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How to hire crew members who actually stay

Most contractors hire for skill and fire for attitude. Try it the other way around.
September 22, 2026 by
How to hire crew members who actually stay
Brent Oberlink

Every contractor we talk to has the same hiring story. They put out an ad, they get twenty applications, eighteen of them are unqualified, one ghosts the interview, and the last one shows up for six weeks and then stops answering the phone. Then they do it again in the spring.

The problem usually is not the ad. It is that most of us are screening for the wrong thing, and then we are surprised when the wrong thing walks out the door.

Skill is cheap. Showing up is not.

A guy who has never touched a skid steer can be running one competently in a few weeks if he is paying attention. A guy who does not want to be there cannot be taught to want to be there, no matter how many hours you put into him.

So the question in an interview is not really "can you do this work." It is "will you still be doing this work in March." Those are completely different questions, and only one of them is on the resume.

Screen for the things that do not change. Does he show up on time to the interview. Does he look you in the eye. Does he talk about his last crew like a team he was part of or like a place that wronged him. Has he ever stuck with anything for more than a season. Does he ask what the work actually involves, or only what it pays.

None of that requires a certification to evaluate. You already know how to read people. The mistake is overriding what you read because somebody has the right experience on paper and you are short-handed this week.

The interview questions that actually tell you something

Skip the ones everybody has an answer prepared for. Nobody has ever said their biggest weakness is that they do not show up.

Ask what the worst day on a job site looked like and what he did about it. Ask what happened the last time equipment broke down with the crew standing around. Ask who taught him the most and what they taught him. Ask what made him leave the last place, and then stay quiet long enough for the real answer to come out after the polished one.

You are listening for ownership. People who take responsibility for their own results describe problems they solved. People who do not describe problems that happened to them. In three questions you will know which one is sitting across the table.

Be honest about the job in the ad

A lot of turnover is set up before anybody is hired, in an ad that makes the job sound like something it is not.

If the work starts at six, the ad should say it starts at six. If the first season is going to be mostly dragging brush, say so. If there is a real path from groundman to operator to foreman, say what it takes and how long it usually takes. Contractors worry that being blunt costs them applicants. It does, and those are the applicants who were going to quit in August anyway.

The people you want are the ones who read the honest version and apply because of it, not in spite of it.

What you are competing against

You are not only competing with the tree service down the road. You are competing with warehouse work, the plant, and every job with air conditioning and a predictable schedule. You will not win that fight on pay alone, and if you try, somebody with deeper pockets takes your people in a year.

What you can offer that a warehouse cannot is that the work means something and the ceiling is real. A guy can start with no experience and be running equipment worth more than his house inside two years. He can see what he built at the end of the day. He learns a trade instead of a task.

That is a real pitch. Most contractors never make it, because it feels obvious from the inside. It is not obvious to a twenty-three year old deciding between you and a forklift.

The first two weeks decide it

Most of the people who quit in the first ninety days made the decision in the first two weeks, usually because nobody told them what good looked like and nobody had time for them.

Give a new hire someone whose job it is to answer his questions. Tell him at the end of each of the first few days what he did right and what to fix. It costs the foreman fifteen minutes and it is the difference between a guy who feels like part of the crew and a guy who feels like he is in the way.

The gap between a hire who stays and a hire who does not is usually not talent. It is whether anybody paid attention to him before he decided.

Hire slower than you want to

Every contractor has hired somebody they knew was wrong because the schedule was on fire. It almost never works. The bad hire costs you the wage, the damage, the rework, the time your foreman spends managing him, and the good people who get tired of covering for him.

Running a man short for two more weeks hurts. Keeping the wrong man for six months hurts longer, and it teaches your best people that standards are negotiable when you are busy.

Where to start

Rewrite the ad so it describes the real job. Cut the interview questions that have prepared answers. Give every new hire a name to go to and a foreman who says something to him at the end of the day. That is most of it, and none of it costs money.

If you want to talk through the hiring side of your business with people running the same problem, that conversation happens every day in our private group. Bring your ad and let a few contractors tell you what is wrong with it.

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