Implementation Lead – Property & Casualty

Dickerson Group

Northern (KY)

On-site

USD 100,000 - 150,000

Full time

14 days+
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Benefits offered by this job

Medical, dental, vision insurance
401(k) with company-sponsored benefits
Generous paid time off and holidays
Professional development through Alera

Job summary

Alera Group is seeking an Implementation Lead – Property & Casualty to drive cross-office migrations to a standardized enterprise platform centered on Applied Epic. You will own waves from planning through go-live and stabilization, coordinating data migration, training, and change management.

The role requires 5+ years leading large-scale implementations, strong leadership and stakeholder skills, and the ability to guide multi-office teams in a fast-paced transformation.

Qualifications

  • > 5+ years leading enterprise system implementations, business transformation initiatives, or complex technology projects.
  • > Experience managing cross-functional teams and large-scale implementations.
  • > Strong project management skills including timelines, risks, dependencies, and stakeholder management.
  • > Excellent leadership, communication, facilitation, and problem-solving skills.
  • > Ability to influence stakeholders across business and technical teams.
  • > Experience managing multiple priorities in a fast-paced transformation environment.
  • > Preferred: Property & Casualty insurance industry experience.
  • > Preferred: Agency Management System implementations or enterprise platform migrations.

Responsibilities

  • Lead end-to-end implementation planning, execution, and post-go-live support for enterprise migration waves.
  • Manage implementation timelines, milestones, risks, dependencies, and project deliverables.
  • Lead a cross-functional implementation pod, including Data Migration, Training, Hypercare, and local office Change Champions.
  • Partner with business leaders, technical teams, and implementation partners to ensure successful office readiness and adoption.
  • Identify and resolve implementation risks while providing regular updates to project leadership.
  • Oversee go-live activities and post-implementation stabilization to ensure a seamless transition to ongoing operations.
  • Capture lessons learned and continuously improve implementation processes, standards, and best practices.

Skills

Enterprise system implementations
Cross-functional team leadership
Project management
Stakeholder management
Effective communication

Job description

OVERVIEW
Implementation Lead – Property & Casualty

Location: Remote (Travel as Needed)

About Alera Group

Founded in 2017, Alera Group is one of the nation's leading independent insurance and financial services firms. We combine the strength of a national organization with the personalized service of local experts to help clients succeed in Employee Benefits, Property & Casualty, Retirement Plan Services, Wealth Services, and Human Capital Solutions.

The Opportunity

Join Alera Group's Transformation Office and lead the successful migration of our Property & Casualty offices to a standardized enterprise platform centered on Applied Epic. As the P&C Insurance Implementation Lead – Applied Epic, you'll own implementation waves from planning through go-live and stabilization, bringing together data migration, training, change, technology, and local office teams to keep each transition moving successfully.

We're looking for an implementation leader who understands the realities of P&C insurance operations and can turn a complex, multi-office transformation into a well-coordinated experience for the teams going through it.

RESPONSIBILITIES
  • Lead end-to-end implementation planning, execution, and post-go-live support for enterprise migration waves.
  • Manage implementation timelines, milestones, risks, dependencies, and project deliverables.
  • Lead a cross-functional implementation pod, including Data Migration, Training, Hypercare, and local office Change Champions.
  • Partner with business leaders, technical teams, and implementation partners to ensure successful office readiness and adoption.
  • Identify and resolve implementation risks while providing regular updates to project leadership.
  • Oversee go-live activities and post-implementation stabilization to ensure a seamless transition to ongoing operations.
  • Capture lessons learned and continuously improve implementation processes, standards, and best practices.
QUALIFICATIONS

Required

  • 5+ years leading enterprise system implementations, business transformation initiatives, or complex technology projects
  • Proven experience managing cross-functional teams and large-scale implementations
  • Strong project management experience, including timelines, risks, dependencies, and stakeholder management
  • Excellent leadership, communication, facilitation, and problem-solving skills
  • Ability to influence stakeholders across business and technical teams
  • Experience managing multiple priorities in a fast-paced transformation environment

Preferred

  • Property & Casualty insurance industry experience
  • Experience leading Agency Management System implementations or enterprise platform migrations
  • Experience with Applied Epic or other Agency Management Systems (BenefitPoint, TAM, Zywave/BKB, Dynamics, Gen4, etc.)
  • Experience with data migration, system conversions, post-go-live stabilization, and organizational change management
What You'll Receive

Compensation

  • Salary: $100,000 - $150,000 annually
  • Bonus Eligibility: Yes

For Regular Full-Time Positions

  • Comprehensive medical, dental, vision, life, and disability insurance
  • 401(k) with company-sponsored benefits
  • Generous paid time off and company holidays
  • Professional development through Alera Group Academy
  • Opportunity to grow your career within one of the nation's leading independent insurance and financial services firms
ADDITIONAL INFORMATION
Work Environment

This is a full-time, exempt position with occasional travel to Alera Group offices as needed. The ideal candidate is a collaborative leader who thrives in complex environments, enjoys solving challenges, and can successfully guide teams through large-scale organizational change.

We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.

Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understand what personal information we may collect and use as part of your application process.

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Location Type

Remote

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