Sales Operations Lead

Milliman•Chicago, IL
•$92,432 - $148,033•Hybrid

About The Position

The Sales Operations Lead works across Integrate® and consulting teams to connect sales priorities with subject-matter experts and delivery resources. The role requires commercial judgment, attention to detail, and the ability to coordinate senior stakeholders without formal authority. The successful candidate will structure complex sales activity, maintain accurate and actionable information, and ensure opportunities progress with clear ownership, next steps, timelines, and expected value. The position is based in Chicago, Illinois. Employees hired into the role are required to work in person at the Milliman office weekly, though flexible work arrangements will be considered. The overall compensation range is $92,432–$148,033, with the offer based on factors including education, relevant experience, qualifications, skills, and certifications.

Requirements

  • Bachelor’s degree in business, finance, marketing, operations, or a related field, or equivalent professional experience.
  • At least 5 years of experience in enterprise sales, commercial, revenue, or business development operations.
  • Demonstrated experience supporting complex, multi-stakeholder enterprise sales processes, including strategic account planning, opportunity management, pipeline management, forecasting, and sales reporting.
  • Experience coordinating proposals and RFPs, including managing multiple contributors, timelines, approvals, and deadlines in a complex sales environment.
  • Strong analytical, organizational, and project management skills, including the ability to translate commercial priorities and sales data into clear ownership, actions, timelines, forecasts, and executive-level reporting.
  • Ability to influence and coordinate senior stakeholders without formal authority, build effective cross-functional relationships, and communicate clearly across sales, consulting, product, technology, and leadership teams.
  • Strong commercial judgment, accuracy, initiative, and adaptability.
  • Proficiency with Microsoft Office and sales/CRM tools.

Nice To Haves

  • Experience in enterprise software, technology, consulting, insurance, financial services, or professional services.
  • Actuarial or insurance industry experience.

Responsibilities

  • Maintain the strategic account list, account plans, and account maps covering relevant client functions and decision-makers.
  • Partner with the Senior Sales Director to apply consistent opportunity-stage criteria and maintain supporting documentation.
  • Ensure every sales opportunity has an identified owner, next step, target date, expected value, and documented status.
  • Organize and facilitate weekly pipeline reviews, pursuit-planning sessions, monthly account reviews, and quarterly business reviews.
  • Manage proposal and RFP workflows, including timelines, stakeholder coordination, version control, approvals, and submission deadlines.
  • Prepare pipeline forecasts, sales reports, dashboards, and win-loss analyses for the Senior Sales Director and practice leadership.
  • Track committed capacity across topic owners, account owners, technical specialists, and other contributors to commercial activities.
  • Monitor and report relationship coverage, client-contact cadence, account activity, and pipeline progress.
  • Identify gaps, risks, and stalled opportunities, and work with account and opportunity owners to establish follow-up actions.
  • Organize and maintain proposal materials, account information, sales documentation, and other commercial resources in an accessible format.
  • Support continuous improvement of sales processes, reporting standards, tools, and operating practices.
  • Provide client, market, and competitive insights to support account planning and commercial decision-making.

Benefits

  • Medical, dental, and vision coverage for employees, dependents, and domestic partners.
  • Employee Assistance Program providing 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, with prorated accrual for employees working less than full-time.
  • At least 10 paid holidays per year.
  • Family building benefits, including adoption and fertility assistance.
  • 11 weeks of paid parental leave for employees who meet eligibility criteria.
  • 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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