Field Notes from Real Work6 July 202611 min read

I Wear Many Hats. The Trick Is Knowing Which One I Am Wearing.

Multi-role work is not about becoming five people at once. It is about finding the decision in front of you, choosing the right perspective, and building enough structure to move on without leaving chaos behind.

On paper, my work can look a little confused.

One moment I am managing a project.

Then I am analysing a business process.

Then I am discussing Jira data, supplier rates, CAPEX and OPEX rules, APIs, capacity forecasts, SharePoint structures, or why a number in a dashboard cannot be trusted.

At some point, someone could reasonably ask:

What exactly is your job?

Fair question.

The honest answer is that I wear many hats.

Project Manager.

Business Analyst.

Delivery Manager.

Solution Designer.

Automation Lead.

Sometimes a little financial controller.

Occasionally the person asking the inconvenient question nobody wanted to stop and answer.

This sounds flexible.

But flexibility without structure is just a polite way of describing chaos.

So the real question is not how many hats I wear.

The real question is how I stop them from becoming a pile on the floor.

I did not set out to collect roles

The hats appeared because the work required them.

A project problem would arrive looking like a project management problem.

Then I would stop and look at it.

The schedule was wrong because the capacity data was weak.

The capacity data was weak because the source information was maintained manually.

The manual process existed because the systems were disconnected.

The systems were disconnected because nobody had defined the business rules clearly enough to automate them.

And suddenly the project management problem was also a business analysis problem, a data problem, a process problem, and a solution design problem.

This happened repeatedly.

A cost calculation was not only a financial calculation.

Someone first had to understand how supplier rates worked.

How SLA work should be classified.

How Jira tickets connected to epics.

What should happen when a mapping was missing.

Which identifier was actually unique.

What the system should do when the source data was wrong.

The calculation was usually the easy part.

The difficult part was understanding what the calculation was supposed to mean.

That is where the hats started to multiply.

The problem is not having many hats

The problem is wearing all of them at the same time.

This is where multi-role work starts to break.

You are discussing a business need, but already designing the solution.

You are designing the solution, but also worrying about the delivery deadline.

You are reviewing the delivery deadline while mentally calculating the budget impact.

Someone asks a simple question.

You give a seventeen-minute answer.

Everyone regrets the meeting.

Understandable, but not useful.

I had to learn that each role looks at the same problem differently.

The Project Manager asks:

What has to happen next?

The Business Analyst asks:

What are we actually trying to change?

The Solution Designer asks:

How should the parts connect?

The Delivery Manager asks:

Can this survive reality?

The Automation Lead asks:

Which repetitive work should the system do instead?

The financial view asks:

What will this cost, and can we explain why?

These are different questions.

The mistake is answering all of them before deciding which one matters now.

So I manage the hats through decision points

I do not start by asking:

Which role am I today?

I start with:

What decision are we trying to make?

That usually makes the right hat obvious.

If the problem is unclear, I am doing business analysis.

If the problem is understood but the operating model is weak, I am doing solution design.

If the solution exists but the work cannot move through people, systems, dependencies, and deadlines, I am managing delivery.

If people are repeating the same manual analysis every month, I am looking for automation.

If management has data but still cannot make a decision, I am working on decision support.

This sounds basic.

It is basic.

But basic does not mean easy.

Many organisations lose enormous amounts of time because everyone starts solving before they agree on the question.

The tool gets selected before the process is understood.

The dashboard gets built before the metric is defined.

The automation starts before the exceptions are mapped.

The project plan appears before anyone checks whether the source data can support it.

This feels like progress.

In practice, it creates expensive movement.

I look for the common thread

The hats are different.

The logic underneath them is not.

Most of my work follows the same pattern:

Understand the operational problem.

Define the business rules.

Find the fragmented data.

Connect the relevant systems.

Automate the repetitive analysis.

Create visibility.

Keep the human decision where it belongs.

That pattern has appeared in very different areas.

Project forecasting.

Capacity planning.

CAPEX and OPEX calculations.

Jira delivery analysis.

Governance workflows.

Microsoft 365 solutions.

CRM transformation.

AI-supported documentation.

Management reporting.

Different tools.

Different stakeholders.

Different problems on the surface.

But underneath, the same question keeps appearing:

How do we turn messy operational reality into something that can be understood, controlled, and acted on?

That is the actual work.

I use systems because memory is a terrible operating model

Another reason I can manage several hats is that I do not try to keep everything in my head.

At least, not anymore.

The brain is very good at connecting ideas.

It is less impressive as a project database.

So I try to move recurring logic into systems.

Business rules should be written down.

Mappings should be explicit.

Exceptions should have categories.

Decisions should have owners.

Data should come from the source where possible.

Reporting should not depend on somebody remembering which Excel file was updated last Tuesday.

This is not administration for its own sake.

It is how I create enough mental space to switch roles without losing the work.

Good structure is a handrail.

It does not do the walking for me.

But it stops me falling down the stairs every time I move from project delivery to cost analysis and back again.

I also know when to take a hat off

This may be the most important part.

Wearing many hats can easily become a bad habit.

You become the person who understands the whole chain, so every problem comes back to you.

At first, this feels useful.

Then you realise you have accidentally become an integration layer with a calendar.

That is not scalable.

So part of managing multiple roles is recognising when the work needs to leave my head.

A rule should become documentation.

A repeated calculation should become automation.

A decision should have a clear owner.

A process should not require me to explain it from the beginning every time.

A dashboard should answer the recurring question without another meeting.

The goal is not to make myself necessary everywhere.

The goal is to build enough structure that the work does not collapse when I change hats.

The hats are not the story

For a long time, I could have described my work as managing many projects across many areas.

That would be true.

It would also miss the point.

The stronger pattern is that I often work in the space between roles.

Between management and technology.

Between business requirements and delivery.

Between operational data and financial meaning.

Between a process people follow manually and a system that can support it properly.

That space is messy.

Ownership is often unclear.

The data is rarely ready.

The process usually makes sense only to the people who have been doing it for years.

And everyone is busy.

That is exactly why I like the work.

Because before something can be automated, forecast, governed, reported, or improved, somebody has to stop and understand what is actually happening.

That is where I usually start.

So yes, I wear many hats.

But I do not manage them by trying to become five people at once.

I manage them by finding the decision in front of me, choosing the right perspective, and giving the work enough structure that I can move to the next problem without leaving chaos behind.

The point is not to wear more hats.

The point is to know why you are wearing the one you have on now.

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Written by Kristóf Frey

Kristóf Frey writes about delivery, Product Ownership, business analysis, and practical digital operations.

For consulting enquiries, visit Frey Consulting.