Simple Sales Solutions - 3 - Hiring & Retaining Workers
Hiring Help - A Complete Guide to Ending Labor Shortages

Ask any landscaping business owner what their biggest challenge is, and you’ll hear the same thing over and over again:
“I can’t find reliable workers.”
“Good crew members don’t stay.”
“Hiring feels impossible.”
If it feels like you’re constantly rebuilding your workforce every spring while competitors poach your best people, you're not alone. Labor shortages have become one of the biggest threats to growth in the landscaping industry, threatening to put thousands off of business simply because they
But here’s the truth most business owners miss: Hiring problems are actually retention problems in disguise. And retention problems usually come from operations, not the labor market. If you have a business that people want to work for, and consistent work for them to do in order to make a living, you won't have to worry about hiring as often.
When you fix the internal systems that make your company a great place to work, you not only keep employees longer…You also make hiring dramatically easier. The workers who come in stay longer, and you find yourself having to post job opportunities significantly less.
This blog breaks down why landscaping companies struggle to retain employees and gives you clear, actionable solutions to build a stronger, more stable workforce.
Let’s get into it.
Why Landscaping Businesses Struggle to Retain Employees
Retention issues typically trace back to a handful of core problems.
Below is a breakdown of the biggest reasons employees quit landscaping jobs—and the solutions to fix each one.

1. Hard Physical Labor With Low Starting Pay
The Problem:
Landscaping is physically demanding. You’re battling heat, rain, cold, long days, and heavy lifting.
When workers realize they can make similar pay working in warehouses, delivery, construction, retail or other indoor work, they often jump ship. And obviously, there's not much that can be done about the work environment, unless you're some sort of indoor-only landscaper...but there are things that can be done to mitigate the effects of it!
The Solution:
You can’t change the physical nature of the job, but you can make the work worth it. Here’s how:
• Pay based on performance or skill mastering
Create clear pay tiers with raises tied to:
equipment mastery
safety training
speed and quality
reliability
leadership skills
• Add realistic bonuses
For example:
monthly attendance bonuses
seasonal retention bonuses
referral bonuses (for bringing in quality workers who stay)
• Offer shade breaks, water stations, and better equipment
Small changes make hard work feel less grueling and give workers something to look forward to in their work day. That makes their day feel shorter, and thus drastically decreases the chance that they decide to not come back the next day.
A lot of landscapers feel that people simply "don't want to work", and rarely is that the case. Most people will work, they just want the work to feel reasonable and worth doing every day. Speaking of which...
2. No Clear Career Path (Feeling Stuck as “Just a Laborer”)
The Problem:
Many employees feel like they’re in a dead-end job with no future.
Everyone is a “laborer,” and they can’t see themselves becoming:

a foreman
a crew leader
a supervisor
a trainer
a field manager
So they leave for jobs with more opportunity. Not good at all, especially if the pay they receive stays stagnant along with their role (which is really what most workers care about).
The Solution: Create a Career Ladder
Here’s a sample model:
Level 1: Laborer
- Learns basics, reliability, tool handling.
Level 2: Skilled Laborer
- Equipment operation, job prep, quality control.
Level 3: Crew Lead
- Manages small crew, tracks hours, communicates with office.
Level 4: Foreman
- Runs full jobs, problem solves, trains new hires.
Level 5: Field Manager / Operations Support
- Oversees multiple crews.
Each level includes:
required skills
expected behaviors
training steps
pay increase
And once workers demonstrate that they have mastered all required skills, exhibit the desired behaviors and get through any training steps, they gain the option to move forward. Straightforward and simple.
All most people want is a stable job that gives them a real opportunity to advance and earn a decent living. If you provide that, then it won't be long before candidates are lining up for the chance to work under you.
3. Not Enough Training (Or Training Takes Too Long)

The Problem:
Most landscaping companies train by throwing new hires into the fire.
This causes:
embarrassment
safety risks
slow learning
frustration
crew conflict
But unfortunately, landscaping isn't an industry that always allows for slow training programs, sometimes businesses need bodies out in the field faster than they'd like. So where's the compromise?
The Solution: Build a 2–3 Week Fast-Start Training System
A strong onboarding process should include:
• Day 1 Orientation
Company overview, expectations, uniforms, paperwork. If you're able, start groups of candidates on the same day so that this can be reviewed with all of them at once, instead of individually.
• Week 1 Hands-On Basics
Tools, mowing patterns, trimming technique, cleanup.
• Week 2 Skill Development
Mulch, edging, pruning, equipment basics.
• Week 3 Competency Checklist
Sign-off on key skills before joining main crews.
Document everything. A good training program improves retention, worker quality and job quality. It makes your workers confident that the company has their back and fast-tracks development, allowing you to quickly create skillful laborers instead of having to search for them.
4. Poor Leadership or Miscommunication
The Problem:
Crew leaders and foremen often weren’t trained to lead—they were just the best workers.
But poor leadership leads to:

yelling
unclear instructions
inconsistent standards
crew tension
Employees quit bosses, not companies. Therefore, a good boss will keep your employees around for way longer than a not-so-good boss.
The Solution: Train Your Leaders to Lead
Teach foremen:
communication skills
conflict resolution
how to give feedback
how to teach instead of criticize
how to praise publicly and correct privately
Since you will likely have a very limited number of crew leads and foremen anyway you can also make leadership roles a management decision, rather than a guaranteed level workers can all reach with no limitations. But most crew conflict can be solved with leadership development, and expecting good workers to make good leaders with no development can put you in a really bad spot if they don't have the soft skills to manage a team.
5. Seasonal Employment Creates Instability

The Problem:
This is one of the reasons I covered the cold season before I covered this one...if you want an in-depth explanation, go here to read that blog. Moving forward, seasonality makes workers feel insecure. When winter comes:
hours get cut
workers are let go
people search for year-round jobs
And many never return in spring. Terrible for someone like you, who really needs extra skilled hands as the peak season approaches.
The Solution: Create Year-Round Work Opportunities
Offer:
snow removal contracts
holiday lights installation
gutter cleaning
winter pruning
equipment maintenance jobs
off-season hardscape repairs
wood delivery
Especially in the landscaping industry, if you give employees year-round income, they stay long-term. Now you not only have workers who can do everything you need, you don't have to start from square 1 every spring.
6. Chaotic Operations Make the Job Miserable
The Problem:
THIS problem is why I tackled standardizing your business procedures in my first blog, I'll link that one here. If you haven't noticed, these build off of each other.
Anyway, disorganized companies frustrate employees. frustrated employees don't stay around long.

Common issues:
broken equipment
missing tools
unclear job packets
wrong materials
inefficient routes
last-minute schedule changes
office-field miscommunication
Chaos pushes good workers out the door. No matter how good of an offer you give a worker, no one likes being frustrated because of things they cannot control, especially if they feel easily avoidable by simply having better systems or communication.
The Solution: Improve Operational Systems
Implement:
standard morning dispatch procedures
equipment checklists
automated scheduling software
digital job packets
time-tracking apps
maintenance logs
A well-run company makes employees feel confident and supported.
7. No Appreciation or Recognition
The Problem:
Hard work with no recognition leads to resentment. When workers feel invisible, they leave. It may feel small and insignificant, but even a few kind words can go a long way towards keeping employees around longer.
The Solution: Build a Recognition Culture

Celebrate weekly “Crew Wins”
Give shoutouts on group text or meetings
Provide gift cards for exceptional work
Offer small bonuses for things such as perfect attendance
Celebrate birthdays and work anniversaries
Stage optional work events for workers to enjoy, if possible
Simply put, the best way to lose a worker is to make them feel alone and unappreciated. A culture where their team actually feels like a team and their efforts are recognized does a lot to keep workers around.
8. Competitors Poach Workers With Slightly Higher Pay
The Problem:
If you pay the same as everyone else, workers will leave for a $1–$2/hr raise. This creates a dilemma where you are forced to either pay more labor and decrease margins, or risk a labor shortage...in this case, you can leverage other benefits your competitors don't have to justify the pay grade.
The Solution: Build a Company Worth Staying For
Pay matters—but culture keeps people.
Combine:
competitive pay
growth opportunities
steady hours
respectful leadership
a supportive team environment
You’ll become the employer of choice in your area.
Why Landscaping Companies Struggle to Hire New Workers
Retention is only half the battle. Hiring new employees is equally challenging.
Here are the biggest issues—and how to solve them.

1. Job Ads That Don’t Sell the Job
Most landscaping job postings are generic: “Looking for laborers. Must work hard. Valid driver’s license.”
No benefits, no work responsibilities, no payment information, nothing that would attract anyone. If you give candidates no information, they will assume the job opportunity isn't worth pursuing further more often than not.
The Solution: Write Ads That Highlight the Benefits
Use headlines like:
“Work Outdoors, Stay Active, Get Paid Weekly”
“Career Growth, Not Just a Summer Job”
“Start This Week — Year-Round Positions Available”
Show what makes your company different. Give candidates something to look forward to besides simply getting paid an undisclosed amount of money for doing a job they have no information on, and the amount of candidates applying will almost certainly increase.
2. No Hiring Funnel

Most landscapers rely on:
Facebook posts
“Now hiring” signs
Word-of-mouth
That’s not a reliable enough strategy to actually reach a substantial amount of candidates. If this is all you do for hiring, your problem could simply be that not enough people seeking jobs know that you exist.
The Solution: Build a Hiring Funnel Similar to Your Sales Funnel
A strong hiring system includes:
a dedicated careers page
automated follow-up messages
paid ads targeting job seekers
weekly interviews
fast-response recruiting
referral bonuses
Just like money, workers are a vital asset to your business. If you treat hiring workers like marketing for projects, you’ll never run out of candidates.
3. Slow Response Times Lose Candidates Fast
Landscaping laborers typically take the first job that calls them back. If you take 48 hours to reply and even longer to actually consider hiring a candidate, you’ve likely already lost them.
The Solution: Respond Within 30 Minutes
Use:
autoresponder texts
hiring CRM
internal “hot lead” alerts
Speed wins. Period. You should treat any and all candidates like they're shared leads you received from HomeAdvisor, because they essentially are...it's just for hiring instead of making money.
4. Your Reputation Online Scares Hires Away

Now more than ever, candidates have multiple online tools to review your company before they continue with the choice to work for you. workers look at your:
Google reviews
Facebook page
Indeed reviews
Website
Glassdoor reviews
If customers complain about quality or disrespect, candidates assume the culture is bad, workers are poorly trained (if at all), and their bosses aren't good at their jobs. If you don't have trouble finding candidates, but do have a problem with them bailing after they've applied, this may be why.
The Solution: Build a Positive Public Brand
Keep your online presence clean, professional, and full of employee photos and team culture. Make sure that you have a way to manage your reputation effectively in order to ensure that you don't scare of candidates and clients alike.
5. No Employee Referral Program
Your best employees likely know other good workers. But if you don't give any incentive for them to refer others to you, many of them simply won't. Missing out on referred employees really hurts the numbers that many landscaping businesses have to work with, so let's try not to be in that group.
The Solution: Referral Bonus
Give workers $200–$500 when they bring in someone who stays 60–90 days.
It beats paying a recruiter thousands, and chances are that referred employees will stick around longer than laborers that were referred by a recruiter.
Final Thoughts: Fix Retention First, Hiring Second
The truth is simple:
If your company is a place people love to work, you’ll never struggle with hiring. Even if you can hire well, it won't matter if you can't get workers to stay.
Retention creates stability.
Stability creates culture.
Culture creates word-of-mouth hiring.
Word-of-mouth hiring creates freedom.
Solve the internal issues and your landscaping business becomes unstoppable.