Top Sales Enablement Challenges: How To Overcome Them With Field-Tested Recommendations

This is the first title of the Project Moneyball series. This book is designed for anyone involved in the selling process—whether you're in Marketing, Sales, Operations, Product, Support, Executive Management, or Enablement teams. It addresses the fifteen most significant challenges reported by GTM leaders and Sales Enablement Practitioners that directly impact business operations. With practical recommendations, tips, and best practices, you'll be equipped to overcome these hurdles and positively influence your revenue growth.
Packed with insights, this book saves you time and effort typically spent searching for online resources by offering clear, actionable guidance on redefining responsibilities, optimizing resources, and aligning your strategic plans. Drawing on conversations with industry leaders and fifteen years of hands-on experience with top SaaS companies such as Winn.ai, Gong, WalkMe, Rapyd, Imperva, and more, this book presents a powerful framework for building an efficient, effective Sales Enablement system.
Perfect for CEOs, CROs, and CSOs who need a multiplier by their side but aren't sure where to begin, it offers solutions for leaders whose time is limited and who can't afford to navigate countless online resources. It also serves those who recognize that traditional sales training and enablement models no longer fit today’s fast-paced, resource-constrained environments—especially in startups with rapid GTM dynamics.
You'll also discover how to apply a Moneyball approach to sales enablement, adopting a Revenue Intelligence mindset that delivers faster, more efficient, and replicable success. The book fosters collaboration between Sales and its key stakeholders, enabling alignment and maximizing results.
Whether you're new to GTM or Sales Enablement, a junior enabler, or a seasoned leader, this book provides valuable insights that can elevate your role, unlock new career opportunities, and enhance your business impact. It’s a must-read for novice practitioners and experienced leaders alike, offering a fresh perspective on thriving in today’s sales landscape.