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Your Playbooks: What’s Broken?

Your Playbooks: What’s Broken?

by Carla A. Fleming | Feb 8, 2026 | Agentic, AI, Business Strategy, CEO, Customer Success, Growth, Product Marketing, Sales, Sales Playbook

You’re a Startup CEO looking to get Series B/C funding. However, your sales team just missed its quarterly revenue target. You suspect it could be your playbook. How are you going to pivot from a broken playbook to one that works before your board meeting? The Painful...
Why Your Customers Stop Buying

Why Your Customers Stop Buying

by Carla A. Fleming | Feb 1, 2026 | Agentic, Agents, AI, Business Strategy, CMO, Growth, Sales Playbook, Software

The Painful Present: Your product roadmap is on track. Customer satisfaction scores are solid. Your existing clients love what you have built, and your sales team is doing everything right, but the close rate keeps dropping. But new deals have slowed down to a crawl,...
Your Sales Playbook is Stuck in Your Head?

Your Sales Playbook is Stuck in Your Head?

by Carla A. Fleming | Jan 26, 2026 | Agentic, Agents, AI, CEO, Sales, Sales Playbook, Strategy

The Painful Present: Your top sales rep just lost to a competitor with an inferior product. The prospect’s feedback? “They were clearer about how they solve our problem.” You’ve invested in AI tools to scale your messaging, but...
Mastering the Silent B2B Deal Pause

Mastering the Silent B2B Deal Pause

by Carla A. Fleming | Aug 17, 2025 | AI, Business Strategy, CMO, Growth, Personalization, Sales

Did you know that almost 40% of B2B deals don’t close, as noted in the Challenger’s B2B Buyer Study? According to Gartner, 60% of deals lost are due to non-decisions. I believe forward-leaning CMOs must have a data insights strategy that separates...
Decoding the B2B Complex Buyer Journey

Decoding the B2B Complex Buyer Journey

by Carla A. Fleming | Aug 11, 2025 | AI, Business Strategy, CEO, CMO, Growth, Personalization, Sales

B2B software firms are grappling with slower sales. Customers worry about making the wrong decision. I believe CMOs must build a data strategy to decode the B2B buying journey, creating a competitive advantage in the AI era. McKinsey notes gradual data collection can...
Feeling Stuck with Your AI Storytelling?

Feeling Stuck with Your AI Storytelling?

by Carla A. Fleming | Jul 27, 2025 | AI, Business Strategy, CEO, Customer Success, Growth, Product Management, Product Marketing, Sales

Are you feeling stuck with your AI storytelling as a founder, entrepreneur, business owner, CEO, product marketing, or product leader? Does any of this sound familiar? 📍 Customers struggle to understand the value of your product’s AI features. 📍 CRO complains that the...
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Recent Posts

  • Sales Playbooks: Intelligence and Business Feedback
  • Your Playbooks: What’s Broken?
  • Why Your Customers Stop Buying
  • Your Sales Playbook is Stuck in Your Head?
  • Leadership Lessons from Lou Gerstner
  • Your Misalignment Can Cost You A Market
  • Why Do Your Best Customers See Three Different Companies?
  • Everyone Agrees on the ICP, Nothing Changes
  • The Hidden Cost of Misalignment: B2B Companies Lose $1.5M in Revenue
  • Breaking the ‘We’ll Think About It’ Cycle: Revenue Transformation

Recent Blog Posts

  • Sales Playbooks: Intelligence and Business Feedback
  • Your Playbooks: What’s Broken?
  • Why Your Customers Stop Buying
  • Your Sales Playbook is Stuck in Your Head?
  • Leadership Lessons from Lou Gerstner

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