Thought Leadership
Digital Transformation & AI Adoption Leader | Connecting Enterprise Strategy to Community Impact | Founder, Beyond Boundaries Without Measures | Speaker | Consultant
Thought Leadership
Digital Transformation & AI Adoption Leader | Connecting Enterprise Strategy to Community Impact | Founder, Beyond Boundaries Without Measures | Speaker | Consultant
Pivoting from the corporate domain with 30 years of knowledge, Shaelyn now applies her digital transformation and change leadership expertise to Beyond Boundaries Without Measures, the free nonprofit digital skills computer lab she founded in South Suburban Cook County.
The lab serves as a real-world testbed for inclusive digital adoption, where she experiments with new ways to teach AI and workplace technology to learners with varying comfort levels and experience. These experiences shape her talks on multi-generational learning, AI readiness, and digital equity, grounding enterprise strategy in lived stories from both global financial services and local community classrooms.
"The Great Workforce Breakdown (And How to Stop It)," Reworked Webinars, May 2025
"Shaelyn Otikor-Miller on Dynamics Copilot Rollout," Three Dots: Reworked TV, December 2024
"Matching the Employee Experience to the Customer Experience," FirstUp: Cruising Altitude, April 2024
"Helping Employees Help Themselves Through Citizen Development," Get Reworked Podcast, July 2023
"The Power of Client Collaboration," Ex3 Labs: Unlocking Innovation Podcast, May 2019
"Managing Imposter Syndrome," I Choose The Ladder, December 2018
"CIOs tap citizen developers for IT and operational efficiencies," CIO Dive, May 2024
"How HR Tech enabled response to clients 30% faster," UNLEASH, March 2024
"Investing in Client Services with Dynamics 365 Customer Service," Microsoft Customer Stories, Feb 2024
"Enterprise By Design: Re-architecting Culture in the Age of AI", The Athena Project: The Inaugural Founders' Salon, November 2025
"Burn Out to Buy In: Navigating Employee Engagement in a Technical Time of Change," Inaugural Win-Win Workplace Summit, 2025
"Navigating Risk & Building Resilience in an AI-Powered World," Ex3Labs: AI April, 2024
"Elevating Employee Experience Through Technology," Future of Work USA, 2023
"HR Business Partners Best Practices: Navigating the Changing Landscape," Reworked and CMSWire: CONNECT, 2023
“Executing on Digital Strategy in a Multigenerational Workforce,” World Disrupt Forum Chicago, 2019
“Rise Up: Conversations that Inspire, Actions that Make Change,” Chicago Women in Technology Conference, 2019
"Advancing Potential," Chicago Financial Women’s Alliance, 2018
“Letters to My Younger Self,” University of Chicago: Booth Women’s Connect Conference, 2018
Today, this vision has evolved into Beyond Boundaries Without Measures, helping adults unlock digital confidence and secure opportunities in a changing economy.
"Pursuing Your Passion," Beyond Boundaries Without Measures, Jan 2021
"Underprivileged Tech Kids," Beyond Boundaries Without Measures, Aug 2020
"Generational Transformations," Beyond Boundaries Without Measures, Aug 2020