Connect To Market

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...

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 in...

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,...

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 tradit...

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....

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 ja...

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 th...

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. Valeri...

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...

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 feedb...

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 th...

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 alignme...

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 cr...

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, emphas...

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-drive...

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 te...

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 re...

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....

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 internat...

How can a customer-first mindset and AI-driven insight transform founder-led growth? In this episode of Connect To Market, host Casey Cheshire welcomes Yogesh Mehra, Chief Marketing Officer at Neu, to dive into the power of connecting with customers more deeply than traditional marketing tactics often allow. Yogesh shares why many growth challenges are actually rooted in a lack of customer underst...

How can marketers engage buyers earlier, create value through benchmarking, and build smarter strategies that drive real B2B results? In this episode of Connect To Market, host Casey Cheshire welcomes Michael Phelan, Principal and Founder at Go-to-Market Pros and a leading B2B marketing strategist, to explore how early buyer engagement and actionable benchmarking can transform the impact of modern...

How can marketers harness AI to boost productivity and innovation without losing the human expertise that drives real results? In this episode of Connect To Market, host Casey Cheshire welcomes Keven Ellison, Vice President of Marketing at A.I.S., to explore how AI is transforming marketing, content creation, and business systems while still honoring the experience and strategy that drive real res...

How can embracing AI elevate your marketing without losing the fundamentals? In this episode of Connect To Market , host Casey Cheshire welcomes Nick Talbert, VP of Growth & Marketing at BRIA.AI, to explore how AI can transform marketing execution while still honoring the core principles that drive real results. Nick discusses the paradox of automation and why technology doesn’t remove bottlen...

How can mapping the buyer journey strengthen your market connection? In this episode of Connect To Market, host Casey Cheshire welcomes Cody Frew, VP of Marketing at CareCloud, to unpack how buyer journey mapping can transform B2B marketing strategy. Cody shares how clearly defining your ICP and buyer personas (and mapping their goals, actions, and questions across each stage) creates a powerful f...

How can prioritizing customer understanding reshape your B2B marketing approach? In this episode of Connect To Market , host Casey Cheshire welcomes Eric Bogard, Fractional Marketing Leader to High Growth Saas B2B, to dive into the power of understanding your users more deeply than traditional marketing tactics often allow. Eric shares why many marketing challenges are actually rooted in a lack of...