Three Things I Look for When Hiring

Commercial awareness, communication, and lived experience — not years on a CV. Three things that matter when hiring, and why perspective is the one that compounds.

Three Things I Look for When Hiring
Photo by Aaron Burden / Unsplash

I have spent much of my career hiring, managing, and leading teams. Recently someone asked me a simple question: what three things do you actually look for in a hire?

The answer is straightforward. Not a competency framework. Not a list of qualifications. Three things.


Editor's note — where this sits

This piece sits in the Flywheel layer of the Idea to Value system — the layer concerned with the compounding practices that build lasting capability. Lived experience is one of them. It accumulates in ways that qualifications and job titles cannot replicate — and it shapes judgment, creativity, and adaptability in ways that compound over a career.

The Idea to Value system — five layers

The mapDirection & orientationWhere we're going and where we are
The physicsHow ideas move to valueThe gap, the cost, the runway, the learning
The wiringCommunication & meaningHow clarity moves between people
The engineCreativity & climateThe conditions that let good work happen
The flywheelHabits & compounding practiceSmall actions that build lasting capabilityThis article
Explore the full Idea to Value system →

Why perspective matters more than years on a CV

The three things I look for are commercial awareness, communication, and experience. Not in that order of importance — experience is last on the list but first in my mind.

Commercial awareness.

People should understand why a company exists, how it operates, and why it needs to make money. They should see how their role contributes to the whole system – and how taking ideas and turning them into value is the primary goal.

The goal is not to reshape the business around personal preferences — it is to help the business thrive and make it better. Without revenue, little else happens for long. Someone who genuinely understands this treats investment, time, and effort differently from someone who treats the business as a backdrop to their own career. Commercial awareness is essential.


Communication.

Someone can be technically brilliant and still create significant friction if they cannot listen, explain, or adapt to different communication styles.

Most problems in organisations are communication problems. Hiring someone who cannot communicate is hiring future friction — and it compounds. The more senior the role, the more expensive that friction becomes.


Experience.

This is where I diverge from most hiring conversations. When I say experience, I do not mean years on a CV or time in a particular role. I mean lived experience — the kind that accumulates from genuinely varied encounters with the world.

There is a difference between someone who has spent ten years genuinely developing and someone who has repeated the same year ten times. Both have a decade of employment. Only one has a decade of experience. I have met many people with long CVs who have encountered very little.

Contrast that with someone who has travelled and had their assumptions overturned, tried to start a business and failed, volunteered their time for something that mattered to them, raised children, worked across several industries, spoken at a conference, organised a community, gone through a difficult season and come out the other side.

These are experiences. They build empathy, judgment, and adaptability. They create people who see problems in multiple dimensions rather than one.

Experience compounds. Someone who has genuinely sought out varied encounters with the world brings a frame of reference no job description can cultivate. They are more likely to notice patterns others miss, more likely to bring unexpected solutions, and more likely to appreciate that other people's perspectives are valid rather than inconvenient.


When I hire, I hire the person first. Some level of competence for the role is necessary — I am not romantic about this. But I will take a curious, broad, experienced person with a shorter relevant CV over a narrow specialist who has spent a decade doing the same thing, almost every time.

Roles change. Skills are learnable. Perspective compounds — and it is very hard to teach.


From the Cultivated library — take this further

The wiring

Communication Superpower

162-page workbook · PDF download

Communication is the second of the three things this essay looks for when hiring — and the one most likely to determine whether talent translates into contribution. The workbook builds it systematically.

£21.99

Get the workbook →
The flywheel

What Commercial Awareness Actually Means

Essay · Free to read

The first of the three things this essay values when hiring. A deeper look at what commercial awareness is, why it is so rare, and what it looks like in practice across different roles.

Free to read

Read the essay →