The Digital Deep Dive With Aaron Conant

Aaron Conant
  • 4.6 (9)
  • MARKETING
  • UPDATED WEEKLY

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

  1. 2D AGO

    Current State of AI Content With Josh Fulmer

    Joshua (Josh) Fulmer is the Executive Creative Director of Lunge Marketing, a full-service eCommerce agency specializing in Amazon, Walmart, TikTok Shop, and Google Ads services. With over 18 years of design and brand strategy experience, he leads creative teams in developing engaging, inclusive visual narratives. Before joining Lunge, Josh served in the US Marine Corps, worked in the craft beer industry, and built a design consulting practice. In this episode… Content creation has become more essential and complex than ever. AI tools promise faster, cheaper results, but at what cost to brand trust and authenticity? How can brands balance speed and creativity while maintaining a consistent voice across every channel? According to content strategist Josh Fulmer, the key lies in using AI as an enhancer, not a replacement. He recommends developing clear content strategies grounded in audience research and user personas to ensure every asset serves a purpose. Brands should focus their budgets on creators and platforms that truly align with their target market, while maintaining consistent tone and messaging across formats. The goal is thoughtful integration, where technology supports creativity without diluting brand integrity. Welcome back to The Digital Deep Dive as Aaron Conant talks with Joshua (Josh) Fulmer, Executive Creative Director of Lunge Marketing, about AI's impact on content creation. Josh discusses how brands can maintain consistency amid disruption, build smarter strategies through audience targeting, and balance automation with authentic storytelling.

    32 min

  2. OCT 2

    Retention Marketing and Maximizing Customer Potential With Aaron Schwartz

    Aaron Schwartz is the Co-founder and Co-CEO of Orita.ai, a software company that improves email deliverability. He is also an advisor and investor in various commerce tech companies, including Passport and EcoCart. Previously, Aaron built and managed the DTC brand Modify Watches and was the President of Loop. In this episode… Email remains a core channel for reaching customers, but brands often misuse it. As customer acquisition costs climb and competition intensifies, many brands resort to blasting their audiences with more campaigns, only to see engagement fall and customers unsubscribe. How can companies harness smarter strategies to keep customers engaged without burning them out? According to eCommerce veteran Aaron Schwartz, the answer lies in data-driven retention marketing. Over-sending emails may provide a short-term lift, but ultimately damages deliverability and customer trust. By tapping into customer behavior data, brands can determine when someone actually wants to hear from them, creating more meaningful engagement. Shifting from a marketer's mindset to a consumer's perspective — and using modern analytics instead of outdated rules of thumb — can transform email, SMS, and direct mail into profitable retention channels. 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.

    40 min

  3. SEP 25

    The Reinvented Omnichannel Org of the Future With Lauren Livak Gilbert

    Lauren Livak Gilbert is the Executive Director of the Digital Shelf Institute (DSI), which shapes the future of digital and advances commerce through community, content, and education. In her role, she defines the strategy for creating a global industry commerce community to support brands, retailers, and future leaders in the complex digital environment. As a thought leader in digital and design, Lauren has over 10 years of experience driving impactful multichannel design content, transformative digital shelf solutions, and high-conversion web UX designs across multiple regions. Before DSI, she held numerous roles at Johnson & Johnson, where she owned the digital shelf for consumer products in North America. In this episode… The pace of change in digital commerce has forced brands to rethink their organizational structures. Traditional structures built solely for brick-and-mortar sales can no longer keep up with evolving customer expectations and constant platform updates. How can brands transform their organizations to stay relevant in the omnichannel marketplace? Seasoned digital commerce strategist Lauren Livak Gilbert urges brands to transform their overall operations instead of merely choosing where eCommerce belongs in the company. Presenting yourself to retailers as a single unified company, setting shared goals across teams, and using AI to automate tasks like forecasting and content creation are essential. Lauren also highlights the need for clean, standardized data and advises HR leaders to prepare the next generation of digital talent. These shifts position businesses to adapt quickly and thrive. 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.

    38 min

  4. SEP 18

    Leveraging TikTok Shops for Omnichannel Growth With Jana Weinstein

    Jana Weinstein is the Director of Social Commerce and Affiliate Strategy at Blue Wheel Media, an omnichannel marketing and operational agency, where she leads influencer, creator, and affiliate strategies across managed programs and creator-led initiatives. As a sales and growth leader, she specializes in TikTok Shop, business development, go-to-market strategies, and full-funnel social commerce performance. Before Blue Wheel, Jana was part of the founding team of TikTok Shop, where she launched the partner ecosystem and built enterprise agency partnerships. She also served as the Director of Partnerships for TikTok Shop at Pattern®.  In this episode… While many brands recognize TikTok Shop's potential to boost sales and discoverability, they often hesitate to get started on the platform. Concerns about content creation, budget limits, and measuring results can make it difficult to identify a starting point. How can brands start and scale on TikTok Shop? According to social commerce expert Jana Weinstein, TikTok Shop is worth the investment. She advises brands to begin by building an authentic, organic presence through simple, consistent content to train the platform's algorithm. Paid media can boost visibility while affiliate programs generate revenue, provided brands cultivate strong creator relationships and gamify engagement. Achieving growth on TikTok requires an intentional long-term strategy rather than a quick viral hit. 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.

    34 min

  5. SEP 11

    Gen AI's Impact on ROI for Businesses and Agencies With Udayan Bose

    Udayan Bose is the Founder and CEO of NetElixir, a digital marketing agency designed to help the growth of eCommerce businesses, B2B companies, and retail brands through strategic solutions and an AI-powered platform. Udayan is also the Co-founder of The Udaan Trust, a nonprofit foundation of NetElixir that supports underprivileged young women in India to pursue their education goals and build successful careers. In this episode… AI is transforming the way businesses operate, but the question remains: How can AI create measurable value instead of being just another buzzword? As industries experiment with generative tools, the stakes are high for brands trying to keep up with rapid technological shifts. What does it take to integrate AI responsibly to drive growth and innovation? Digital marketer and AI researcher Udayan Bose says companies must rethink how AI fits into core strategies rather than treating it as an add-on. They can leverage machine learning and generative models to identify high-value customers, streamline complex workflows, and uncover new opportunities for revenue growth. The advantage comes from reinvesting efficiency gains into new roles, experimentation, and innovation. When paired with a human-centered, responsible approach, AI can reshape industries. 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.

    36 min

  6. SEP 4

    A Deep Dive on Microsoft Copilot and Productivity With Will Nelson - Part 2

    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 waste time in meetings, scatter knowledge across various tools, and engage in repetitive administrative tasks. Employees often feel bogged down by minutiae rather than focusing on high-value work that drives impact. How can integrating AI into daily office applications reduce inefficiency, free up human creativity, and improve team productivity? Microsoft Copilot embeds AI directly into familiar tools like Word and Teams. The technology includes meeting transcription, automated agendas, real-time translations, and post-meeting recaps that free teams from administrative burdens. AI integrator Will Nelson recommends using AI to clarify acronyms, generate podcasts from transcripts, and role-play for interviews or presentation prep. By leveraging AI as a facilitator rather than a replacement, businesses can focus on mission-critical work rather than minutiae.  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.

    46 min

  7. AUG 28

    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

  8. AUG 21

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

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