Why “Good” Sales Teams Still Lose Enterprise Deals
B2B Sales TrendsMay 21, 202600:43:04

Why “Good” Sales Teams Still Lose Enterprise Deals

Complex B2B sales are not won by scripts, CRMs, or luck. They are won by sales leaders who understand stakeholder management, relationship selling, enterprise sales strategy, and how decisions really get made inside large organizations.

In this episode of the B2B Sales Trends Podcast, Harry sits down with Stuart Green, SVP and GM at Veradigm, to unpack the realities behind modern b2b selling. They explore how elite sales professionals navigate complex buying groups, use AI in sales without replacing human judgment, and build long term customer trust that drives real commercial outcomes. This episode is for anyone in sales leadership, account based selling, enterprise sales, or modern go to market strategy.

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⏱️ Timestamps:
00:00 – Why complex B2B sales are rarely “easy wins”
04:12 – Stakeholder management and target account selling strategies
09:06 – The hidden complexity behind enterprise sales strategy
14:42 – Customer driven demand vs transactional b2b selling
22:33 – How AI in sales and sales technology should support thinking
33:00 – The mindset elite sales leadership teams use to win complex deals

In this episode, you’ll learn:
• Why relationship selling still matters in modern B2B sales
• How elite sellers navigate hidden decision makers in enterprise deals
• Where sales technology and AI help sales teams perform better
• The mindset shifts required for high performance sales leadership

👤 About Guest
Stuart Green is SVP and GM at Veradigm. Known for his experience leading enterprise commercial teams and navigating highly complex sales environments, Stuart helps organizations improve strategic selling, customer alignment, and long-term account growth across large multinational markets.
Connect with Stuart Green on LinkedIn: https://www.linkedin.com/in/stuartgreen22/

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🔗 Explore more at https://globalperformancegroup.com/

📘 Get the 26 Sales Trends for 2026 report:
👉 https://globalperformancegroup.com/26-sales-trends/

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