Hiring is one of the scariest decisions a service business owner faces. Hire too early and you'll drain your cash. Hire too late and you'll burn out, lose customers, and cap your growth. Here's how to know when the time is right.
If any of these sound familiar, you probably should have hired yesterday:
"I waited way too long to make my first hire. I was so burned out that I almost quit the business entirely. Once I hired someone, I wondered why I hadn't done it a year earlier." — Dave M., Oakwood Tree Service
Here's a simple formula: you're ready to hire when you're consistently turning away enough work to cover the new employee's fully loaded cost (salary + taxes + insurance + equipment) with margin to spare.
As a rule of thumb, a new field employee should generate 2.5-3x their total cost in revenue. If you're turning away $8,000/month in work and a new hire costs $3,500/month fully loaded, the math works.
Many owners start with subcontractors to test the waters. This can work, but consider the tradeoffs:
If you're planning to grow beyond yourself, employees are usually the better long-term investment.
The best hires rarely come from job boards. Try these sources:
A bad onboarding experience leads to quick turnover. Before your new hire starts:
Hiring feels risky, but staying a one-person operation is riskier. You can't grow, you can't take time off, and one injury puts you out of business. Take the leap when the numbers support it, and invest in making that first hire successful. Need help managing a growing team? Try Biddesk free for 14 days.

Founder of BidDesk
Kegan built BidDesk to solve the operational challenges he saw firsthand in the field service industry. He writes about business growth, operations, and technology for tree and landscaping professionals.
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