ShipleywinsLessons from the Win Room

LESSONS FROM THE WIN ROOM | CHRIS ESSEX

Your biggest deals need more than a good proposal.

What does it really take to win a multimillion-dollar deal?

Chris Essex has spent more than 20 years in sales leadership, helping technology and cybersecurity businesses build teams, improve their sales processes and scale.

In this episode, he joins Sam Singh to discuss why the RFP is only the beginning, how to recognise the deals worth pursuing, and why the right relationships can make all the difference.

Sam Singh, Managing Partner at Shipleywins and host of Lessons from the Win Room

Hosted bySam SinghManaging Partner, Shipleywins

Portrait of Chris Essex

The guest

Chris Essex

Consulting GTM Partner · Shipleywins

Chris Essex is a sales and go-to-market leader with more than 20 years of experience, including 15 years specialising in cybersecurity. He's worked with technology businesses at different stages of growth, helping them build commercial teams, establish repeatable sales processes and compete for major enterprise deals. With experience scaling private equity-backed businesses, Chris brings a practical perspective on leadership, training and what it takes to turn ambitious growth plans into results.

LinkedIn profile

Exclusive video moment

A moment from the Win Room

01
Watch the clip

Chris Essex · Exclusive featured moment

Ever spent months chasing a deal that was never going to close?

Some of the most painful sales losses aren't the deals you lose to a competitor. They're the opportunities that simply go silent.

Chris explains why understanding who's really making the decision, and whether the business is genuinely in a position to buy, can save an enormous amount of wasted time and effort.

Watch the full conversation

Five lessons from the Win Room

Five lessons from Chris Essex

The full conversation

Better preparation. Better conversations. Better chances of winning.

From the deals that go silent to the ones worth bringing your entire leadership team into, Chris Essex shares what he's learned about winning complex business. Watch the full conversation with Sam Singh.

Get in touch

Book a chat with Sam.

Fancy coming on the podcast, or want to talk about training for your team? Drop Sam a line and he'll come straight back to you.

Subscribe

More lessons from the Win Room.

Real conversations with the people who've been there, made the decisions and learned what it takes to win. Get the latest episodes and practical lessons delivered to your inbox.