Connect To Market

Connect To Market

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

Episodes

February 5, 2026 47 mins

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 gatekeepi...

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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...

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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 ana...

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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 foundati...

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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Officer of Alkami Technology, to explore how innovative marketing strategies can create real value and move beyond outdated practices.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 per...

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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 w...

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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, cre...

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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 o...

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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 le...

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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 ...

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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 understanding, and how founder...

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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 marketing. Michael challen...

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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 results. Keven discusses t...

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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 bottlenecks but simply moves them. ...

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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 foundation for more effe...

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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 user insight, and how e...

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How can deep customer understanding drive more effective B2B marketing strategies?

In this episode of Connect To Market, host Casey Cheshire welcomes Greg Perotto, VP of Global Marketing at Poggio to explore the power of deep customer understanding in shaping successful B2B go-to-market efforts. Greg emphasizes the critical need to move beyond surface-level personas and truly understand customer needs, priorities, and chall...

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How can marketers ensure their brand remains visible in an AI-dominated digital landscape?


In this episode of Connect To Market, host Casey Cheshire welcomes David Reske, Founder and CEO of Nowspeed to explore how artificial intelligence is transforming the way companies achieve visibility and connect with customers. David emphasizes the urgency for marketers to adapt to AI technologies, especially large language models...

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How can marketers master urgency to accelerate growth and boost sales performance?


In this episode of Connect to Market, host Casey Cheshire welcomes Steve Kahan, Marketing Advisor at Insight Partners and bestselling author, to uncover the key to creating urgency in modern marketing. Drawing from his latest book, Steve shares proven strategies to spark action in potential customers and drive real business results.


Th...

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How can marketers harness AI to create personalized, scalable, and effective marketing strategies?


In this episode of Connect to Market, host Casey Cheshire welcomes Mike Montague, Founder of Avenue9 and Host of Human-First AI Marketing Podcast, to explore how AI-driven marketing can unlock new levels of connection and efficiency. The conversation dives into how storytelling, audience understanding, and AI tools come to...

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