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When should I hire someone?

When you have consistent work you cannot deliver, the money to pay for help through a slow patch, and a written description of the job.

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Business owners, freelancers, and anyone learning the fundamentals of sales, marketing, and running a business.

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When you have consistent work you cannot deliver, the money to pay for help through a slow patch, and a written description of the job.

The order matters. Hiring before there is a documented process usually means paying someone to watch you work.

Before hiring, exhaust two cheaper options. Can the work be removed entirely? Can it be handled by a contractor or a tool for a fraction of the cost and commitment?

If a hire is right, write the role down first: what they own, what they decide without asking, what they escalate, and what good looks like at 90 days. The Role and Responsibility Worksheet covers this.

Employment carries obligations that vary a great deal by location — contracts, tax, insurance, entitlements, and the distinction between an employee and a contractor. Get advice before you commit.

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Employment law, tax obligations, and the distinction between employees and contractors vary significantly by location, and misclassification can carry serious penalties. Get qualified legal and accounting advice before hiring or engaging contractors.

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