Director of Sales - Property & Casualty Insurance

TransUnion•Chicago, IN
•$94,000 - $185,000•Remote

About The Position

The Director of Sales - Property & Casualty Insurance is a strategic sales leader with expertise in the P&C insurance market and a history of exceeding revenue objectives through consultative, solution-based selling. Skilled in building high-performing teams, managing complex enterprise opportunities, and driving business growth through strong client partnerships and market insight. This role will report directly to the Vice President of Sales. This is a remote position which may require occasional in-person attendance at work-related events at the discretion of management.

Requirements

  • 10+ years of successful sales experience with at least 5 years in a sales leadership or management role.
  • Bachelor's degree in Business, Marketing, Finance, Insurance, or a related field; advanced degree preferred.
  • Proven success selling data, analytics, SaaS, fraud, risk, claims, underwriting, or customer acquisition solutions to Property & Casualty (P&C) insurance carriers.
  • Deep knowledge of the P&C insurance industry, including underwriting, claims, risk management, carrier operations, distribution channels, and regulatory environments.
  • Demonstrated ability to lead high-performing sales teams, consistently exceed revenue goals, and drive growth through strategic account planning and complex enterprise sales.
  • Strong consultative selling skills with a track record of building executive-level relationships and influencing C-suite, business, and operational stakeholders.
  • Experienced in pipeline forecasting, territory management, and CRM-driven sales execution, with a history of coaching talent and collaborating cross-functionally to deliver customer and business outcomes.

Nice To Haves

  • Existing network of senior relationships within the Property & Casualty Insurance industry.

Responsibilities

  • Develop and execute a comprehensive sales strategy in collaboration with the Vice President of Sales, Product, Market Planning, and Strategy teams.
  • Translate strategic goals into actionable plans that drive both short- and long-term revenue growth.
  • Personally lead sales efforts for high-value, strategic accounts, including opportunity development, proposal strategy, and client engagement.
  • Serve as a role model in sales excellence, demonstrating best practices in client relationship management and deal execution.
  • Attract, develop, and retain top sales talent.
  • Provide structured coaching, feedback, and career development through regular 1:1s, team meetings, and personalized growth plans.
  • Guide the team in identifying and cultivating new business opportunities aligned with client needs and market trends.
  • Ensure a healthy, well-qualified pipeline that supports revenue targets.
  • Partner with internal teams including Legal, Product Development, and Marketing to align go-to-market strategies and client solutions.
  • Share market insights and client feedback to inform product innovation and strategic planning.

Benefits

  • Day-one eligibility for medical, dental, and vision coverage, plus supplemental plan options.
  • Spousal, domestic partner, and other eligible dependent coverage is available on select plans.
  • Tax‑advantaged HSA and FSA accounts.
  • Company‑paid basic life and AD&D.
  • Optional voluntary life and AD&D for you and your family.
  • Short‑ and long‑term disability.
  • Legal plan.
  • Pet insurance.
  • Travel accident coverage.
  • Adoption assistance.
  • Fertility planning coverage.
  • Caregiver support.
  • Dependent Care FSA for possibility of an employer match.
  • Complimentary Care@Work membership.
  • Up to 12 weeks of paid parental leave with eligibility for a thoughtful, gradual return.
  • 401(k) with employer match.
  • Employee Stock Purchase Plan (ESPP).
  • Financial wellness resources.
  • Career coaching.
  • Optional long‑term care insurance.
  • Tuition reimbursement.
  • Flexible time off for exempt employees or paid time off for nonexempt employees.
  • Up to 12 paid holidays per year.
  • Commuter benefits.
  • Employee discounts.
  • Charitable gift matching.
  • Paid volunteer time off.
  • Corporate volunteer events.
  • 24/7 support including professional therapy, coaching, and emotional well‑being programs.
  • Guided meditation and resources that support physical, mental, social, and financial wellness.
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