Connect To Market

Ringmaster

A movement of B2B marketers who realize direct connection with buyers is the foundation of all growth.

  1. Scott Brinker: Product Marketing, AEO & Control of the Customer’s Journey - Episode #34

    3D AGO

    Scott Brinker: Product Marketing, AEO & Control of the Customer’s Journey - Episode #34

    How can mastering MarTech unlock customer connection and marketing success in the age of AI? In this episode of Connect To Market, host Casey Cheshire welcomes Scott Brinker, Martech Analyst and Advisor at ChiefMartec, to explore how marketing is evolving in a technology-driven world. Scott shares how prioritizing direct customer engagement, maintaining brand integrity, and delivering exceptional experiences provides a foundation for more effective, human-centered marketing. He explores how AI is reshaping consumer behavior, why traditional marketing principles remain important, and how marketing leaders can balance technology with human connection. From leveraging customer advocacy to ethical considerations in algorithmic pricing, Scott breaks down actionable strategies for creating loyal audiences, building trust, and driving meaningful impact. He also reflects on his journey in MarTech and how it informs his approach to marketing leadership. In this episode, we cover: Why customer interaction is essential for modern marketingHow AI is transforming marketing strategies and consumer expectationsPractical strategies for fostering customer loyalty and advocacyEthical considerations in AI-driven marketing and algorithmic pricingIf you’re a marketing leader looking to thrive in a fast-paced digital landscape while keeping human connection at the center, Scott’s approach offers a clear roadmap for building more strategic, customer-focused, and impactful marketing. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Scott: LinkedIn: https://www.linkedin.com/in/sjbrinker/Chief Martec: chiefmartec.comWays to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    48 min
  2. Emily Ward: Identifying Pain Points, Standing Out & Super Bowl Ads - Episode #33

    FEB 5

    Emily Ward: Identifying Pain Points, Standing Out & Super Bowl Ads - Episode #33

    How can marketers build stronger connections by truly listening to their customers? In this episode of Connect To Market, host Casey Cheshire sits down with Emily Ward, Vice President of Marketing at Maxwell, to explore why direct customer conversations are still one of the most powerful tools in a marketer’s toolkit. Emily shares how common obstacles like egocentric thinking, fear of honest feedback, and internal gatekeeping can prevent teams from deeply understanding their audience and how to break through them. She unpacks practical ways to get closer to customers, from partnering with customer success teams to leveraging events, outreach, and qualitative feedback to uncover real pain points. Emily also reflects on her marketing origin story, the importance of differentiating yourself in a crowded market, and how emerging technologies like AI are reshaping SEO, inbound tracking, and the future of marketing. Throughout the conversation, she offers grounded advice for leaders who want to adapt, learn faster, and continuously refine their strategies based on what customers actually need. In this episode, we cover: Why talking directly to customers is essential for effective marketingHow to overcome internal gatekeeping and fear of customer feedbackPractical methods for uncovering deeper customer pain pointsHow AI and emerging technologies are influencing modern marketing strategiesIf you’re a marketing leader looking to build more authentic connections and create strategies rooted in real customer insight, Emily’s perspective offers clear, actionable guidance for staying relevant and effective in an evolving landscape. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Emily: LinkedIn: https://www.linkedin.com/in/emily-ward-marketing-vp/ Maxwell: https://himaxwell.com/ TikTok: https://tiktok.com/@emilyward011  Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    48 min
  3. Tim Lozier: Making Controlled Mistakes and Breaking the Marketing Mold - Episode #32

    JAN 29

    Tim Lozier: Making Controlled Mistakes and Breaking the Marketing Mold - Episode #32

    How can strategic storytelling help marketers stand out in an AI-driven world? In this episode of Connect To Market, host Casey Cheshire sits down with Tim Lozier, Owner of Big Breakthrough Marketing, to explore how shifting the focus from company-centric messaging to the buyer’s story creates clearer, more effective marketing. Tim shares why the most impactful content starts with understanding the real questions buyers are asking- and how AI can be used as a tool to surface those insights, not replace human judgment. He breaks down the role of long-form, evergreen content in building trust and authority, alongside the importance of short, digestible formats that meet audiences where they are. From prioritizing clarity over jargon and frameworks over features to encouraging a culture of smart experimentation, Tim offers practical guidance for modern marketing leaders navigating an increasingly noisy landscape. He also reflects on his own path into marketing and the lessons that shaped his leadership philosophy. In this episode, we cover: Why telling the buyer’s story is more powerful than promoting the companyHow AI can help uncover the questions buyers are truly askingThe role of long-form, evergreen content alongside short, digestible formatsWhy clarity, frameworks, and authentic helpfulness drive standout marketingIf you’re a marketing leader looking to create content that cuts through the noise and truly serves your audience, Tim’s insights provide a thoughtful framework for building trust, relevance, and impact in today’s AI-driven discovery world. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Tim: LinkedIn: https://www.linkedin.com/in/timlozier/  Big Breakthrough: https://big-breakthrough.com/  TOTData: https://www.totdata.com/  Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    36 min
  4. Chris Silvestri: Internal Alignment, Customer Insights & Positioning Frameworks - Episode #31

    JAN 22

    Chris Silvestri: Internal Alignment, Customer Insights & Positioning Frameworks - Episode #31

    How can mastering market messaging   unlock founder-led growth in B2B SaaS? In this episode of Connect To Market, host Casey Cheshire welcomes Chris Silvestri, Founder & Chief Conversion Copywriter at Conversion Alchemy, to unpack how achieving message-market fit can transform B2B marketing effectiveness. Chris shares how deeply understanding your market through research, internal team alignment, and competitive analysis creates a strong foundation for smarter strategy and more impactful messaging.   He explores why many marketing challenges stem from unclear positioning, and how asking the right questions, analyzing competitors, and understanding customer psychology brings clarity, focus, and stronger collaboration across teams. From balancing AI-assisted copywriting with human-driven creativity to refining messaging strategies based on market insights, Chris breaks down practical approaches for building differentiated, resonant market communication. He also discusses how his journey into copywriting and everyday experiences shaped his approach to marketing and leadership. In this episode, we cover: Why understanding your market is essential for effective messagingHow internal alignment and competitive analysis drive team successThe role of AI personas and human-driven copywriting in crafting messagingPractical steps to differentiate your offerings and refine your value propositionIf you’re a marketing leader or founder looking to connect more deeply with your market and customers, Chris’s approach offers a clear roadmap to building a more strategic, human-centered, and effective messaging strategy. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Chris: LinkedIn: https://www.linkedin.com/in/christophersilvestri/  Conversional Alchemy: https://conversionalchemy.net/ Message-Market Fit Podcast: https://christophersilvestri.com/podcast/ Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    47 min
  5. David Schnepp: Knowing Your Market, Embracing Curiosity & Building Effective Teams - Episode #30

    JAN 15

    David Schnepp: Knowing Your Market, Embracing Curiosity & Building Effective Teams - Episode #30

    How can deep market knowledge help your team win in B2B SaaS marketing? In this episode of Connect To Market, host Casey Cheshire welcomes David Schnepp, VP of Marketing at Virdee, to unpack how truly understanding your market can transform B2B marketing effectiveness. David shares how continuously learning about industry trends, listening to customer needs, and fostering company-wide expertise creates a strong foundation for smarter strategy and more impactful campaigns. He explores why many marketing challenges stem from a lack of market understanding, and how investing in learning, curiosity, and knowledge sharing brings clarity, focus, and stronger collaboration across teams. From innovative marketing strategies like direct mail to the importance of soft skills and emotional intelligence, David breaks down practical approaches for building a knowledgeable, adaptable, and successful team. He also discusses how everyday experiences, learning from failures, and company culture shape more effective leadership. In this episode, we cover: Why truly understanding your market is essential for effective marketingHow continuous learning and knowledge sharing drive team successThe value of curiosity, emotional intelligence, and soft skills in leadershipInnovative strategies and learning from everyday experiencesIf you’re a marketing leader looking to connect more deeply with your market and customers, David’s approach offers a clear roadmap to building a more strategic, human-centered, and knowledgeable marketing organization. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with David: LinkedIn: https://www.linkedin.com/in/davidschnepp/  Virdee: https://virdee.io/company/contact/  Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    51 min
  6. Jennifer Cortez: Ditch Dinosaur Marketing, Leverage AI & Build Buyer Trust - Episode #29

    JAN 8

    Jennifer Cortez: Ditch Dinosaur Marketing, Leverage AI & Build Buyer Trust - Episode #29

    How can marketers break old habits and innovate to create meaningful B2B buyer experiences? In this episode of Connect To Market, host Casey Cheshire sits down with Jennifer Cortez, Chief Marketing Officer of Alkami Technology, to explore how innovative marketing strategies can create real value and move beyond outdated practices. Jennifer shares her perspectives as a SaaS marketing expert, emphasizing the importance of personalized approaches, a culture of experimentation, and leveraging data and AI for smarter decision-making. Jennifer provides practical insights on rethinking traditional marketing tools, crafting content that resonates, and embracing the evolving buyer’s journey. She discusses the significance of mentorship, taking calculated risks, and fostering a marketing culture that continuously innovates. Through real-world examples, Jennifer highlights how leaders can create meaningful buyer experiences while staying ahead of the curve in an increasingly competitive market. In this episode, we cover: Why marketing the way you want to be marketed to leads to stronger buyer connectionsHow to balance personalization, content strategy, and data-driven decision-makingThe role of AI and innovation in shaping the future of B2B marketingWhy embracing change, mentorship, and risk-taking is critical for growthIf you’re a marketing leader looking to break away from “dinosaur” practices, elevate your strategies, and create experiences that truly engage buyers, Jennifer’s insights provide an actionable roadmap for modern marketing success. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Jennifer: LinkedIn: https://www.linkedin.com/in/jenniferncortez/  Alkami Technology: https://www.alkami.com/ Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    37 min
  7. RE-AIR Megan Ward: Power of Observation in the Era of AI - Episode #28

    12/30/2025

    RE-AIR Megan Ward: Power of Observation in the Era of AI - Episode #28

    What does it take for marketers to truly connect with their audience and harness AI for impactful strategies? In this episode of Connect to Market, host Casey Cheshire welcomes Megan Ward, SVP of Marketing and Product Management at 360Factors. Megan offers a thoughtful and tactical breakdown of how marketers can deepen their understanding of target audiences by engaging directly and using AI-driven insights. She shares why marketing leaders must spend time with “real people” to uncover authentic needs, the importance of attending industry events for firsthand market observation, and how AI analysis of call recordings can reveal key customer questions and concerns. Megan also reflects on her career journey and the lessons that helped her overcome limiting beliefs. Throughout the conversation, Megan highlights actionable insights on connecting with customers, harnessing AI for smarter marketing, and documenting knowledge to empower teams. In this episode, we cover: The importance of engaging directly with your target marketUsing AI to analyze customer interactions and extract insightsThe future of AI in marketing: digital agents and personalized toolsThe critical role of documenting and sharing knowledge within teamsIf you're looking to build deeper market connections and integrate AI thoughtfully into your marketing, Megan’s insights provide a practical guide for leaders ready to innovate and lead with empathy. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Megan: LinkedIn: https://www.linkedin.com/in/radiantmegan/Substack: https://substack.com/@meganward989011 360factors: https://www.360factors.com/  Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    48 min
  8. Casey Cheshire: Expressing Excess Gratitude - Episode #27

    12/25/2025

    Casey Cheshire: Expressing Excess Gratitude - Episode #27

    What happens when we slow down and lead with gratitude in a fast-moving, pressure-filled marketing world? In this special holiday episode of Connect To Market, host Casey Cheshire goes solo to reflect on the power of gratitude and why expressing it, openly and excessively, matters more than ever. Without a guest, Casey shares a heartfelt message of thanks to listeners, fellow marketers, and the team behind the show, creating space for presence, appreciation, and connection during the holiday season. Casey explores how gratitude can shift perspective, ease anxiety, and reduce fear and frustration, especially during moments of uncertainty or burnout. Drawing inspiration from voices like Jay Shetty, Robert Holden, and Gertrude Stein, he highlights how gratitude fosters abundance, peace, and a deeper sense of awareness in both work and life. This episode serves as a reminder that gratitude isn’t passive, it’s a practice that can transform how we show up for ourselves and others. In this episode, we cover: Why gratitude is a powerful tool for reducing anxiety and stressHow expressing appreciation creates presence, peace, and perspectiveQuotes and reflections that reframe gratitude as an active practiceWhy now is the perfect time to pause, reflect, and say thank youIf you’re closing out the year feeling stretched, reflective, or hopeful for what’s ahead, this episode offers a meaningful pause, and an invitation to carry gratitude with you into the new year. 🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market. Connect with Casey: LinkedIn: https://www.linkedin.com/in/caseycheshire/ Ringmaster: ringmaster.com Ways to Tune In: Spotify: https://open.spotify.com/show/01kCcPP1ib9MSE9aNb5SQa Apple Podcasts: https://podcasts.apple.com/podcast/connect-to-market/id1822777920 Amazon Music: https://music.amazon.com/podcasts/b5c3fb03-482f-4496-bcd0-82c1d66fed3d iHeart Radio: https://iheart.com/podcast/282837141/ Podchaser: https://www.podchaser.com/podcasts/connect-to-market-6138391 YouTube: https://www.youtube.com/playlist?list=PLP_sn6_Cwun_qxaOz94Epgf6zdqeTFjJV Connect To Market is produced and sponsored by Ringmaster, on a mission to create connections through branded podcasts. Learn more at https://ringmaster.com/

    8 min

Ratings & Reviews

5
out of 5
4 Ratings

About

A movement of B2B marketers who realize direct connection with buyers is the foundation of all growth.