Implementation & Hypercare Specialist - Property and Casualty (Contractor)

Location: Remote (Travel as Needed)

Join Alera Group's Transformation Office and help our Property & Casualty teams successfully navigate a major enterprise transformation.

As an Implementation & Hypercare Specialist – Property & Casualty , you'll work directly with offices before, during, and after migration to our enterprise platform. You'll help teams prepare for implementation, reinforce training, support adoption, troubleshoot questions and issues, and provide hands-on support during go-live and post-launch stabilization.

You'll partner closely with Implementation Leads, P&C Trainers, Data Migration Specialists, and local change champions to help offices confidently transition from legacy systems and processes to standardized enterprise ways of working.

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.

Serve as a key resource for offices throughout implementation, go-live, and post-launch stabilization.

Help users understand new system functionality, workflows, processes, and enterprise standards.

Assess office readiness and identify areas requiring additional support before go-live.

Reinforce training through ongoing coaching, user support, and best-practice guidance.

Help P&C teams transition from legacy processes to standardized enterprise workflows.

Provide hands-on hypercare support following go-live, triaging questions and determining appropriate resolution paths.

Coordinate with technical teams, business SMEs, and implementation resources to resolve escalated issues.

Track recurring questions, issues, user feedback, and opportunities for improvement.

Participate in readiness activities, user validation, and process reviews.

Support multiple office implementations and hypercare periods while maintaining accurate documentation, issue logs, and status updates.

Assist with knowledge transfer as offices transition from implementation to ongoing support.

Required

3–5+ years of experience supporting software implementations, system rollouts, business process changes, or technology adoption initiatives

Experience providing end-user support within a business or enterprise application environment

Strong communication, customer service, and relationship-building skills

Ability to explain complex system functionality and processes in clear, user-friendly terms

Strong problem-solving and organizational skills

Ability to triage user questions and issues and coordinate with the appropriate teams to drive resolution

Ability to manage multiple priorities in a fast-paced transformation environment

Preferred

Insurance industry experience, particularly Property & Casualty

Experience with Applied Epic or another agency management system or enterprise business platform

Experience supporting system implementations, migrations, or conversions within an insurance agency or brokerage

Experience supporting change management, user adoption, training reinforcement, or post-go-live stabilization

Experience working with cross-functional implementation teams

Experience maintaining issue logs, user feedback, readiness documentation, or other implementation tracking

Employment Type: Temporary Contract (Hourly)

Duration: Approximately 2 years

Schedule: Full-time

Work Arrangement: Remote with travel as needed

Opportunity to support one of Alera Group's largest enterprise transformation initiatives while working alongside business, technology, training, data, change, and implementation leaders

Play a hands-on role in a large-scale enterprise transformation

Support P&C offices throughout implementation, go-live, and post-launch stabilization

Work directly with users as they transition to new systems, processes, and ways of working

Collaborate across implementation, training, data migration, technology, operations, and change teams

Help identify lessons learned and improvements that can strengthen future implementation waves

This role is primarily remote, with travel to Alera Group offices or project locations as needed to support implementation, go-live, and hypercare activities.

The role may support multiple office implementations and stabilization periods simultaneously. Flexibility may be needed during key implementation and go-live periods. Success in this role requires strong relationship-building, adaptability, organization, responsiveness, and follow-through.

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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