The Digital Deep Dive With Aaron Conant

Aaron Conant

This is the Digital Deep Dive Podcast, where we tackle the newest trends, strategies and pain points shaping growth across the digital landscape.

  1. HACE 3 DÍAS

    A Deep Dive on Microsoft Copilot and Productivity With Will Nelson - Part 1

    Will Nelson is the Copilot Lead at Microsoft, where he leads federal executive engagements for Microsoft Copilot, focusing on AI applications. With a background in product operations, internal tooling, and early-stage tech companies, he has launched new products, built scalable systems, and bridged gaps between emerging tools and real-world outcomes. Before Microsoft, Will was a Founding Product Ops Intern at Pie Insurance, where he grew the commercial auto vertical from zero to $2 million in premiums. In this episode… Many organizations are racing to adopt AI but struggle to apply it securely, effectively, and at scale. Leaders worry about whether they need multiple tools, how to trust AI outputs, and how to prepare their teams for this shift. With so many platforms available, how can businesses identify where AI delivers the most value without adding unnecessary complexity? According to AI expert Will Nelson, Microsoft Copilot functions as an AI coordinator that integrates tools, data, and context to enhance outputs. This tool allows companies to conduct deep research and secure their data through tenant-based governance. Will maintains that organizations don’t need world-changing use cases to benefit from AI; even simple applications like meeting preparation and document summarization can significantly increase productivity. This can be accomplished through effective, specific prompting.  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.

    40 min
  2. 21 AGO

    AI’s Missing Link: How Data Readiness Unlocks AI’s Full Potential With Joe Luchs

    Joe Luchs is the Founder and CEO of DatalinxAI, an AI-powered data refinery that simplifies customer data. As an expert in AI, AdTech, MarTech, and SaaS, he previously served as the Global Head of AWS and Amazon Ads at Amazon, where he led global partnerships and AI business development. Joe was also the Commercial Founder and Head of Revenue at Beeswax (acquired by Comcast) and held a leadership role at Oracle. In this episode… Organizations are beginning to implement AI for personalization, automation, and business intelligence. Yet, messy, unstructured, and inconsistent data hinder smooth implementation. How can businesses bridge the gap between cutting-edge AI models and the data readiness required to scale them? According to AI and data expert Joe Luchs, companies often spend years and vast resources on data prep before they notice ROI on AI models. He recommends using secure hybrid cloud architectures, embedding data compliance measures, and automating preparation processes to free up teams from tedious work. By focusing on high-quality data readiness, businesses can accelerate AI adoption, empower staff to focus on innovation, and deliver the hyper-personalized experiences consumers expect. 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.

    34 min
  3. 14 AGO

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

    Michael Lebhar is the Co-founder and CEO of SellCord, which helps brands scale and maximize sales on Walmart.com. He is also the Co-founder of Spawn Fitness, which manufactures high-quality workout equipment, and the CEO of Lebbro Industries Inc, a parent company for multiple eCommerce brands. With experience scaling and selling brands on Walmart Marketplace and stores, Michael has become a leading expert in online and in-store growth strategies. In this episode… Many brands hesitate to invest heavily in Walmart’s online marketplace, assuming it will generate only a fraction of their Amazon sales. With this mindset, brands often miss opportunities to grow their digital presence and secure retail shelf space. With the holiday season approaching, how can brands rethink their Walmart strategy to maximize online and in-store sales? According to Walmart marketplace strategist Michael Lebhar, early and committed investments in the platform pay off in the long run. He advises brands to tailor content optimization specifically for Walmart’s search algorithm, prioritize high-conversion keywords, and refine product listings before ramping up ad spend. During the holidays, brands can align promotional strategies with Walmart’s curated deals to capture seasonal traffic and boost long-term rankings.  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.

    29 min
  4. 7 AGO

    Conversational Search and the Changing Shopper Journey With Chris Perry

    Chris Perry is the Co-founder and Chief Learning Officer at firstmovr, a satellite Center of Excellence (COE) for eCommerce education and change management. He is also an Executive Educator and Keynote Speaker at the Path to Purchase Institute. With over 12 years of experience as an eCommerce leader and executive educator, Chris aims to empower leaders to embrace change with actionable knowledge, strategies, and KPIs. In this episode… The rapid evolution of eCommerce and the rise of AI-driven tools are disrupting the way consumers discover, evaluate, and stay loyal to brands. Traditional loyalty programs often fail to keep pace, and many brands still prioritize acquisition over retention. How can companies adapt their digital shelf strategies to capture human shoppers and stay relevant to AI-driven recommendations? Digital upskilling advocate and eCommerce strategist Chris Perry advises brands to focus on shopper-centric content optimization by creating long-tail assets that answer detailed consumer questions and appeal to AI agents like Rufus or ChatGPT. Navigating the digital shelf requires understanding how conversational queries differ from traditional keyword searches and proactively testing and reskilling to stay ahead of competitors as AI adoption accelerates. 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.

    37 min
  5. 31 JUL

    The Blending of Retail Media, Sampling, and Performance Marketing With Jack Shannon

    Jack Shannon is the Co-founder and CEO of Recess, a brand activation platform for top consumer brands, like PepsiCo, General Mills, and Milk Bar. With over 15 years of experience scaling innovative marketing solutions, he and his partner have scaled Recess from the ground up. Jack is also an investor in Venvee and Editframe.  In this episode… As retail media networks proliferate and demand more brand dollars, many companies struggle to identify which channels deliver results beyond the major platforms like Amazon and Walmart. With hundreds of fragmented options, it's increasingly difficult to measure ROI, target consumers, and justify media spend. How can brands identify a scalable, performance-driven alternative that bridges physical and digital touchpoints? Experiential marketer and media strategist Jack Shannon advises brands to leverage performance-driven sampling and targeted real-world applications. This includes using mobile data to reach high-density shopper audiences in environments like gyms, schools, and apartment communities — places where people are naturally engaged. By blending audience targeting, digital amplification, and measurement tools like store lift analysis and loyalty data integration, experiential marketing can drive bottom-funnel metrics and long-term customer loyalty. In this episode of The Digital Deep Dive, Aaron Conant sits down with Jack Shannon, Co-founder and CEO of Recess, to discuss measuring and scaling experiential marketing. Jack talks about sampling as a form of performance media, how social amplification and real-world data drive meaningful outcomes, and how to reach offline audiences.

    32 min
  6. 24 JUL

    Everyday AI for Everyday Productivity With Danny Silverman

    Danny Silverman is the Founder and Digital Strategy and Growth Consultant at Silverstream Strategic Consulting. As a digital commerce executive, he has over two decades of experience in eCommerce, marketing, and general management consulting. Throughout his career, Danny has scaled a digital commerce agency 10x in three years, led marketing efforts for a global SaaS platform, and navigated Amazon’s landscape since 2006. In this episode… Professionals often feel overwhelmed by the pace of innovation, especially when it comes to AI. While many know AI can save time and boost productivity, most still struggle with using it effectively in their daily business or personal workflows. How can you leverage AI tools to enhance creativity, decision-making, and strategic decisions? Digital strategist and eCommerce consultant Danny Silverman uses AI to challenge ideas, simulate expert feedback, and train personalized GPTs. He recommends organizing work by using separate chats, uploading materials to provide context, and clearly defining prompts. Danny also warns against AI hallucination and encourages users to always validate outputs, maintaining that AI should be a collaborator, not a crutch. Join Aaron Conant in this episode of The Digital Deep Dive as he welcomes Danny Silverman, Founder and Digital Strategy and Growth Consultant at Silverstream Strategic Consulting, back to discuss how professionals can maximize AI’s potential. Danny explains how to structure prompt interactions, how to build personal assistants, and the future of agentic AI.

    37 min
  7. 17 JUL

    AI Driving Onsite Personalization at Scale With Darpan Saini

    Darpan Saini is the CEO of App0, a generative AI platform that builds intelligent, human-centered digital assistants for companies. Previously, he co-founded Cloud Lending Solutions, which streamlined lending operations for major financial institutions before its acquisition by Q2. Darpan is also a member of the ELFA Innovation Advisory Council, where he helps shape the future of FinTech.  In this episode… Despite investing in website optimization tools, eCommerce brands are struggling to increase conversions. The user experience on most sites has plateaued, with little innovation in how shoppers search, explore, and make decisions. As customer behavior shifts toward AI-powered conversational tools, how can brands adapt their digital experiences to meet these expectations? With experience developing generative AI for eCommerce, Darpan Saini maintains that brands can transform static sites into intelligent, interactive experiences. Traditional optimization tactics, like minor UI tweaks or static product filters, offer diminishing returns. Instead, Darpan recommends investing in AI-powered quizzes, personalized product detail pages, and conversational search that can adapt in real time to each shopper’s needs. By enabling one-to-one personalization without needing user data histories, brands can convert more first-time visitors, reduce returns, and stand out in a crowded market.  In this week’s episode of The Digital Deep Dive, Aaron Conant speaks with Darpan Saini, CEO of App0, about improving conversion rates through AI-powered shopping experiences. Darpan talks about the rise of voice commerce, how his company develops A/B testing to increase conversions, and offers advice for deploying AI-powered shopping assistants.

    37 min
  8. 4 JUL

    Tariffs and Prices on Amazon With Scott Needham

    Scott Needham is the Founder and CEO of SmartScout, an Amazon FBA product research software. He is also the former CEO of BuyBoxer, which he built into a top 100 Amazon seller, managing over 120,000 products. Scott hosts the Smartest Amazon Seller podcast, which shares insights on navigating the Amazon marketplace.  In this episode… As global tariffs shift and economic uncertainty looms, brands are under pressure to make informed pricing decisions and maintain margins. Many rely solely on internal data for scenario planning, making it difficult to benchmark against the broader market. Without visibility into industry-wide pricing trends, how can businesses decide whether to raise prices or maintain their threshold? After monitoring price movements across product categories, pricing and market intelligence expert Scott Needham noticed that only 3% of products available on Amazon experienced price increases during the initial tariff period. He emphasizes that brands need external market visibility to justify pricing structures internally. Additionally, brands can leverage TikTok Shop and influencer-led strategies as growth engines, especially in fast-moving categories like groceries and supplements. Join Aaron Conant in The Digital Deep Dive as he hosts Scott Needham, Founder and CEO of SmartScout, to discuss pricing strategies and market trends in a shifting eCommerce landscape. Scott shares how brands can use data to avoid reactionary pricing, Prime Day discounting strategies, and the future role of AI shopping assistants.

    39 min

Acerca de

This is the Digital Deep Dive Podcast, where we tackle the newest trends, strategies and pain points shaping growth across the digital landscape.

También te podría interesar