Back to Blog Business Growth

When to Hire Your Next Employee

KM
Kegan Mills
Jan 8, 2026 · 5 min read
Hiring employees

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.

The Warning Signs You've Waited Too Long

If any of these sound familiar, you probably should have hired yesterday:

  • You're turning down jobs because you can't fit them in
  • Your response time to new leads has slipped past 24 hours
  • You're working 60+ hour weeks consistently
  • Quality is slipping because you're rushing through jobs
  • You haven't taken a day off in months
"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

The Financial Threshold

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.

Your First Hire: Employee vs. Subcontractor

Many owners start with subcontractors to test the waters. This can work, but consider the tradeoffs:

  • Subcontractors: Lower commitment, but less control over quality and schedule
  • Employees: More overhead, but you build a reliable team and company culture

If you're planning to grow beyond yourself, employees are usually the better long-term investment.

Where to Find Good People

The best hires rarely come from job boards. Try these sources:

  • Referrals from your existing network and customers
  • Local trade schools and community colleges
  • Social media posts showcasing your company culture
  • Industry-specific job boards and Facebook groups

Setting Your New Hire Up for Success

A bad onboarding experience leads to quick turnover. Before your new hire starts:

  • Create a simple training checklist covering safety, procedures, and expectations
  • Pair them with your most experienced crew member for the first two weeks
  • Set clear 30/60/90 day goals
  • Schedule weekly check-ins for the first three months

Don't Let Fear Hold You Back

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.

Kegan Mills

Kegan Mills

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.

Related Articles

Ready to grow your business?

Try Biddesk free for 14 days. No credit card required.

Start Your Free Trial