Strategic Change Communications & Training Specialist

Jobtailor; Illinois; On-site; USD 65,000 - 90,000; Full time

Job summary

Jobtailor in Illinois seeks a proactive Communications and Training professional to drive change-ready initiatives. You will craft audience-specific communications, develop engaging training materials, and coordinate delivery across instructor-led and digital formats.

You will partner with product, technology, and business teams, manage schedules, and monitor adoption through feedback. Strong writing, AI-enabled tooling, and MS 365 proficiency are key assets.

Qualifications

• Bachelor's degree or 3+ years of experience in Communications, Training, Change Management, Learning & Development, or Organizational Effectiveness.
• Strong writing, presentation, facilitation, and content development skills.
• Experience supporting technology or business transformation initiatives.
• Proficiency with Microsoft 365 tools, including Teams, SharePoint, PowerPoint, and Copilot.
• Insurance industry and/or Guidewire experience preferred.
• Experience leveraging AI tools to create communications, develop training materials, summarize information, automate administrative tasks, and improve delivery efficiency.
• Ability to simplify complex concepts into clear, engaging communications and learning experiences.
• US Work Authorization required.
• Markel does not provide visa sponsorship for this position, now or in the future.

Responsibilities

• Develop and execute communications aligned to the overall change strategy.
• Create audience-specific content, including announcements, release updates, FAQs, presentations, newsletters, and leadership messaging.
• Manage communication schedules and coordinate release communications.
• Support employee engagement and feedback activities.
• Partner with the Senior Training Specialist to develop training materials, job aids, and learning resources.
• Support instructor-led, virtual, and self-paced training delivery.
• Coordinate training logistics, tracking, and reporting.
• Support post-training reinforcement and knowledge retention activities.
• Support readiness and adoption efforts through communications and learning initiatives.
• Assist with post-go-live communications and hypercare activities.
• Maintain communication and training plans, project documentation, and status reporting.
• Partner with business, product, and technology teams to support successful adoption.

Skills

Strong writing

Presentation

Content development

Facilitation

Microsoft 365 proficiency

AI tools for communications

Simplifying complex concepts

Education

Bachelor's degree or 3+ years of experience in Communications/Training/Change Management/Learning & Development/Organizational Effectiveness

Tools

Microsoft 365 Suite

Copilot/AI tooling

Guidewire experience (insurance)

Job description

Jobtailor in Illinois seeks a proactive Communications and Training professional to drive change-ready initiatives. You will craft audience-specific communications, develop engaging training materials, and coordinate delivery across instructor-led and digital formats.

You will partner with product, technology, and business teams, manage schedules, and monitor adoption through feedback. Strong writing, AI-enabled tooling, and MS 365 proficiency are key assets.