The LavaCon Content Strategy Conference | 5–8 October 2025 | Atlanta, GA
Jessica Caldwell

Jess Caldwell is an Information Architect with more than ten years of experience in content creation and strategy at Jack Henry. She has a Bachelor’s degree in Professional and Creative Writing from Missouri State University. She has also received the BCS Foundation Certificate in User Experience.

In her current role, Jess supports a department of 40+ on all things information architecture and user experience. Jess has been involved in several migration projects and usability activities for the Enterprise Content Services department. Recently, Jess helped coordinate and lead the migration of multi-channel delivery into a dynamic delivery platform.

Outside of work, Jess spends most of her time with her husband and two grumpy old cats, Moose and Apollo. She is an avid fan of Halloween and all things spooky.

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Makeups and Breakups: Content Migration in the Real World

Co-presenting with: Jennifer Obert

The Enterprise Content Services department at Jack Henry started in 2001 with a handful of writers authoring in Word Perfect. Now, as a department of 40+ writers authoring in XML, we deliver content for more than 50 financial technology products across multiple platforms.

In this session, we will take a brief tour of the migration processes over the past 22 years at Jack Henry. Then, we’ll take a deeper dive into a content migration project spanning across the enterprise. Our department was presented with a directive to move everything we’ve delivered in various formats in the past two years into one online help platform. With a limited timeline, where could we start? Could we combine content from siloed sources and make up? Or could we decide that the timing was not right and break up? How would we stay on track?

We’ll discuss the project and offer general insight for those considering large migration projects in their organization.

In this session attendees will learn:

What it took to move large collections of content into a new delivery platform. You’ll learn how we coordinated our content migration project across several writers and teams. You will also gain insight into how to balance what is best for the customer while working within the limitations of available resources.