Roofing Sales Careers in Joliet | TrueRoof
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Now hiring in Joliet

Stuck between $40K and $70K in a job that's going nowhere? This is the way out.

Breaking your back in a trade. Grinding shifts that cap out. Sitting in a career that flatlined years ago. If that is your Monday, read this page.

TrueRoof trains everyday people to sell roofs. A real W-2 job with set hours, paid training up to $1,000 a week, and average first-year earners break 6 figures.

6 figures
Avg first-year earners
$1,000/wk
Paid while you train
0
Experience required
The TrueRoof crew at the Joliet showroom grand opening
The TrueRoof crew, grand opening day. A real team with a real store inside Louis Joliet Mall. This is who you would be joining.
The offer

A real job while you learn a skill that pays for life.

This is a W-2 job with set hours and paid training. Not a commission-only gamble. You earn while you learn, and you only move to commission once you are actually good.

Training pay

Up to $1,000 a week while you learn

You get paid during training, so you can focus on getting good instead of watching your bank account drain.

The graduation bar

Commission starts at 2 roofs a week

You start on training pay with set 9 to 5 hours. Commission kicks in once you are trained up and selling at least 2 roofs a week. By then it is the raise you want, not a risk you fear.

Year 1

Average earners break 6 figures

Not the superstars. The average. Do the work, follow the program, and 6 figures in your first year is the normal outcome here.

The program

We give you a program to follow. If you follow it, you will make money. Period.

That is the whole pitch. No talent required, no winging it, no figuring it out alone.

Think of it like a personal trainer. They hand you the workouts and the meal plan. Follow it and your body changes.

You do not need talent for that. You need consistency.

Same thing here. We hand you a daily prescription: where to knock, what to say, how many doors.

Follow it every day and it is impossible not to make money. That is not hype. That is how prescriptions work.

MENTOR

Coached by a $300K+ earner

Your mentor personally earns $300K+ a year selling roofs. You learn side by side, at the doors and at the kitchen table, over and over until it is second nature.

PLAYBOOK

Every step written down

What to say, what to do when they say no, how to win the day. You never guess.

TRAINING

Weekly training, real growth

Live team training every week. You build communication, resilience, and negotiation. Skills that stay yours for life, no matter what you do next.

The pay

The math, in 3 lines.

No mystery comp plan. Here is how the money works once you are trained up and selling.

What 1 roof pays you

Average contract in our market$24,000
Your full commission when you set and close it10%
Your cut of 1 roof$2,400

1 roof a week is a 6-figure pace. Our training bar is 2. Commissions pay out weekly, every Friday. Your effort and skill decide where you land, and storms plus insurance keep the demand coming.

The job

What you actually do all day.

You are a sales rep. The job is simple to describe. Doing it every day is what separates the 6-figure earners from everyone else.

STEP 1

Knock doors

Work neighborhoods around Joliet. Storms keep demand high, and insurance pays for most of the roofs we sell.

STEP 2

Offer free inspections

You are not selling a roof at the door. You are offering a free roof check after the last storm. That is it.

STEP 3

Get rejected 9 times out of 10

That is not failure. That is the job. The math works because you keep knocking, and we train you to hear no without taking it home.

STEP 4

Get 1 or 2 to say "yes"

Every yes is a booked inspection. Booked inspections are how you win the day, and enough of them is how you break 6 figures.

How we train you

First you book. Then you learn the whole job.

For the first few weeks, you are only focused on knocking doors and booking appointments. Nothing else.

Later, we teach you the rest through shadowing. You ride along on inspections and sit in on kitchen-table closes until you can run the whole job yourself.

PHASE 1

Doors and bookings

Knock and book appointments. Set hours, 9 to 5, on training pay. Want more hours? Take them.

PHASE 2

Shadowing

Ride along with your mentor on inspections and closes. Watch, copy, then run it with backup right beside you.

PHASE 3

The whole job

You sell roofs start to finish. Hit 2 a week and commission kicks in. Your schedule turns flexible too.

Requirements

No experience? Good.

You do not need roofing experience. You do not need sales experience. We actually prefer that you have neither.

New sales reps come in clean. No bad habits to unlearn, no old scripts to fight. You follow our program from day 1, and the program is what earns. Coachable beats experienced here, every time.

The team

We work hard. We keep it fun.

Knocking doors is a grind if you do it alone and a good time if you do it with the right crew. Ours pranks each other, competes hard, and celebrates wins together.

TrueRoof sales reps having fun planting yard signsSign day. The No Soliciting bit started as a joke. It never stopped.
Matt with the TrueRoof mascot at the showroomYes, we have a mascot. You will meet him in week 1.
TrueRoof sales rep flexing next to a planted no soliciting yard signYes, that sign says No Soliciting. Yes, we planted it. We are dead serious about the work. Ourselves, not so much.
Honest expectations

Who this works for. And who it doesn't.

We would rather lose you on this section than 3 weeks in. Read both columns.

This works if you

  • Want a career with no ceiling, not another gig
  • Are coachable and will actually follow the program
  • Can hear no 50 times and still knock door 51
  • Are money-motivated and honest about your numbers
  • Live in or near Joliet

This doesn't work if you

  • Are fine with a ceiling on what you earn
  • Fold after 1 rough day
  • Would rather freestyle than follow what works
  • Hate being outside and talking to people
  • Need someone standing over you to do the work
Common questions

Answered before you ask.

Do I need sales or roofing experience?

No. We actually prefer you without it.

New sales reps come in with no bad habits. We teach you everything with the program, live weekly training, and a mentor beside you in the field.

Is this a real job or a 1099 gig?

A real W-2 job.

Set hours, paid training, weekly pay. We walk you through the paperwork before day 1.

How does pay work while I train?

You earn up to $1,000 a week during training, with set 9 to 5 hours.

You move to commission only once you are trained up and selling at least 2 roofs a week. Until then, training pay keeps you covered while you build the skill.

What can I actually earn?

Our average first-year earners break 6 figures.

The math is simple. The average contract runs $24,000 and your full commission when you set and close is 10%, so 1 roof pays about $2,400. The training bar is 2 a week.

What are the hours?

Set hours, 9 to 5, with the ability to work more.

More doors means more booked appointments, so extra hours are there if you want them. After training, your schedule turns flexible.

Where is the job?

Joliet and the southwest suburbs.

Home base is our showroom inside Louis Joliet Mall. You work neighborhoods close to home, not hours away.

What happens after I apply?

We text you within a few hours with a link to book a quick 15-minute call.

If it is a fit on both sides, you meet the team and most people start within about 7 to 10 days.

Last step

Tell us a little about you.

Takes about 3 minutes. We text you within a few hours with a link to book a quick 15-minute call.

Step 1 of 3

About you

Fill in every field so we can text you.

Your situation

Answer all 3 so we can skip the small talk on the call.

Straight talk

You read the page. 9 of 10 doors say no, and after training this job runs on commission. Still in?

Pick one and send it.

TrueRoof. Licensed Illinois roofing contractor since 2017.

IL Roofing License #104.019489 (Residential). IL License #105.009527 (Commercial).

3340 Mall Loop Dr #1230, Joliet, IL 60431. Inside Louis Joliet Mall.

Questions about the job? Text the owner.

© 2026 TrueRoof LLC. W-2 sales position.