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Mid-season in the landscaping business brings intensity: long days, full schedules, and the mounting pressure to keep everything on track. This is also when your crew may begin to feel the wear and tear. You might see signs of burnout, slipping standards, or communication breakdowns.

But this stretch of the season can be more than just a test of endurance. It’s a smart time to strengthen your team, realign expectations, and create momentum that will carry you confidently through the second half of the year. At The Green Executive®, we coach landscape business owners through this exact phase, helping them finish the season strong, profitable, and with a more cohesive crew.

 

Check In with Your Team

A mid-season check-in doesn’t have to be formal or complicated, but it should be intentional. Set aside time to ask how things are really going in the field. Use this as a chance to listen, gather feedback, and spot issues early.

Ask questions like:

• What’s working well for you right now?

• Where are you feeling stretched too thin?

• Is there anything slowing you down during the day?

Sometimes a small operational tweak, such as rearranging crew pairings or adjusting dispatch routines, can make a huge difference.

 

Show Appreciation for Their Hard Work

When people are hot, tired, and halfway through a grueling season, recognition matters. It’s not about grand gestures, it’s about acknowledging effort and being intentional with praise.

You can:

• Highlight weekly wins during team rollouts.

• Buy the crew lunch after a high-revenue week.

• Call out employees who consistently show up and go the extra mile.

That moment of recognition might be what keeps someone from burning out.

 

Refocus on Job Costing and Production

Don’t wait until fall to find out your profit margins have disappeared. Mid-season is the time to pull reports and assess how your numbers are tracking.

Review:

• Job costing reports to compare estimated vs. actual labor hours.

• Profit margins on top revenue-generating services.

• Time tracking logs for signs of inefficiency or scope creep.

If you’re using LMN or QuickBooks Online, this data is at your fingertips. Use it to make proactive decisions—not just to fix issues, but to prevent them from repeating.

Click here to register for a FREE LMN Account or here to sign-up for QuickBooks Online. And if you need support, just book a consultation!

 

Refresh Skills with Short Training Sessions

Your team is in the field every day, but that doesn’t mean they’ve mastered every task. Mid-season is a great time to sharpen skills with quick, focused training.

Consider training on:

• Pruning, trimming, or edging techniques

• Efficient loading and unloading of trailers

• Handling customer interactions professionally

• Equipment safety and basic troubleshooting

Short refreshers (even 15 minutes) show your commitment to quality and support team development without slowing down the day.

Looking for an easy way to train your crew without pulling them off the job? Greenius offers industry-specific online training for landscaping teams, with mobile-friendly courses your employees can complete anytime, anywhere. Sign up here to streamline onboarding, boost safety, and reinforce skills mid-season.  {Use Code: GREENEXEC to get 10% off your Greenius subscription.}

‘Tighten the Loop Between Office and Field

When communication slips between your office and your field team, jobs fall behind and clients get frustrated. Take time now to ensure systems are tight.

Evaluate your workflows:

• Are work orders detailed and easy to follow?

• Do foremen have a consistent way to report issues?

• Are change orders and upsells being documented clearly?

Better communication means fewer mistakes, faster turnarounds, and happier crews.

 

Support Your Crew Leaders

Strong crew leadership keeps teams moving and morale high. But even great foremen can wear out during peak season.

Watch for signs like:

• A shift in tone or attitude with the crew

• Trouble enforcing standards or delegating tasks

• Missed details on jobs they used to execute flawlessly

Offer support, coach them through challenges, and reinforce your expectations. Sometimes a check-in with leadership is what keeps the whole crew grounded.

 

Reconnect to the Company Mission

When days get repetitive, it’s easy for crews to lose sight of the bigger picture. Remind your team why their work matters.

You can do this by:

• Sharing customer compliments or 5-star reviews

• Showing before-and-after job photos during meetings

• Talking about your company’s values and long-term goals

Crews who feel connected to something bigger than the day’s task list are more motivated to perform and to stay.

Display your company’s Mission, Vision, and Values (MVV) where your crews will see them every day. Whether it’s in the shop, on the trucks, or in the break area, consistent reminders of the “why” behind the work help keep everyone aligned and moving in the same direction.

Building a Strong Team Starts Here

Right now is your chance to invest in your team, your systems, and your profitability before the fall push. A little extra focus mid-season can mean fewer headaches and stronger numbers in the months ahead.

If you’re ready to evaluate your budget in LMN, get a handle on job costing, or improve field efficiency, The Green Executive® is here to help. Contact us today and let us help you finish the season stronger, smarter, and more profitable than ever.