October 2, 2025
Retention Marketing and Maximizing Customer Potential With Aaron Schwartz

In this episode of The Digital Deep Dive, Aaron Conant talks with Aaron Schwartz, Co-founder and Co-CEO of Orita.ai, about retention marketing best practices. Aaron discusses why brands must move past intuition and embrace data, how machine learning enables smarter segmentation, and why balancing timing with customer preferences drives higher ROI.

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September 25, 2025
The Reinvented Omnichannel Org of the Future With Lauren Livak Gilbert

In this episode of The Digital Deep Dive, Aaron Conant sits down with Lauren Livak Gilbert, Executive Director of The Digital Shelf Institute (DSI), to discuss building the reinvented omnichannel organization of the future. Lauren explains why shared goals drive higher eCommerce sales, how AI frees teams for strategic thinking, and why HR must rethink talent development.

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September 18, 2025
Leveraging TikTok Shops for Omnichannel Growth With Jana Weinstein

Tune in to this episode of The Digital Deep Dive as Jana Weinstein, Director of Social Commerce and Affiliate Strategy at Blue Wheel Media, returns to speak with Aaron Conant about why TikTok Shop is a long-term marketing investment. Jana shares three reasons to get started on the platform, TikTok’s recent growth and new opportunities, and how to navigate operations on TikTok Shop.

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September 11, 2025
Gen AI's Impact on ROI for Businesses and Agencies With Udayan Bose

In this episode of The Digital Deep Dive, Aaron Conant sits down with Udayan Bose, Founder and CEO of NetElixir, to discuss unlocking business value with generative AI. Udayan talks about the disruptive potential of applied AI, why responsible adoption balances efficiency with human innovation, and how to select agencies and invest in future-proof strategies.

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September 4, 2025
A Deep Dive on Microsoft Copilot and Productivity With Will Nelson - Part 2

In today’s episode of The Digital Deep Dive, Will Nelson, Copilot Lead at Microsoft, returns to chat with Aaron Conant about how AI tools can enhance daily workflows. Will talks about streamlining project management, enhancing collaboration in Teams, and the importance of context in prompting.

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August 28, 2025
AI’s Missing Link: How Data Readiness Unlocks AI’s Full Potential With Joe Luchs

In today’s episode of The Digital Deep Dive, Aaron Conant sits down with Joe Luchs, Founder and CEO of DatalinxAI, to discuss preparing data for widespread AI adoption and integration. Joe explains how consultancies have pioneered data readiness, the future of AI-driven brand experiences, and the dangers of leveraging AI without proper regulations.

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August 28, 2025
A Deep Dive on Microsoft Copilot and Productivity With Will Nelson - Part 1

In this episode of The Digital Deep Dive, Aaron Conant chats with Will Nelson, Copilot Lead at Microsoft, about how Microsoft Copilot enables organizations to adopt AI effectively. Will talks about the future convergence of large language models, how government agencies are adopting AI, and how to use synthetic data to train AI models.

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August 21, 2025
AI’s Missing Link: How Data Readiness Unlocks AI’s Full Potential With Joe Luchs

In today’s episode of The Digital Deep Dive, Aaron Conant sits down with Joe Luchs, Founder and CEO of DatalinxAI, to discuss preparing data for widespread AI adoption and integration. Joe explains how consultancies have pioneered data readiness, the future of AI-driven brand experiences, and the dangers of leveraging AI without proper regulations.

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August 14, 2025
Walmart Holiday Prep: Content, Conversion, and Ad Strategies With Michael Lebhar

In the latest episode of The Digital Deep Dive, Aaron Conant invites Michael Lebhar, Co-founder and CEO of SellCord, back to the show to discuss holiday selling strategies for Walmart. Michael talks about content optimization, Walmart’s various advertising formats, and how to sustain post-holiday sales momentum. 

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August 7, 2025
Conversational Search and the Changing Shopper Journey With Chris Perry

Tune in to this episode of The Digital Deep Dive as Chris Perry, Co-founder of firstmovr, returns to speak with Aaron Conant about navigating the AI-driven transformation of eCommerce. Chris shares real-world examples of AI-assisted product discovery, the importance of long-tail content for search visibility, and why early adoption and reskilling are critical for the future.

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