ILLOOMINATE 2025: BEYOND AUTOMATION

Building smarter businesses through augmented intelligence.

The only event focused on the impact of AI on court reporting & transcription operations.

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  • Watering the Roots: The Human Foundation of AI Success
    Speaker: Karim Gallimore
    Organizations are spending billions on AI innovation while cutting training, reducing headcount, and expecting employees to “just adapt.” We’re building impressive branches on dying roots, and then acting shocked when the whole tree topples over. In this keynote, Karim Gallimore reveals the fatal flaw in most AI strategies: We invest only in what we can see above ground, while the people powering our organizations are left in the dark. Using one powerful metaphor that connects technology to human growth, Karim offers a framework for sustainable change; treating your entire foundation, from soil to sky, as essential to survival.

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  • Securing the Future: Financial Wellness for the Modern Freelancer & Small Business Owner
    Panelists: Jesse Boone, Nathan Brown, Taylor Bettinson
    As AI reshapes the way we work, more professionals are operating independently — but financial security shouldn’t be left behind. This panel brings together experts in health benefits, business insurance, and wealth management to discuss strategies for protecting and growing your financial wellbeing in a rapidly changing economy.

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  • Intro to AI Prompting
    Speaker: Karim Gallimore
    Join Karim as he shares how to move beyond prompt engineering and start building real context with AI. You’ll learn a simple 5-question framework for any AI interaction, why speaking to AI captures 4X more context than typing, when to use ChatGPT vs. Claude, and practical techniques you can apply right away.

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  • MS Word Basics
    Speaker: Valentina Bianco
    Learn essential MS Word skills in this beginner-friendly session. From formatting and spacing, to headers, footers, and merging documents, master the basics to work faster and smarter. Perfect for students, professionals, and transcriptionists!

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  • MS Word Advanced
    Speaker: Valentina Bianco
    Take your MS Word skills to the next level! In this advanced session, we’ll explore powerful features like templates, styles, macros, and hotkeys to help you work faster and more efficiently. Whether you're preparing legal documents, reports, or business documents, these techniques will save time and improve consistency in your workflow.

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  • Transition from Typing to Proofing
    Speaker: Valentina Bianco
    Discover how transcriptionists are transforming their craft, moving from manual typing to expert proofing with the power of speech-to-text. This keynote explores the evolving role of the modern transcriptionist, offering insights, tools, and strategies to thrive in an AI-assisted workflow without losing the precision and professionalism that define the craft.

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  • Securing Your Digital Workspace: Cyber Resilience for Freelancers and Small Businesses
    Speaker: George Anderson
    Cyber threats don’t discriminate by size—freelancers and small businesses face growing risks in today’s digital landscape. Join George Anderson for an insightful keynote on building practical, cost-effective cyber resilience without enterprise-level resources. Explore essential tools, habits, and strategies to protect your data, reputation, and operations. Perfect for solo professionals and small teams looking to stay secure and competitive in 2025 and beyond.

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  • AI and Access to Justice: Technology in the Courts and Beyond
    Moderator: Sasha Saunders | Panelists: Kanan Dhru, Sarah McCoubrey, Mona Datt
    From digital evidence management to AI-driven transcription and analytics, technology is transforming how courts and government institutions operate. This panel brings together leaders from Ontario and around the world to explore how innovation is improving access to justice, transparency, and efficiency in public services. Attendees will gain a global perspective on the opportunities and challenges of integrating AI responsibly into judicial and government workflows.

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  • Capturing the Record: Ensuring No Voice Is Left Behind in the Age of AI
    Moderator: Mona Datt | Panelists: Susan LaPooh, Kim Neeson, Lori Stocco
    As AI and speech-to-text technologies gain ground in legal and court-adjacent settings, the roles of stenographers, court reporters, and transcriptionists are evolving rapidly. This panel examines how automation is transforming workflows, skill requirements, and professional identity across the justice system. Speakers will discuss how human expertise continues to add value — ensuring accuracy, context, and integrity in an increasingly automated environment.

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  • Building AI-Augmented Administrative Operations - Court Reporting, Transcription, & Expert Reports
    Speaker: Mona Datt
    As AI becomes integral to court reporting and transcription workflows, organizations must rethink how they recruit, train, and manage their teams. This session explores practical strategies for integrating automation while preserving human expertise through knowledge transfer and continuous learning. Attendees will gain insight into building sustainable, AI-augmented operations that enhance efficiency, accuracy, and professional growth.

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  • Pioneering the Digital Firm
    Moderator: Mona Datt | Panelists: Susan LaPooh and Brandon Greenblatt
    In this dynamic conversation, Mona Datt sits down with Susan LaPooh and Brandon Greenblatt to discuss their groundbreaking journey in creating the first completely online court reporting agency. They’ll share the challenges, breakthroughs, and lessons learned from reimagining a traditionally in-person profession for the digital era. Attendees will gain insight into how innovation, adaptability, and technology can come together to build a modern, scalable model for the future of court reporting.

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  • Fireside Chat | Modernizing Public Service
    Panelists: Mona Datt and Tony Paulic
    In this fireside chat, Tony Paulic, Director of Information & Technology Services at the Workplace Safety and Insurance Appeals Tribunal, shares insights from his team’s digital transformation journey. From upgrading legacy systems to introducing automation and AI-driven tools, Tony will discuss how technology is reshaping accessibility, efficiency, and service delivery within a critical public institution. Attendees will gain a firsthand perspective on the leadership, strategy, and collaboration required to drive sustainable digital change in the public sector.

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