A Southeast Asia leader got promoted to lead the Pacific and the majority of his large, stalled deals closed by year-end.
It was a Tuesday afternoon when his WhatsApp message came in:
“Venkat, we have plenty of pipeline. Plenty of large deals. What we can’t do is predict, forecast, or close them.”
We were on a call within the hour.
And here’s where I did something that surprised him.
I didn’t ask to see the deals.
I asked to see the people progressing them.
Because after hundreds of Fortune 500 engagements, I’ve learned one thing with near certainty:
Pipeline problems are rarely pipeline problems. They’re people problems wearing a pipeline mask.
So instead of auditing opportunities, we audited capability.
We used the live deals on the table as a diagnostic lens.
Each opportunity revealed something: the quality of thinking behind it, the depth of engagement, and the true competence of the people serving those customers.
What the deals exposed, the risks confirmed. What the risks confirmed gave us a precise roadmap.
→ We built mitigation plans together.
→ We empowered the team to move with greater clarity and confidence.
By year-end, the majority of those large deals had crossed the line.
And the leader who sent that WhatsApp message? He’s now leading the Pacific.
The lesson I took away:
Deal management alone will never be enough.
The real leverage sits at the intersection of people management, process management, and opportunity management – a pincer approach that makes you both precise and scalable.
So when your pipeline isn’t closing, stop asking: “What’s wrong with our deals?”
Start asking: “What do our deals tell us about our people?”
The answer might just change where you sit next year.
Organizations hire us to help build their next generation of leaders, double or triple their large deals, and build a significant pipeline to secure their future.
These include Microsoft, SAP, Salesforce, EY, KPMG, PwC, Tata and Workday.
And if you’re skeptical, good. You should be.
So here’s your next step: test drive it.
→ Visit my LinkedIn profile & click on Send Message.
→ Send me one question about your pipeline or your people.
→ I’ll send you a 60-second video with a fresh, actionable perspective.
No catch. Absolutely confidential.
Just a straight answer from 20 years of work and $3B+ in pipeline built across the world’s leading organisations.
***
If this was helpful,
1.Subscribe to the CxO Sales Playbook
Every week, I share 1 actionable tip to get your sales teams to over deliver and quickly move deals over the line even in a slow economy.
2.Take Our Deal Review Quiz
Drawing from our work with multiple Fortune 500 clients, It’ll give you the exact probability of winning your deal & highlight specific areas of risk and concern – in under 90 seconds.
3.Review Our Clients & Case Studies
We’ve coached the sales teams of Fortune 500 & 100 companies such as Microsoft, SAP and Google.
Next Step
Subscribe to the CXO Sales Playbook Newsletter.
Every Friday morning, I’ll email you 1 actionable tip to get your sales teams to overdeliver. (other benefits include a big bonus and company-wide recognition :).
Join The Tribe





