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August 20, 2025 46 mins

How can businesses stay competitive in an AI-driven world? In this episode of Shift and Thrive, Cheryl Jordan-Aguilera joins host Natalie Nathanson to share lessons from her 25-year career in sales and strategy, highlighting the power of collaboration, cultural fit, and consultative selling. She reflects on building scalable growth at GutCheck, navigating M&A challenges, and leading at Official AI, where ethical AI use and internal alignment drive success.


Takeaways:

  • It’s not enough to hire people with the right technical skills; you also need individuals who align with your team’s values and mission. Cultural fit drives engagement, collaboration, and long-term success. 
  • Clear roles, shared playbooks, and consistent communication between sales, marketing, and account management help eliminate friction. When teams understand how their work connects and supports one another, they deliver a better customer experience.
  • Whether launching a product or navigating an acquisition, involving marketing and GTM leaders from the start avoids costly misalignment. Early inclusion leads to stronger internal advocacy and smoother execution.
  • High-pressure, transactional sales tactics are outdated and often ineffective. Instead, train teams to be consultative and focused on listening, understanding client challenges, and solving problems. This approach builds trust and long-term relationships over short-term wins.
  • Platforms like Slack and Notion that utilize aspects of AI help teams collaborate quickly and transparently, replacing outdated email chains and meetings. AI isn’t just a tech tool; it’s becoming essential for efficiency and staying competitive.
  • As AI use grows, so do risks around consent, transparency, and digital identity management. Respect for users and their data must be non-negotiable.


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This show is sponsored by Magnetude Consulting, bringing you the thinking-Power of a Growth Consultancy and the Getting-It-Done Power of a full-service B2B Marketing Agency. 

Learn more at: https://www.magnetudeconsulting.com 

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