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

by Casey Cheshire | February 19, 2026 | Connect to Market

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...

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

by Casey Cheshire | February 12, 2026 | Connect to Market

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...

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

by Casey Cheshire | February 5, 2026 | Connect to Market

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...

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

by Casey Cheshire | January 29, 2026 | Connect to Market

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...

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

by Casey Cheshire | January 22, 2026 | Connect to Market

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...

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

by Casey Cheshire | January 15, 2026 | Connect to Market

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...

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

by Casey Cheshire | January 8, 2026 | Connect to Market

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...

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

by Casey Cheshire | December 30, 2025 | Connect to Market

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...

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

by Casey Cheshire | December 18, 2025 | Connect to Market

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...