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The First Ten Hires Playbook Your first hires decide the rest. Don't make them by accident.

You went solo on purpose. Then something works, and one day you cannot do the next thing alone. This guide is for that moment: decide the role, price it, run a process that predicts, and get the first ninety days right.

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// THE PROBLEM

The most important decisions get the least process.

There is a pressing need, someone reasonable appears, the conversation goes well, and an offer follows. Nobody wrote down what the role was for. Nobody agreed what a no would look like. Nobody priced it in the thing you are actually short of. And the first few people are a large fraction of whatever surrounds you. A strong one compounds. A weak one fills a seat you needed, eats your attention and lowers the bar for every decision after.

// SIX REASONS THE FIRST FEW DECIDE THE REST

None of them is "people are our greatest asset".

Each one is a large fraction of the whole

There is no surrounding mass to absorb a poor fit. Everything is felt, and mostly by you. Hiring habits copied from a corporate job assume a culture that does the correcting. Here you are the correcting mechanism.

They set the bar

Excellent people recommend excellent people. Whoever you bring in helps you judge the next one and shows daily what passes. You will see it in the quality of your tenth, and you will not be able to trace it back.

A weak addition costs far more than the pay

The money is the smallest part. The rest is your attention, work redone, months lost before you accept what you already knew, and the cost of unwinding it.

The order decides what you can do

More building capacity when nobody knows the product buys capability you cannot use. The right question is the one thing most limiting you, and often the answer is not a person.

It tests whether you can let go

Many people say they want help, then keep the decisions and rebuild the work. A capable person sees it within weeks and starts looking elsewhere.

They become your reputation

What the first few say about working with you becomes how people see you. A good experience is a recruiting engine. A bad one is a headwind you cannot outspend.

02 THE GUIDE 22 PAGES · 5 PARTS · 3 CHECKLISTS

Help without undoing the model.

Not a call to build a team. A way to know exactly what is blocking you, price it in months, prefer the reversible option, write down what good looks like, and move fast once you have decided.

// WHAT'S INSIDE

Five parts, in order.

Part One · Why the first few decide the rest

Six mechanisms that only work at this size, and the honest limit: you will get one of the first few wrong. The goal is a decent hit rate and a fast, humane correction.

Part Two · Decide before you open anything

Hire against the constraint, not the wish list. Price it in months of runway. Choose contractor or committed on purpose. Write the ninety day outcome. Agree the bar first.

Part Three · Run a process that predicts

A paid work sample, the same questions for everyone, references that include people not on the list, a fast process, honest selling and a second view.

Part Four · After the yes

The first two weeks, the ninety day document as the spine, early feedback in both directions, acting quickly when it is not working, and noticing when you need someone to coordinate.

Part Five · The checklists

Before you open the role, running the process, and the first ninety days. Each line is a box you either can or cannot tick. If you cannot, that is your next task.

Part Five · The mistakes to avoid

Nine ways a first hire goes wrong, from adding the wish rather than the constraint to waiting when it is not working. All of them are failures of definition and nerve.

// YOUR FIRST WEEK
1 Name the one constraint

Write down the single thing most limiting you this quarter, not the ten things you would like to improve. Then ask what removes it. A tool, a process change, a contractor for six weeks or your own time may do it before a person does.

2 Price it in months

Ask how many months of runway this removes, and whether the person can plausibly produce something worth that much time inside the runway that remains. It kills the hire whose real contribution arrives in year two.

3 Write the ninety day outcome

What will exist, what will be different, what they own. If you cannot write it, you are not ready to bring anyone in. You are ready to think about what you need.

WHO IT'S FOR
This is for you if
  • You run a business alone, it works, and you are about to need a hand with something you cannot do alone.
  • You want to bring someone in without giving away ownership you built this model to protect.
  • You would rather spend a morning deciding than a year undoing.
  • You want a method you can tick through, not a pep talk.
Skip it if
  • You want to be told to hire. The guide says when it makes sense and when it does not.
  • You are trying to build a team because it feels like progress.
  • You want to pay in equity to avoid spending money. The guide calls that a mistake.
  • You want hiring practices copied from a corporate job. They assume a culture that is not there.
// THE POINT

Solo is a business model. It was never a personality.

Refuse all help on principle and you become the constraint on your own business. Give a third of it to the first plausible person and you undo the thing that made this work. The middle is unglamorous: know what is blocking you, write down what good looks like, and move fast once you have decided.

04 WRITTEN BY
Luis Gonçalves
THE DARK ENTREPRENEUR

Luis Gonçalves

The Dark Entrepreneur

Twenty years in digital product development. Led the agile transformation at Nokia. Teaches at Porto Business School. Has spent the last decade working with founders across Saudi Arabia, Portugal, Brazil, and the broader emerging-market startup ecosystem.

He calls himself the Dark Entrepreneur because he believes the founder world is allergic to honesty. No success theater. No highlight reels. Just the real work that has to happen.

?QUESTIONS
Is this telling me to build a team?
No. It is the guide for the moment you genuinely cannot do the next thing alone. Often the answer to the constraint is not a person at all, and the guide treats that as a legitimate outcome.
Does bringing someone in mean giving away equity?
No. You can pay contractors, freelancers or a fractional specialist without changing who owns anything. Equity is a separate, much larger decision, and needing a hand is not by itself a reason to make it.
Contractor or committed person?
For most first needs a contractor is right, and it is reversible. A committed person is right when the work is continuous and the context takes months to build. Do not default to the second because it feels more serious.
What if I get one wrong?
You will get one of the first few wrong. Nobody's process is good enough at this size. The realistic goal is a decent hit rate and a fast, humane correction when it goes wrong.
What is the most common mistake?
Not writing the ninety day outcome. Without it there is no shared expectation, no basis for onboarding and no honest first review, just a growing sense that it is not working.
What does it cost?
Nothing. Enter your name and email, and the PDF is yours to keep.

Bring someone in. Don't undo what you built.

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