Enterprise Data Conversion Lead

About Keystone 

Keystone is one of the largest and fastest-growing insurance brokerages in the country — ranked #26 among U.S. retail brokers and #4 fastest-growing in the Top 50 by Business Insurance. Our platform spans 33+ states, 180+ agency partners, and more than $500 million in revenue — uniting some of the country's most respected independent agencies with the scale, tools, and resources of a national brokerage. Through operational support in finance, HR, marketing, technology, producer development, and M&A, we empower agencies to grow while preserving what makes them who they are — their client relationships and their role in the communities they serve. Guided by our trademarked commitment, "Trust, our most important policy," Keystone is building the insurance solution every family and business can count on. For more information, visit https://mykeystone.com/.

Enterprise Data Conversion Lead

Position Summary:

Reporting to the Director, Operational Integration, the Enterprise Data Conversion Lead owns enterprise data conversion across system implementations, agency integrations, acquisitions, and platform migrations. This role leads readiness, mapping, validation, reconciliation, cutover support, issue resolution, and stabilization to ensure converted data is accurate, operationally usable, and aligned to business, reporting, compliance, commission, financial, and client-service needs across Employee Benefits and P&C brokerage segments.

Key Responsibilities:

• Lead end-to-end data conversion workstreams for system implementations, agency integrations, acquisitions, and platform migrations.
• Own conversion planning, data readiness, mapping coordination, validation, reconciliation, mock conversion, production cutover, and stabilization activities.
• Translate source-system data, target-platform standards, and business requirements into conversion rules, mapping decisions, validation plans, and remediation priorities.
• Coordinate business users, agency teams, technology, finance, vendors, and implementation partners to resolve data issues and drive conversion readiness.
• Manage issue logs, decisions, risks, defects, dependencies, and escalations that may impact conversion quality, business readiness, or operational continuity.
• Lead validation and reconciliation across key brokerage data domains, including client, policy, carrier, producer, commission, billing, claims, certificate, enrollment, eligibility, census, activity, attachment, and document data.
• Prepare concise status updates, readiness summaries, risk views, and recommendations for the Director, Operational Integration, and program leadership.
• Maintain and improve enterprise conversion standards, templates, controls, documentation, and repeatable playbooks.

Qualifications:

• Bachelor’s degree or an equivalent combination of education and relevant professional experience.
• Minimum of 5 years of experience in data conversion, data migration, systems implementation, insurance brokerage operations, business systems, technical project delivery, or related work.
• Experience leading cross-functional system implementation, acquisition integration, platform migration, or transformation initiatives.
• Working knowledge of Employee Benefits and P&C brokerage operations, data structures, and system workflows.
• Strong understanding of data mapping, cleansing, profiling, reconciliation, testing, validation, exception management, cutover support, and conversion governance.
• Proven ability to lead through influence, coordinate stakeholders and vendors, resolve issues, and drive accountability across workstreams.
• Hands-on experience with insurance brokerage platforms and related technologies, including Applied Epic, AMS360, Vertafore products, Salesforce, benefits administration platforms, carrier portals, document management systems, commission/accounting systems, or similar solutions.
• Advanced proficiency in Microsoft Excel; experience with Smartsheet required.
• Experience with reporting, analytics, and data management tools such as Power BI, SQL, Alteryx, Access, or similar platforms.
• Strong analytical, organizational, documentation, communication, facilitation, and problem-solving skills.
• Experience working in multi-location, regional, acquisitive, or enterprise brokerage environments is preferred.
• Ability to travel up to 15%.
• Ability to pass a criminal background check, as permitted by law.

Work Environment: This position offers remote work flexibility.

Salary Transparency Statement: In accordance with state and local pay transparency laws, we will provide the applicable salary range upon request to candidates who reside in jurisdictions where such disclosure is required.

Benefits:

• Competitive Salary
• Health Insurance Plans (PPO, HSA, Copay Options)
• Dental Insurance
• Vision Insurance
• Company Paid Disability Insurance
• Supplemental Insurance including Critical Illness, Accident, Legal, Pet Insurance
• 401(k) with Safe Harbor Match
• Paid Time Off 
• Paid Holidays

No Solicitation Notification to Agencies: Please note that Keystone and our Partner Agencies do not accept unsolicited resumes or calls from third-party recruiters or employment agencies. In the absence of a signed Master Service Agreement and approval from HR to submit resumes for a specific requisition, Keystone will not consider or approve payment to any third parties for hires made.