Senior Sales Advisor

Milliman•Chicago, IL
•Hybrid

About The Position

The Senior Sales Advisor will drive growth of Milliman’s actuarial modeling and technology platform across the life insurance market. The role brings the platform’s vision to market, develops relationships with insurers, including organizations that may not yet know Integrate, and turns interest in actuarial modernization into strategic software opportunities. The position is based in the Milliman Chicago office, with in-person work required weekly; flexible work arrangements will be considered.

Requirements

  • Bachelor’s degree in business, finance, marketing, operations, or a related field, or equivalent professional experience.
  • Seven or more years of experience in enterprise software sales.
  • Proven success selling complex solutions with deal sizes ranging from $200,000 to $5 million or more.
  • Demonstrated track record in business development and winning new business.
  • Experience selling to executive stakeholders and navigating complex buying committees.
  • Background in SaaS, cloud platforms, APIs, modernization, digital transformation, managed services, or related solutions.
  • Strong experience developing new accounts and creating demand rather than relying on inbound opportunities.
  • Experience selling into life insurance or the broader insurance industry.
  • Ability to engage senior executives and communicate a compelling technology vision.
  • Experience navigating complex, multi-stakeholder enterprise software decisions.
  • Strong commercial, negotiation, and account development skills.
  • Intellectual curiosity and comfort discussing cloud, AI, analytics, and technology modernization.
  • Ability to effectively leverage technical and subject matter experts throughout the sales process.

Nice To Haves

  • Insurance, reinsurance, actuarial, risk, finance, or capital markets experience is strongly preferred.

Responsibilities

  • Identify and develop software opportunities across targeted life insurers, winning new clients.
  • Build senior relationships with Chief Actuaries, CIOs, actuarial modeling leaders, and other technology decision-makers.
  • Create opportunities before a formal RFP or software replacement process begins.
  • Generate interest in the platform vision and the future of actuarial technology.
  • Identify opportunity triggers such as technology modernization, regulatory change, cloud initiatives, AI strategies, and evolving actuarial operating models.
  • Lead clients through discovery, demonstrations, evaluation, commercial negotiation, and close.
  • Partner with Milliman actuaries, product leaders, and technology specialists to bring relevant expertise into opportunities.
  • Develop strategic account plans and maintain a strong pipeline of competitive software opportunities.
  • Keep the pipeline current, adjust account strategy as deals evolve, and inform internal stakeholders about progress and next steps.
  • Share client and competitive intelligence with product and leadership teams to help shape product direction and strengthen Milliman’s competitive position.
  • Represent Milliman at industry events, conferences, and executive forums to build brand visibility, strengthen relationships, and position Milliman as a thought leader in actuarial technology.

Benefits

  • Medical, dental, and vision coverage for employees, dependents, and domestic partners.
  • Employee Assistance Program offering confidential support for personal and work-related challenges.
  • 401(k) plan with company matching and profit-sharing contributions.
  • Discretionary bonus program.
  • Flexible Spending Accounts for dependent care, transportation, and eligible medical expenses.
  • Paid time off accruing from the first day of work; full-time employees accrue 15 days per year, while employees working less than full-time accrue PTO on a prorated basis.
  • A minimum of 10 paid holidays per year.
  • Family building benefits, including adoption and fertility assistance.
  • Up to 11 weeks of paid parental leave for eligible employees.
  • Life insurance and AD&D, with premiums fully covered by Milliman.
  • Short-term and long-term disability coverage, fully paid by Milliman.
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