Sr. Director, Digital Experience & AI

Job Description

About Acrisure

As a global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.

In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible.

Job Summary

Acrisure is seeking a Senior Director of Digital Experience & AI to build and lead the organization’s Digital Experience function. Reporting to the CMO, this leader will build the digital operating system for Acrisure Marketing, creating the capabilities, platforms, operating models, and ways of working that enable the organization to scale, measure impact, and compete in an AI-driven future.

The role oversees website strategy and operations, analytics, AI enablement, digital discoverability (SEO/AEO), and customer experience optimization, ensuring marketing is increasingly data-driven, AI-enabled, and connected to business results. This leader will serve as the architect of Acrisure’s Digital Experience pillar, building and leading a team that combines web strategy, analytics, AI enablement, and discoverability under a unified vision.

Responsibilities:

Digital Experience Strategy & Transformation

• Define and execute Acrisure’s enterprise digital experience vision, strategy, and roadmap across all digital channels.
• Lead customer journey optimization efforts, ensuring seamless experiences across the buyer and client lifecycle.
• Partner with executive leadership to align digital experience investments with enterprise growth objectives.
• Establish governance, processes, and best practices that enable consistent, measurable, and scalable digital experiences across the organization.
• Develop personalization and customer journey strategies that deliver relevant, connected experiences across web, content, campaigns, and emerging digital channels.
• Own digital performance across engagement, conversion, customer experience, and business impact, identifying opportunities to improve outcomes through digital innovation and AI.

Digital Platforms & Experience

• Own Acrisure’s web ecosystem, including strategy, governance, performance, optimization, and ongoing evolution.
• Partner with Product and Technology teams to improve platform capabilities, user experience, accessibility, and digital performance.
• Develop scalable operating models, workflows, and prioritization frameworks that improve execution across digital initiatives.
• Ensure digital properties support business objectives while delivering intuitive and engaging customer experiences.
• Oversee agency, technology, and vendor partnerships that support the digital experience roadmap.
• Drive conversion optimization initiatives that improve engagement, lead generation, customer self-service, and business performance across digital properties.

AI Transformation & Enablement

• Lead the transformation of Marketing through AI, identifying opportunities to improve productivity, scale expertise, accelerate execution, enhance customer experiences, and create competitive advantage.
• Partner with marketing teams to evaluate manual or inefficient workflows and determine where AI tools, automation, or process redesign can improve speed, quality, and scale.
• Translate business needs into clear use cases, success metrics, and implementation plans that drive measurable business value.
• Lead the development and adoption of AI powered tools, workflows, playbooks, and best practices that enable teams to work more efficiently while maintaining brand, legal, and operational standards.
• Champion AI literacy across the Marketing organization through enablement, training, education, and hands on partnership with teams and leaders.
• Partner with Technology, Data, Legal, and Compliance teams to ensure AI initiatives are secure, responsible, and aligned with enterprise governance standards.
• Drive organizational adoption of AI-enabled ways of working through change management, enablement, governance, and executive partnersh…