All Episodes

Displaying 1 - 20 of 45 in total

#43

Max Maurier: Essential Marketing Adaptation Skills in the AI Age - Episode #43

How can marketers stay adaptable, leverage AI effectively, and earn a true seat at the table?In this episode of Connect To Market, host Casey Cheshire welcomes Max Maurier, VP of Marketing at Absolute Security, to explore why adaptability is the most critical skill for modern marketing teams. Max shares how marketing is uniquely positioned to pivot faster than other functions, and why leaders must continuously evolve their strategy, channel mix, and team capabilities in response to shifting buyer behavior, company priorities, and emerging technology.He dives into the importance of aligning deeply with company-wide goals (not just reacting to sales requests), and how strong analytics and system fundamentals can help marketers build credibility and trust at the executive level. From rethinking event-heavy strategies to creating a more balanced, targeted digital approach, Max outlines what it takes to operate as a truly strategic marketing function. He also unpacks practical AI use cases, like account research and planning, while emphasizing the need to keep humans in the loop to avoid low-quality, “AI slop” outputs.In this episode, we cover:Why adaptability, not rigid planning, is the key to modern marketing successHow to align marketing with broader business objectives to increase impact and influencePractical ways to apply AI across marketing teams without over-relying on itHow to use data, analytics, and systems to earn trust and a seat at the executive tableIf you're a marketing leader looking to stay ahead of constant change, better integrate AI, and elevate your role within the organization, Max’s insights will challenge how you think about strategy, execution, and leadership.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Max:LinkedIn: https://www.linkedin.com/in/maxmaurier/ Absolute Security: absolute.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/ 
#42

Alex Schutte: 6 Ways To  Drive Revenue & Earn Executive Trust - Episode #42

What if the fastest way to improve your marketing performance isn’t better messaging but better data?In this episode of Connect To Market, host Casey Cheshire welcomes Alex Schutte, Senior Vice President of Marketing at Hubstaff, to explore how marketers can connect to their market by prioritizing data clarity before refining messaging. Alex explains why many B2B teams struggle with alignment and trust due to inconsistent definitions and fragmented reporting, and how fixing these foundational issues can unlock stronger decision making and revenue impact. He shares why marketers who lead with data, not just campaigns, are better positioned to earn executive trust and drive meaningful growth.He breaks down how leaders can move from disconnected metrics to a unified, revenue driven strategy by standardizing key definitions across the funnel, building a centralized executive dashboard, and adopting a bow tie growth model that captures the full customer lifecycle. From analyzing top customers and segmenting effectively to operationalizing LTV and aligning spend accordingly, Alex outlines practical ways to turn data into a strategic advantage. He also touches on forecasting, attribution realities, and how to lead teams with clear expectations and unbiased insights.In this episode, we cover:Why data clarity is the foundation for effective go to market strategyHow to standardize definitions and build a single source of truthUsing a bow tie model to understand growth across the full customer lifecycleAligning marketing efforts to revenue and using LTV to guide smarter decisionsIf you’re a marketing leader looking to improve performance, strengthen alignment, and build credibility with executives, Alex’s approach offers a clear roadmap for turning better data into better business outcomes.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Alex:LinkedIn: https://www.linkedin.com/in/alexschutte/  Hubstaff: https://hubstaff.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/ 
#41

Melissa Moody: Concentric Circles, Empowering Teams & Customer Success as Marketing - Episode #41

What if your most powerful growth strategy isn’t reaching more people, but starting with the ones closest to you?In this episode of Connect To Market, host Casey Cheshire welcomes Melissa Moody, Founder of Wednesday Women and Host of the Joy of Connecting podcast, to explore how brands can drive growth by returning to authentic human relationships. Melissa introduces her “concentric circles of influence” framework, a practical approach to prioritizing the people closest to your business first, employees, leaders, and internal advocates, before expanding outward to investors, partners, customers, and ultimately the broader market. She explains why starting from the inside out creates stronger alignment, clearer storytelling, and more effective market engagement.She breaks down how organizations can activate employees as brand storytellers, align incentives with investors and advisors to unlock opportunities, and build strategic partnerships as a scalable growth lever. Melissa also highlights the importance of customer success as a marketing function, emphasizing customer-driven content over feature-heavy messaging. From prioritizing inner circles in small teams to maintaining brand consistency at scale, she outlines a more human, relationship-first approach to modern go-to-market strategy.In this episode, we cover:Why human connection outperforms automation in today’s noisy marketing landscapeUnderstanding and applying the concentric circles of influence frameworkEnabling employees and internal stakeholders as authentic brand advocatesLeveraging partnerships and customer success as powerful growth driversIf you’re a marketing leader looking to build stronger relationships, create more authentic engagement, and scale your impact from the inside out, Melissa’s framework offers a clear and actionable path to connecting with your market in a more meaningful way.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Melissa:LinkedIn: https://www.linkedin.com/in/melissammoody/  Wednesday Women: wednesdaywomen.org Joy of Connecting Podcast: https://www.joyofconnect.ing/ Sign up for Alaska Salt Company's email list: https://alaskasaltco.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/ 
#40

Ian Dowe: Building a Solid Foundation, Embracing Creativity & Data-Driven Decisions - Episode #40

How can B2B SaaS companies build a strong go-to-market foundation and turn their website into a true driver of pipeline?In this episode of Connect To Market, host Casey Cheshire welcomes Ian Dowe, Senior Vice President Marketing at HealthAxis, to explore how marketers can connect to their market through a deeply data-driven foundation. Ian explains why understanding your total addressable market, identifying active buyers, defining ICPs and personas, and mapping solutions to real pain points must come before any campaign execution. He shares how gaps in this foundation often stem from organizational maturity and why early success can create false confidence as markets inevitably shift.He breaks down how leaders can build from the ground up by aligning product to buyer needs using frameworks like the KANO model, then layering in narrative, brand, and go-to-market strategy. From structuring MarTech stacks and internal processes to defining product marketing roadmaps and revenue metrics, Ian outlines a practical, step-by-step approach to building a scalable marketing engine. He also reframes creativity as strategic problem-solving and challenges teams to rethink websites as buyer enablement platforms that educate and qualify prospects deeper in the funnel.In this episode, we cover:Why a strong data-driven foundation is critical before executing marketing campaignsAligning product, messaging, and GTM strategy using buyer needs and the KANO modelReframing websites as buyer enablement platforms that drive deeper funnel engagementBuilding scalable marketing systems across MarTech, processes, and revenue metricsIf you’re a marketing leader looking to strengthen your GTM foundation while turning your website into a true growth engine, Ian’s approach offers a clear roadmap for building, scaling, and adapting in an ever-changing B2B landscape.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Ian Dowe:LinkedIn: https://www.linkedin.com/in/ian-dowe/  Health Axis Group: healthaxis.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/ 
#39

Bill Kenney: Trade Show Masterclass - Episode #39

How can booth design and messaging transform your trade show results?In this special episode of Connect To Market, I sat down with Bill Kenney, Founder & Client Advocate of MEET. Bill brings his wealth of knowledge on booth strategy and lead generation, offering practical insights that help businesses turn trade show floors into high-performing sales opportunities.Bill breaks down why traditional booth setups often fall short and how a customer-centric approach makes all the difference. He shares how focusing on pain-point-driven messaging, like asking direct, relatable questions, can immediately attract qualified prospects. Bill also emphasizes the importance of keeping booth designs clean and simple, ditching cluttered text and irrelevant graphics for bold headlines that speak to real customer needs. Plus, he explains how to train your team for short, high-impact conversations and collect the right data for post-show follow-up.In this episode, we cover:Why customer-focused booth messaging outperforms company-centric designsThe power of short, strategic conversations over lengthy sales pitchesWhy cluttered booths and generic giveaways can hurt your brand presenceBill’s framework for turning trade shows into high-performing lead gen channelsIf you’re ready to transform your trade show booth into a lead-generating powerhouse, this episode is packed with actionable insights you won’t want to miss!🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Bill:LinkedIn: https://www.linkedin.com/in/bkenney/  MEET Company website: https://meetroi.com/ Blog: https://meetroi.com/blogs/  Belly 2 Belly Podcast: http://meetroi.com/podcast/  Softland Partners Company website: https://softlandpartners.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/ 
#38

Angela Earl: Honest Conversations, Moving Feedback Through Teams & Using Real Signals - Episode #38

How can marketers better connect with their market when customer insights are often filtered, polished, or stuck in silos?In this episode of Connect To Market, host Casey Cheshire welcomes B2B GTM Leader Angela Earl to explore how organizations can strengthen their connection to customers by listening more closely- not just to feedback, but to the real conversations happening across their teams. Angela explains why the most valuable insights often emerge when things aren’t going well, and why leaders must create an environment where honesty and vulnerability are encouraged so teams feel comfortable sharing what they’re truly hearing from customers.She shares why building a shared understanding of the customer across go-to-market teams is critical, and how marketers can capture real signals such as objections, friction points, and recurring questions through tools like call transcripts and systems like Salesforce or HubSpot. Angela also emphasizes the importance of establishing a regular cadence to review feedback and ensure insights move across teams rather than getting lost in isolated systems. From using AI to accelerate research to validating insights through real conversations, she outlines practical ways leaders can stay close to the voice of the customer.In this episode, we cover:Why real conversations often reveal more than polished customer feedbackBuilding a shared understanding of the customer across go-to-market teamsCapturing and sharing real customer signals through tools and systemsCreating a regular feedback cadence to prevent insights from getting stuck in silosIf you’re a marketing leader looking to strengthen alignment across teams while staying closer to the voice of the customer, Angela’s approach offers practical ways to turn everyday conversations into meaningful market insight.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Angela:LinkedIn: https://www.linkedin.com/in/angelanearl/  Book: https://a.co/d/1oth0TT 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

Valerie Zargarpur: Crafting Brand Stories & Cybersecurity Differentiation - Episode #37

How can B2B brands win discovery, trust, and positioning when most cybersecurity messaging blends together?In this episode of Connect To Market, host Casey Cheshire welcomes Valerie Zargarpur, Head of Marketing at Monad, to explore how marketers can connect to their market through brand story rather than just visual identity. Valerie explains why B2B, especially cybersecurity, often relies on jargon and executive-focused messaging, even though day-to-day users champion products. She shares why focusing on real customer insights and validated use cases can help brands stand out and build trust in a crowded market.She breaks down how leaders can move from generic messaging to earning understanding by listening to customers, reviewing sales conversations for themes, challenging assumptions about the ideal customer profile, and positioning around use cases that resonate. From creating cohesive go-to-market narratives to leveraging origin stories for brand personality, Valerie outlines practical ways to differentiate and connect with audiences. She also reflects on iterative testing of messaging and applying B2C lessons in niche B2B contexts.In this episode, we cover:Why B2B and cybersecurity brands often blend in and how storytelling can differentiate themBuilding a cohesive narrative from customer insights and validated use casesLeveraging origin stories to create brand personality and emotional connectionIterative testing of messaging to ensure clarity, simplicity, and resonanceIf you’re a marketing leader looking to break through the noise while building deeper market trust, Valerie’s approach offers a clear roadmap for sharpening positioning, increasing credibility, and connecting with real users through authentic brand story.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Valerie:LinkedIn: https://www.linkedin.com/in/valerie-zargarpur/  Monad: https://www.monad.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

John Rougeux: Category Strategy, Inflection Points & Executive Alignment - Episode #36

How can marketers escape the tactics trap and build category strategy that actually connects to the market?In this episode of Connect To Market, host Casey Cheshire welcomes John Rougeux, Founder of Flag & Frontier, to unpack why marketers are often set up for failure when they’re handed KPIs without influence over strategy. John argues that real market connection starts with understanding the category, buyer environment, and problem maturity - not chasing isolated tactics. Using a race car analogy, he explains why fundamentals matter more than surface-level optimization and how marketing becomes powerful when it shapes direction, not just execution.John outlines three core pillars: first, aligning on the real problem and who it’s for by talking directly to customers; second, assessing the maturity of that problem to determine whether to create a category, carve out a niche in a mature market, or reinforce leadership like Salesforce; and third, distilling strategy into a clear narrative that aligns internal teams and guides external messaging. Drawing a parallel to a trial lawyer’s structured argument, he explains how strong strategy blends logic and emotion to move markets. He also shares lessons from his path from finance to performance marketing to advising companies at strategic inflection points, including examples like how Zoom reinvigorated a crowded space.In this episode, we cover:Why marketers get trapped in tactics without strategic influenceHow to define the right problem through customer conversationsHow category maturity shapes whether you evangelize, niche down, or leadWhy strategy must be distilled into a narrative that aligns teams and drives growthIf you’re a marketing leader navigating crowded markets, executive misalignment, or a major inflection point, John’s framework offers a practical roadmap for moving from activity to alignment and from tactics to true category strategy.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with John:LinkedIn: https://www.linkedin.com/in/johnbrougeux/  Flag and Frontier: flagandfrontier.com  Substack: https://substack.com/@johnrougeux 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/ 
#35

Valerie Riley: Optimizing GEO, Earning Trust & Challenger Brands - Episode #35

How can challenger brands win discovery, trust, and positioning as generative AI reshapes how buyers find and evaluate solutions?In this episode of Connect To Market, host Casey Cheshire welcomes Valerie Riley, Vice President of Marketing & Strategy at Unbounce and Co-Host of the Closing Time podcast, to explore how generative engine optimization (GEO) is transforming modern marketing. Valerie explains why GEO is emerging as a defining 2026 trend and how it shifts discovery from traditional search rankings to AI-generated recommendations. She shares why this shift can favor focused challenger brands over large incumbents that have historically dominated through budget and content scale.She breaks down how marketers can move from buying attention to earning understanding by sharpening positioning, embracing specificity, and creating content that educates rather than shouts. From building credibility through transparent comparisons to activating authentic B2B influencer relationships, Valerie outlines practical ways to increase trust and relevance in AI-driven discovery. She also reflects on internal AI adoption, top-down leadership support, and the discipline required to focus strategy when resources are limited. In this episode, we cover:Why GEO is reshaping discovery and favoring challenger brandsHow specificity and niche positioning improve AI visibilityPractical strategies for trust-building through education and comparisonsThe role of influencer marketing and internal AI adoption in accelerating growth If you’re a marketing leader looking to compete in an AI-powered landscape while building deeper market trust, Valerie’s approach offers a clear roadmap for sharpening positioning, increasing credibility, and winning in generative search.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Valerie:LinkedIn: https://www.linkedin.com/in/valerie-riley-marketer/  Unbounce: https://unbounce.com/  Closing Time Podcast: https://www.insightly.com/closing-time/ 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/ 
#34

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/ 
#33

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/ 
#32

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/ 
#31

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/ 
#30

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/ 
#29

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/ 
#28

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/ 
#27

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/ 
#26

Sarah McNabb: Community as a Growth Engine, The Role of Empathy & Building Resilience - Episode #26

What does it really take to turn community into a powerful, long-term growth engine in an increasingly automated marketing world?In this episode of Connect To Market, host Casey Cheshire sits down with Sarah McNabb, Chief Marketing Officer at GigaStar, to explore how community-driven strategies fuel sustainable marketing growth, particularly within fintech and emerging technology spaces. Sarah reframes community not as a one-off tactic, but as a core business strategy rooted in trust, advocacy, and human connection.Sarah shares practical insights on defining community, building engaged and supportive spaces, and maintaining authenticity as AI becomes more embedded in marketing and customer experiences. She discusses the importance of empathy in customer interactions, managing communication overload, and how platforms like Discord are evolving to support diverse, purpose-driven communities. Through real-world examples, Sarah highlights how strong communities create resilience, deepen brand loyalty, and empower marketers to stay connected and informed.In this episode, we cover:Why community should be treated as a foundational marketing strategyHow authentic human engagement builds trust, loyalty, and advocacyThe role of empathy in customer experience and community leadershipHow to balance AI-driven efficiency with meaningful human interactionIf you’re a marketing leader looking to create deeper connections, strengthen brand resilience, and drive growth through community, Sarah’s insights offer a clear and actionable path forward.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Sarah:LinkedIn: https://www.linkedin.com/in/sarahmcnabb/   Twitter: https://x.com/SarahMcNabb2016 GigaStar: gigastar.io/ 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/ 
#25

Beth Magee: Human Connection, Communication Fundamentals & Buyer Understanding - Episode #25

What does it really take to build authentic, human-centered relationships in a B2B world driven by metrics and automation?In this episode of Connect To Market, host Casey Cheshire sits down with Beth Magee, VP of Marketing at GSI, to explore the power of authenticity in B2B marketing. Beth challenges the traditional view of buyers as transactions, emphasizing instead that buyers are people first. Drawing from her recent learning with the Arbinger Institute, she unpacks what it truly means to adopt a human-centric mindset in business.Beth shares practical strategies for building genuine connections, communicating with intention, and fostering deeper alignment between teams and clients. Through real-world examples and personal reflections, she explains how curiosity, empathy, and understanding personal context can reshape organizational culture and elevate professional relationships. Beth discusses how leaders can shift toward a more empathetic, people-first approach that strengthens both external partnerships and internal team dynamics.In this episode, we cover:Why treating buyers as people, not objects, drives stronger B2B relationshipsHow curiosity and personal context improve communication and trustPractical techniques for building genuine, lasting professional connectionsThe role of networking in growth, challenge, and long-term successIf you're a business or marketing leader looking to build more authentic, human-centered relationships that drive both connection and results, Beth’s insights will inspire a more empathetic and impactful approach to growth.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Beth:LinkedIn: https://www.linkedin.com/in/bethlmagee/  GSI, Inc: https://www.getgsi.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/ 
#24

Andy Dé: Building Trusted Advisors, Cold Outreach & Discovering Ikigai - Episode #24

How can purpose-driven marketing and AI-powered personalization transform the way brands connect with customers?In this episode of Connect To Market, host Casey Cheshire welcomes Andy Dé, Chief Marketing Officer at Lightbeam Health Solutions, to explore how understanding customer challenges and leading with value can turn marketers from vendors into trusted advisors. A three-time CMO and internationally recognized thought leader in AI for healthcare and life sciences, Andy shares how meaningful connection starts with truly listening to the customer.He dives into how AI can be leveraged for personalized outreach without crossing into invasiveness, and why value-based, consultative selling is essential in today’s digital-first world. Drawing from both his professional journey and personal experiences, Andy discusses how aligning marketing strategy with customer needs,  and a purpose bigger than oneself,  leads to deeper trust and stronger results. He also reflects on the evolution of marketing, continuous learning, and how finding your “why” shapes long-term success.In this episode, we cover:Why understanding customer challenges is the foundation of effective marketingHow to use AI for personalization without losing trustWhy value-based, consultative selling outperforms transactional marketingHow purpose, resilience, and continuous learning shape impactful leadershipIf you're a marketing leader looking to build stronger, more authentic customer relationships while responsibly leveraging AI, Andy’s insights will inspire a more meaningful, value-driven approach to growth.🔔 Don’t forget to subscribe and hit the notification bell so you never miss an episode of Connect To Market.Connect with Andy:LinkedIn: https://www.linkedin.com/in/andyde/  Personal Website: andyde.com Lightbeam Health Solutions: https://lightbeamhealth.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/ 
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