The Digital Deep Dive With Aaron Conant podcast

The Digital Deep Dive With Aaron Conant

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The Blending of Retail Media, Sampling, and Performance Marketing With Jack Shannon 31:56

vor 16 hours31:56

31:56

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.…

The Digital Deep Dive With Aaron Conant

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Everyday AI for Everyday Productivity With Danny Silverman 37:15

vor 8 Tagen37:15

37:15

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.…

The Digital Deep Dive With Aaron Conant

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AI Driving Onsite Personalization at Scale With Darpan Saini 36:37

vor 15 Tagen36:37

36:37

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.…

The Digital Deep Dive With Aaron Conant

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Tariffs and Prices on Amazon With Scott Needham 38:53

vor 28 Tagen38:53

38:53

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.…

The Digital Deep Dive With Aaron Conant

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LLM's, SEO, and the Future of Voice Commerce With Max Sinclair 36:59

vor 9 weeks36:59

36:59

Max Sinclair is the Founder and CEO of Azoma (formerly Ecomtent), which generates AI-powered product content across eCommerce sites. Before founding Azoma, he spent six years at Amazon, where he launched Amazon Business in the UK, Amazon.sg in Singapore, and Amazon Grocery across the EU. Max is also the host of New Frontier: The AI for ecommerce podcast. In this episode… Traditional search engines are losing their dominance as consumers turn to AI-powered tools for product discovery. This shift challenges eCommerce brands to stay visible in a digital landscape driven by conversational interfaces and personalized recommendations. How can businesses optimize their online presence when search requires context, intent, and interaction? AI-driven search optimization expert Max Sinclair maintains that brands can remain competitive by aligning their content strategies with the mechanics of large language models. Appearing in AI search results involves more than traditional SEO; it requires crafting semantically rich content that aligns with customer personas, goals, and use cases. Max emphasizes the importance of visual elements, customer sentiment, and AI’s multimodal capabilities, allowing brands to improve visibility and relevance on emerging platforms like ChatGPT, Gemini, and Amazon’s Rufus. Tune in to this episode of The Digital Deep Dive as Aaron Conant hosts Max Sinclair, Founder and CEO of Azoma, to discuss the evolution of product search in the age of generative AI. Max talks about the rise of conversational and voice-based search, how direct checkout integrations could disrupt traditional online marketplaces, and his predictions for AI shopping assistants.…

The Digital Deep Dive With Aaron Conant

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STV Ads and Your Digital Media Budget With Justin Ruiss 37:20

vor 11 weeks37:20

37:20

Justin Ruiss is the SVP of the Media Sector at BWG Global, a knowledge-sharing network hosting in-person and virtual industry events. In his role, he hosts Q&A forums with executives from various sectors, including social media, advertising, connected TV, streaming, and gaming. Before joining BWG Global, Justin was the Investor Relations Activations Developer at Cision and an Equity Analyst at The Benchmark Company. In this episode… Retail media, CTV advertising, and AI-powered search are evolving faster than many brands can adapt. Marketers are grappling with fragmented content strategies, fluctuating CPMs, and uncertainty around how to allocate budgets effectively across platforms. With performance expectations rising and consumer behaviors shifting, how can brands stay competitive without overspending? According to media and eCommerce analyst Justin Ruiss, now is an ideal time to invest in CTV due to oversupply, lower CPMs, and advanced targeting capabilities. He recommends increasing production budgets to create modular, high-quality content that can be repurposed across channels like TikTok, Amazon, and streaming platforms. Brands can also adopt centralized content planning and leverage tools like Amazon Marketing Cloud to drive enhanced targeting and performance while planning for economic volatility and regulatory changes. In this episode of The Digital Deep Dive , Aaron Conant interviews Justin Ruiss, SVP of the Media Sector at BWG Global, about the future of digital media buying and AI in eCommerce. Justin explores CTV trends, the rise of agentic AI, and how brand guidelines shape content in gaming environments.…

The Digital Deep Dive With Aaron Conant

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A Strategic Look at Unified Commerce With Kelly Goetsch 24:45

vor 12 weeks24:45

24:45

Kelly Goetsch is the Chief Operating Officer of Pipe17, which specializes in AI-powered composable order operations. Before joining Pipe17, he served as the Chief Strategy Officer at commercetools, where he played a pivotal role in scaling the company to over $100 million in annual recurring revenue. Kelly also co-founded MACH Alliance, a nonprofit industry organization advocating for Microservices, APIs, Cloud-native, and Headless (MACH) technologies. In this episode… Customers expect fast fulfillment and delivery across various selling channels, including social media and marketplaces. Traditional systems struggle to keep pace, leaving companies tangled in connectivity issues between their sales, inventory, and fulfillment networks. How can brands deliver seamless, cost-effective experiences while scaling across these fragmented digital touchpoints? With experience in AI-driven order management, Kelly Goetsch advises brands to adopt a connectivity-first model. This requires integrating a flexible routing layer that connects selling channels, back-office systems, and fulfillment partners, enabling dynamic order flow based on cost, speed, and product needs. Kelly also recommends embracing emerging sales platforms like TikTok and leveraging AI tools to align with how customers discover products, noting that companies must modernize their operations or risk falling behind in today’s competitive landscape. In today’s episode of The Digital Deep Dive, Aaron Conant speaks with Kelly Goetsch, COO of Pipe17, about reshaping order management for AI-driven shopping. Kelly explains how selling channels have evolved, marketing gaps in midsize brands, and how voice commerce has shaped emerging conversational shopping experiences.…

The Digital Deep Dive With Aaron Conant

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Shopify’s Push Into B2B With Denis Dyli 37:11

vor 14 weeks37:11

37:11

Denis Dyli is the Founder and Principal of Uncap, a Shopify B2B eCommerce agency. He has led the company to become a Shopify Premier Partner, delivering over 350 eCommerce projects and replatforming more than 100 Shopify Plus stores. With over 15 years of experience in eCommerce development and strategy, Denis helps B2B and B2C sellers optimize their eCommerce platforms. In this episode… For DTC brands expanding into B2B, legacy platforms can create significant friction. Outdated technology, slow feature deployment, and mounting maintenance costs often hinder growth, especially when buyers expect seamless, digital-first experiences. How can companies modernize their B2B operations to stay competitive and meet evolving customer expectations? According to digital commerce expert Denis Dyli, DTC brands with Shopify Plus stores can activate B2B capabilities by enabling features like custom pricing, net terms, and B2B storefront templates. He recommends updating themes to support new Shopify accounts and tailoring the logged-in buyer experience to streamline ordering. By leveraging native functionality and apps like Gorgias and Klaviyo, DTC brands can create polished, scalable B2B portals without a complete replatform. In today’s episode of The Digital Deep Dive, Aaron Conant hosts Denis Dyli, the Founder and Principal of Upcap, to discuss the future of B2B eCommerce on Shopify. Denis talks about digital transformation in the B2B space, B2B companies that would benefit from Shopify’s capabilities, and the impact of tariffs on the digital commerce landscape.…

The Digital Deep Dive With Aaron Conant

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Bridging the Digital Organizational Gap With Danny Silverman 35:46

vor 15 weeks35:46

35:46

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… Recently, eCommerce teams have faced intense pressure from all sides, including organizational flattening, budget cuts, and mandatory AI integrations. Many leaders find themselves stuck in reactive mode, unable to assess strategy, structure, or performance. How can brands stay agile and make informed decisions without getting overwhelmed? Brands face three common barriers: misaligned go-to-market strategies, outdated marketing tactics, and fragmented organizational design. To regain control and drive profitable growth, seasoned eCommerce strategist Danny Silverman recommends beginning with candid, cross-level interviews to identify hidden challenges before conducting deep data analyses to reveal underlying trends. For mid-sized brands especially, he stresses the importance of empowering decision-makers with budget control and executive sponsorships while leveraging AI tools for content creation and operational efficiency. In this week’s episode of The Digital Deep Dive, Aaron Conant chats with Danny Silverman, Founder and Digital Strategy and Growth Consultant at Silverstream Strategic Consulting, about adapting organizational structures to an evolving digital landscape. Danny explains how Chief AI Officers are gaining traction amid AI integrations, how Amazon sellers can maintain profitability in a volatile economy, and how he diagnoses structural issues in an organization.…

The Digital Deep Dive With Aaron Conant

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A CIO's Perspective on Navigating the Evolution of Technology With Jon Harding 32:36

vor 16 weeks32:36

32:36

Jon Harding is the Senior Vice President and Global Chief Information Officer at Conair LLC, a multibillion-dollar consumer products company. In his role, he has driven major initiatives, including implementing a global SAP system and other eCommerce platforms. Before joining Conair, Jon held senior leadership IT roles at Kellogg Company, where he spearheaded enterprise system transformations across Europe and the US. In 2023, he was recognized as the New York CIO of the Year in the enterprise category. In this episode… Enterprise IT leaders are often expected to maintain flawless systems while simultaneously driving innovation. As digital tools evolve, companies must adopt new technologies while avoiding disruption and risk. How can organizations balance innovation with stability and strategic alignment? When managing IT transformation at the enterprise level, veteran technology executive Jon Harding recommends aligning tech initiatives with clear business outcomes rather than chasing the latest trends. This requires initiating early cross-functional collaboration in tech planning, focusing on change management, stakeholder buy-in, and long-term thinking. To integrate AI efficiently, Jon suggests prioritizing high-ROI use cases like customer support automation and content creation while maintaining governance and budget control. In this week’s episode of The Digital Deep Dive, Aaron Conant talks with Jon Harding, the Senior Vice President and Global CIO at Conair, about enterprise-level tech stack innovation and digital transformation. Jon shares change management strategies, vendor selection considerations, and the future of enterprise advisory work.…

The Digital Deep Dive With Aaron Conant

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Vendor Central's Accounting Shakeup With Hannah Blackburn 34:31

vor 17 weeks34:31

34:31

Hannah Blackburn is the Co-founder and Director of The Hawkers Club, a company that helps vendors and sellers solve their most pressing challenges and navigate eCommerce marketplaces, including Amazon and Target. In her role, Hannah advises online sellers and vendors on how to directly position their brands and value offerings as Amazon partners to increase profitability and revenue. Before co-founding The Hawkers Club, she joined Amazon as a brand specialist with an initial focus on vendor excellence and marketing before transitioning to stock management and profitability. Since she’s written the business logic powering some of the algorithms that run Amazon, Hannah knows how you can systematically make profitable decisions that Amazon’s algorithms reward. In this episode… Recent sweeping changes to how Amazon Vendor Central calculates and processes chargebacks, shortages, and overbilling have left many brands scrambling to adjust their internal processes and preserve cash flow. What do these updates entail, and how can vendors stay ahead of the curve? Former Amazon insider Hannah Blackburn explains that overbilling calculations have shifted from “distributor shipment” to “Amazon payables,” potentially reducing double billing and improving predictability if brands adapt quickly. Brands must now track and forecast co-op charges based on expected payments rather than shipments. Additionally, Amazon no longer accepts bulk aged shortages, so brands should track aging internally and file disputes for shortages immediately. Hannah maintains that staying proactive prevents long-term revenue loss under Amazon’s new conditions. In this episode of the Digital Deep Dive, Aaron Conant welcomes Hannah Blackburn, the Co-founder and Director of The Hawkers Club, back to the show to discuss Amazon’s evolving Vendor Central policies. Hannah talks about rising packaging chargebacks, updated dispute workflows, and how to protect future chargeback recoveries.…

The Digital Deep Dive With Aaron Conant

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The Future of Onsite Search With Charlie Cole 37:43

vor 18 weeks37:43

37:43

Charlie Cole is the President of XGEN AI, a composable AI platform for eCommerce. As a seasoned eCommerce executive, he has over two decades of experience leading digital transformations for global brands. Before XGEN AI, Charlie served as the CEO at Tribute Technology and FTD and held leadership positions at Samsonite and TUMI, where he drove significant digital growth. In this episode… Online commerce search has long frustrated both brands and consumers. Whether it's typing in a detailed query and getting zero results or sifting through hundreds of irrelevant products, traditional search engines can’t keep up with consumers’ evolving shopping habits. As search behavior evolves and expectations rise, how can brands deliver a shopping experience that feels intuitive, personal, and helpful? According to digital executive and eCommerce operator Charlie Cole, generative AI presents unique opportunities for search personalization. These tools can understand natural language, learn from user behavior, and surface relevant results — even for complex, descriptive queries. Charlie urges companies to invest in technologies that apply AI image recognition, contextual search, and predictive merchandising. By focusing on genuine customer needs and creating frictionless, conversational experiences, brands can drive loyalty and revenue. In the latest episode of The Digital Deep Dive, Aaron Conant speaks with Charlie Cole, the President of XGEN AI, about revolutionizing eCommerce search with generative AI. Charlie discusses the future of search marketing, how to capitalize on industry events like Shoptalk, and how XGEN AI’s platform powers innovative search solutions.…

The Digital Deep Dive With Aaron Conant

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The Need for Content That Converts With Eric Sheinkop 37:28

vor 19 weeks37:28

37:28

Eric Sheinkop is the CEO of The Desire Company, a platform that connects brands with industry experts to create high-quality, conversion-focused video content. With a background in entertainment marketing, Eric co-founded Music Dealers, a pioneering music licensing platform that partnered with global brands like Coca-Cola, McDonald’s, and Disney. He is also an author, speaker, and thought leader in content strategy, recognized in Billboard’s 30 Under 30 and Crain’s Tech 50 list. In this episode… In today’s fast-moving digital landscape, brands face the challenge of creating high-quality, scalable content that converts. While influencer marketing and UGC once seemed like the answer, new FTC regulations and diminishing returns have left brands searching for a more effective approach. How can businesses generate content that builds trust and drives sales — without constantly reinventing the wheel? According to brand partnerships and content strategy thought leader Eric Sheinkop, expert-driven content — featuring real professionals who use the brand’s product in their field — builds consumer trust and confidence at the point of sale. By investing in evergreen, professionally produced videos optimized for various digital platforms, brands can increase conversion rates, reduce returns, and enhance the customer experience. Eric also emphasizes the importance of aligning content strategy with new FTC regulations to ensure compliance and credibility while maximizing digital marketing efforts. Tune in to this week’s episode of The Digital Deep Dive as Aaron Conant chats with Eric Sheinkop, CEO of The Desire Company, about the next evolution of digital content. Eric shares how AI-driven shopping assistants can reshape brand loyalty, how to create cohesive, story-driven content, and the new FTC regulations on influencer and UGC content.…

The Digital Deep Dive With Aaron Conant

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Amazon Vendor Negotiations With Andrea Leigh 39:43

vor 20 weeks39:43

39:43

Andrea Leigh is the Founder and CEO of Allume Group, an eCommerce knowledge-sharing network. She is also the co-host of The CPG Guys podcast. With over 20 years of eCommerce experience working with thousands of brands, she is an educator, speaker, and writer involved with various organizations, including The Digital Shelf Institute and Path to Purchase Institute. Andrea spent 10 years as a Senior Executive at Amazon, where she led over 15 categories, helped launch Amazon’s automated pricing system and other programs, and managed Amazon Prime in Canada. In this episode… Amazon vendor negotiations differ from standard, relationship-based retailer negotiations. With Amazon prioritizing data, algorithms, and automation, brands often feel overwhelmed and unsure of how to approach the process. How can you leverage your strengths to arrange favorable trade terms? As an early Amazon adopter, Andrea Leigh has developed the FIRM framework — find your data, isolate your leverage, relax and go slow, and make requests — to help brands take a strategic, data-driven approach. After discovering and harnessing your data sources, you should identify the unique value you bring to Amazon, leverage delaying tactics to strategize further, and request concessions in areas that benefit the retailer. Andrea also recommends aligning trade terms with retail media planning to communicate your investments. In this episode of The Digital Deep Dive, Aaron Conant sits down with Andrea Leigh, the Founder and CEO of Allume Group, to talk about navigating Amazon vendor negotiations. Andrea shares common mistakes brands make in the process, what to expect from Amazon’s evolving negotiation process, and how to mitigate tariff-related cost increases.…

The Digital Deep Dive With Aaron Conant

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Trade Shows, Networking, and New Product Launch With Tim Wilson 36:30

vor 21 weeks36:30

36:30

Tim Wilson is the Chief Revenue Officer at ProductWind, which offers influencer-as-a-service products to help brands win online. He’s an experienced sales and business development professional focused on helping the world’s largest advertisers understand how eCommerce and digital marketing impact their brands. Before ProductWind, Tim was an Affiliate Partner at Pattern, guiding partnerships and driving global eCommerce sales for brands. In this episode… Navigating eCommerce conferences can be a frustrating experience. While networking opportunities are abundant, many presentations fail to provide authentic, actionable insights, leaving attendees wondering if these events are worth the investment. How can professionals maximize their time at these gatherings and extract real value beyond surface-level discussions? Digital commerce expert Tim Wilson believes in building strong relationships and strategically leveraging AI-driven tools. He suggests that professionals should focus on unstructured networking opportunities, such as impromptu meetups and informal discussions, rather than relying on scripted presentations. Additionally, he emphasizes the importance of training retail algorithms well in advance of major sales events to ensure optimal product visibility. In this episode of The Digital Deep Dive, Tim Wilson, the Chief Revenue Officer at ProductWind, joins Aaron Conant to discuss maximizing networking opportunities in the eCommerce space. Tim shares product launch strategies, the importance of data security in AI, and how the financial landscape will impact eCommerce brands in the future.…

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