Hiring Your First Team

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When to Hire and When to Contract

The True Cost of Your First Hire

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A first hire is often described as buying more hands, but what you are really buying is a permanent claim on your cash, your attention, and your flexibility. This lesson lays out the full cost so the decision is made with open eyes.

Beyond the Salary Line

The visible salary is the smallest honest number. On top sit employment taxes and benefits, equipment and software seats, and in many places statutory obligations that vary by jurisdiction, which is why local professional advice matters before you commit. As a rough planning posture, assume the real annual cost lands meaningfully above the stated salary, and check what the multiplier looks like where you operate.

The Founder Time Tax

Every early employee consumes founder hours: hiring them, onboarding them, answering their questions, reviewing their work, and giving feedback. For the first months, a new hire often makes the team slower before it makes it faster. Budget your own calendar the way you budget cash,.

Flexibility Is a Cost Too

Payroll converts your runway into a countdown that ticks whether or not revenue arrives, and reducing a team is slow, painful, and reputation-shaping in ways canceling a contract is not. A hypothetical startup with fourteen months of runway that adds two salaried hires may quietly become a startup with eight, which changes every strategic option it has.

Action Step

Before pursuing any hire, write a one-page cost memo: estimated full annual cost using a conservative multiplier over salary, the founder hours per week the role will need for its first quarter, and the new runway number if you proceed. Decide only after the memo exists.

Educational content only — not legal, financial, or individualized business advice, and no funding, hiring, or revenue outcome is promised. Every example is hypothetical; adapt the frameworks to your own situation.

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