessing the impact of healthcare reform on organizations or populations to streamlining operations while advancing the quality of patient care. Our consulting work is supported by a powerful toolkit of data analytics solutions and informed by the most trusted, comprehensive set of cost guidelines in the industry.

Through a team of professionals ranging from actuaries to clinicians, technology specialists to plan administrators, we offer unparalleled expertise in employee benefits, investment consulting, healthcare, life insurance and financial services, and property and casualty insurance.

Salary: The salary range is $122,000 - $248,000, depending on relevant factors, including but not limited to education, work experience, qualifications, skills, certifications, location, etc.

Location: This is a remote position.

The expected application deadline for this job is July 12, 2025.

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.
• Employees working less than full-time accrue PTO on a prorated basis.




• Holidays - A minimum of 10 observed 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.

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

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Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities

The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor's legal duty to furnish information. 41 CFR 60-1.35(c)