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Join Amith and Mallory as they guide you through the process of creating Custom GPTs and discuss potential applications for associations. Then, shift gears to a critical discussion on whether associations should pause legacy system upgrades in favor of AI's transformative potential. This episode promises practical insights, challenging questions, and a deep dive into the strategic choices facing today's association leaders.
Let us know what you think about the podcast. Drop your questions or comments in the Sidecar community: https://community.sidecarglobal.com/c/sidecar-sync/
Download Ascend: Unlocking the Power of AI for Associations: https://sidecarglobal.com/AI
Join the CEO AI Mastermind Group: https://sidecarglobal.com/association-ceo-mastermind-2024/
Thanks to this episode’s sponsors!
Tools/Experiments mentioned:
Articles/Books Mentioned:
Social:
📅 Register for digitalNow2026 in Washington, D.C. from October 25–28:
https://digitalnow.sidecar.ai
🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip
🚀 Help Us Grow Our Reach - Share With a Friend or Colleague!
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https://www.youtube.com/@SidecarSync
https://sidecar.ai/
https://www.linkedin.com/company/sidecar-global/
Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey.
https://linkedin.com/amithnagarajan
Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights.
https://linkedin.com/mallorymejias
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In this episode, we unpack the wealth of knowledge shared at digitalNow 2023, where association leaders converged to explore the transformative power of artificial intelligence. We also unpack the latest announcements from OpenAI's Developer Event, from Custom GPTs to the new Copyright Shield initiative, and how these developments can be harnessed by associations to stay ahead in a rapidly evolving landscape.
CEO Mastermind Group: https://sidecarglobal.com/association-ceo-mastermind-2024/
Download Ascend: Unlocking the Power of AI for Associations: https://sidecarglobal.com/AI
Let us know what you think about the podcast. Drop your questions or comments in the Sidecar community: https://community.sidecarglobal.com/home
Follow us on LinkedIn: https://www.linkedin.com/company/sidecar-global
Thanks to this episode’s sponsors!
Relevant Articles/Websites:
📅 Register for digitalNow2026 in Washington, D.C. from October 25–28:
https://digitalnow.sidecar.ai
🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip
🚀 Help Us Grow Our Reach - Share With a Friend or Colleague!
👍 Like & Subscribe!
https://x.com/sidecarglobal
https://www.youtube.com/@SidecarSync
https://sidecar.ai/
https://www.linkedin.com/company/sidecar-global/
Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey.
https://linkedin.com/amithnagarajan
Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights.
https://linkedin.com/mallorymejias
Send us Fan Mail
In this episode, Amith and Mallory tackle the controversial idea of AI agents in the C-suite, breaking down the potential benefits and challenges. They also dive deep into President Biden's recent AI Executive Order and its broader implications. Plus, get insights on creating effective AI roadmaps and the art of rallying your staff and board behind them.
Download Ascend: Unlocking the Power of AI for Associations: https://sidecarglobal.com/AI
Let us know what you think about the podcast. Drop your questions or comments in the Sidecar community: https://community.sidecarglobal.com/home
Follow Sidecar on LinkedIn: https://www.linkedin.com/company/sidecar-global
Thanks to this episode’s sponsors!
Tools/Experiments mentioned:
Articles Mentioned
Follow us on social!
📅 Register for digitalNow2026 in Washington, D.C. from October 25–28:
https://digitalnow.sidecar.ai
🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip
🚀 Help Us Grow Our Reach - Share With a Friend or Colleague!
👍 Like & Subscribe!
https://x.com/sidecarglobal
https://www.youtube.com/@SidecarSync
https://sidecar.ai/
https://www.linkedin.com/company/sidecar-global/
Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey.
https://linkedin.com/amithnagarajan
Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights.
https://linkedin.com/mallorymejias
Send us Fan Mail
Dive into the inaugural episode of the Sidecar Sync: Your Weekly Dose of Innovation for Associations. Join Amith and Mallory as they explore the transformative 6Ds framework by Peter Diamandis, discuss IBM's brain-inspired "NorthPole" microchip, and delve into Microsoft's AI-driven Security Copilot. Plus, discover the ethical implications of NYC Mayor Eric Adams' AI-generated robocalls and the game-changing potential of AI agents that can perform actions on your behalf.
Download Ascend: Unlocking the Power of AI for Associations: https://sidecarglobal.com/AI
Let us know what you think about the podcast! Drop your questions or comments in the Sidecar community: https://community.sidecarglobal.com/home
Follow us on LinkedIn: https://www.linkedin.com/company/sidecar-global
Thanks to this episode’s sponsors!
Tools/Experiments mentioned:
Articles mentioned:
Books mentioned:
📅 Register for digitalNow2026 in Washington, D.C. from October 25–28:
https://digitalnow.sidecar.ai
🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip
🚀 Help Us Grow Our Reach - Share With a Friend or Colleague!
👍 Like & Subscribe!
https://x.com/sidecarglobal
https://www.youtube.com/@SidecarSync
https://sidecar.ai/
https://www.linkedin.com/company/sidecar-global/
Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey.
https://linkedin.com/amithnagarajan
Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights.
https://linkedin.com/mallorymejias
From the publisher's feed
Welcome to Sidecar Sync: Your Weekly Dose of Innovation for Associations. Hosted by Amith Nagarajan and Mallory Mejias, this podcast is your definitive source for the latest news, insights, and…

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