by Carla A. Fleming | Feb 16, 2026 | Alignment, CEO, CMO, Growth, Product Marketing, Sales, Sales Playbook
Over the past few weeks, I’ve been writing about what sales playbooks reveal when they stop working. The myths we believe about touchpoints, engagement scores, personas, and scaling. But Here’s What I Really Want to Know From You: When you built your sales... 
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... 
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... 
by Carla A. Fleming | May 5, 2025 | AI, Business Strategy, Customer Success, Growth, Personalization, Product Marketing, Sales, Strategy
During my MIT No-Code AI course, I was exposed to various data types, ranging from structured data, which is organized data that’s searchable, to unstructured data that isn’t searchable and predefined. We can use these different data types to change how we... 
by Carla A. Fleming | Sep 26, 2024 | Customer Success, Personalization, Product Marketing
We need more explorers. Firms are expressing two different types of responses to AI. One is banning it outright, and the other is leaning into AI hard. For Product Marketing organizations, we need to embrace it and partner with Product Management on discovery to... 
by Carla A. Fleming | Jun 17, 2024 | Business Strategy, Disruption, Product Marketing, The New CEO
As a marketing leader who considers what customer-market alignment will look like with Gen Z as they come online as employees, I believe business-to-business firms must adopt personalization to capture this next generation of buyers. Born between 1997 and 2012, Gen Z...
