Top 135 calendar operator Jobs in chicago, il

In-Home Sales Representative
Skyline Exteriors Landscaping & Snow Removal Inc. —Skokie, IL
- $80,000 - $120,000 a year
- Full-time
- Clean driving record
- Sales
- Computer literacy
Quick Apply
CNC Set Up Operator
Midland Manufacturing, OPW, a Dover Company —Skokie, IL
- $25.75 - $34.05 an hour
- Full-time
- Background check
- Writing skills
- Mid-level
- Paid jury duty
- Commuter assistance
Quick Apply
Litho Press Operator
NOS - Nosco, Inc. —Bridgeview, IL
- $24 - $37 an hour
- Overtime
- Mid-level
- High school diploma or GED
- Ability to lift 50 pounds
- Paid parental leave
- Health savings account
Quick Apply
Leasing Coordinator - Luxury Rental
Related —Chicago, IL
- $26 - $33 an hour
- Weekends as needed
- Background check
- Office
- Residential
- Health savings account
- AD&D insurance
Accounts Payable Specialist
Invenergy —Chicago, IL
- $24.00 - $30.90 an hour
- Full-time
- Microsoft Word
- Oracle
- Research
- Health insurance
- Dental insurance
9d
VP of Operations, Office of the Chairman
Interdependence —Chicago, IL
- Remote
- 7 years
- Computer Science
- Research
Quick Apply
Concierge
The Metropolitan —Chicago, IL
- $17 - $20 an hour
- Weekends as needed
- Microsoft Excel
- Microsoft Outlook
- Ability to walk for extended periods
- Disability insurance
- Health insurance
Quick Apply
Administrative Assistant (5TMSP)
5T Management —Chicago, IL
- $40,000 - $43,000 a year
- Full-time
- Microsoft Excel
- Microsoft Outlook
- Office
- Health insurance
- Dental insurance
Quick Apply
Switchboard Operator
Duly Health and Care —Downers Grove, IL
- $18 - $22 an hour
- 8 hour shift
- Hybrid work
- Microsoft Word
- Computer literacy
- Medical office experience
- Health insurance
- Dental insurance
Events Operations Manager
SpotHero —Chicago, IL
- $96,000 - $120,000 a year
- Hybrid work
- Mid-level
- 3 years
- Analysis skills
- Wellness program
- AD&D insurance
Associate, Land Development
Invenergy —Chicago, IL
- $80,000 - $93,000 a year
- Full-time
- Microsoft Excel
- Public speaking
- Mid-level
- Health insurance
- Dental insurance
Document Control Analyst I
Invenergy —Chicago, IL
- $26.12 - $30.96 an hour
- Full-time
- Spanish
- Microsoft Excel
- Microsoft Outlook
- Profit sharing
- Health insurance
22h
International Payroll Administrator
Invenergy —Chicago, IL
- $28.85 - $42.10 an hour
- Full-time
- Spanish
- English
- Mid-level
- Health insurance
- Dental insurance
14d
Account Executive - Chicago Office
WeTravel —Chicago, IL
- $65,000 - $150,000 a year
- Full-time
- Mid-level
- Office
- Travel
- Relocation assistance
- Health insurance
Associate, Development (Permitting)
Invenergy —Chicago, IL
- $85,000 - $103,000 a year
- Full-time
- Mid-level
- 3 years
- Bachelor's degree
- Health insurance
- Dental insurance
Asset Manager, Renewables Asset Management
Invenergy —Chicago, IL
- $124,000 - $160,000 a year
- Full-time
- 5 years
- Writing skills
- Analysis skills
- Health insurance
- Dental insurance
Associate, Development
Invenergy —Chicago, IL
- $85,000 - $103,000 a year
- Full-time
- Bachelor of Science
- Public speaking
- Mid-level
- Health insurance
- Dental insurance
Operations Accountant
Invenergy —Chicago, IL
- $72,000 - $95,000 a year
- Full-time
- Oracle
- Mid-level
- Office
- Health insurance
- Dental insurance
Executive Assistant, AWS Industries
Amazon Web Services, Inc. —Chicago, IL
- $74,200 - $129,800 a year
- Full-time
- 5 years
- Office
- Organizational skills
- AD&D insurance
- Health insurance
3d
Wellness Program Manager
Playbook —Chicago, IL
- $65,000 a year
- Full-time
- CPR Certification
- Mid-level
- First Aid Certification
- Wellness program
- Health insurance

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calendar operator jobs near chicago, il

In-Home Sales Representative

Skyline Exteriors Landscaping & Snow Removal Inc.
Skokie, IL

Quick Apply

Job Details

Full-time
$80,000 - $120,000 a year

Qualifications

Sales
Company vehicle operation
Driver's License
Sales management systems proficiency
High-end sales
Scope management
Construction
CRM system proficiency
Landscaping
Sales automation technologies
Closing sales

Full Job Description

Skyline Exteriors is hiring ONE Design Consultant to run in-home appointments and close $10K–$50K+ landscaping and hardscaping projects in the North + Northwest Suburbs and Chicagoland area.

This is a simple role. We provide the leads. We provide the sales system. We provide the training. You show up, follow the process, and close.

If you have sold landscaping, hardscaping, outdoor living, or any exterior design-build service and you are looking for a company that will actually invest in making you better — read the rest of this post carefully.

THE JOB

Every lead is inbound. Homeowners find us through Google and call in. Our CSR team qualifies them, confirms decision-makers, and books the appointment for you. You do not prospect. You do not cold knock. You do not chase. You show up to pre-set, pre-qualified Design Consultations and sell.

Here is what your day looks like:

Review your appointments and client notes each morning.
Send a personalized video to the homeowner 30 minutes before you arrive.
Run 2-3 in-home Design Consultations per day using our structured sales process.
Present 3 custom design options (Good, Better, Best) with physical material samples.
Close on-site. Collect the deposit. Sign the agreement.
For anyone who does not close same-day, send a video follow-up within 2 hours.
Log everything in the CRM. No exceptions.

That is the job. You are not building the system. You are not reinventing the process. You are executing it consistently, every day, and getting better at it every week.

WHAT WE PROVIDE

We do not hand you a measuring tape and a quote template and tell you to figure it out. Here is what you get:

Pre-qualified inbound leads delivered to your calendar daily. Zero prospecting.
A fully built sales system with word-for-word scripts, a 3-option presentation framework, objection playbooks, and a consultation scorecard.
5-week training program: script memorization, role-play drills, shadow ride-alongs, supervised live consultations, and weekly coaching.
Weekly 1-on-1 coaching where we review your recorded consultations and fix one thing at a time until the process is automatic.
Company vehicle for all client visits. No wear on your car.
Company phone and iPad pre-loaded with portfolio, calculator, and all sales tools.
Full material sample kit so you can show, not just tell.

The system works. Your job is to trust it, execute it, and get better at it every week.

COMPENSATION

Base: $600–$800/week (gives you stability while you ramp)
Commission: 4% of every project you close
Same-Day Close Bonus: Extra 2% on deals closed during the consultation
Top-Tier Bonus: $100 extra per premium package sold
No cap on earnings. Ever.

Realistic range: $80,000–$120,000+ in your first year. Reps who master the process and close at target consistently earn $150K+. The comp is designed to reward consistency, not just one big month.

WHY THIS MATTERS FOR YOUR CAREER

You are the first sales hire outside the founder. There are no other reps ahead of you. No one to compete with for leads, territory, or promotions.

Growth path:

Design Consultant → Senior Design Consultant → Sales Manager → Director of Sales

We are scaling fast. As we add crews, markets, and revenue, the person in this seat is first in line to build and lead the entire sales team. This is not a promise. It is the plan. If you follow the process, hit your numbers, and develop the skills, the leadership role is yours.

If you have ever been stuck at a company with no path up, this is the opposite of that.

REQUIREMENTS

At least 1 year selling landscaping, hardscaping, outdoor living, fencing, decking, or a related exterior/home improvement service. You need to know what it feels like to walk a property with a homeowner.
Basic knowledge of landscaping materials and project scoping. You should be able to look at a backyard and see opportunities.
Comfortable talking about money. Our projects range from $10K to $50K+. You cannot flinch when presenting investment numbers.
Coachable. This is the #1 requirement. You must be willing to follow the script, record your consultations, accept direct feedback weekly, and do the role-play reps. No exceptions.
Reliable. You show up on time. You follow through. You do not cut corners when nobody is watching.
Professional presence. You are in someone's home representing the company. You dress well, you speak well, and you make people comfortable.
Valid driver's license with a clean record. Company vehicle provided.
Tech-literate enough to use an iPad, CRM, and basic sales tools. We train you on our systems.

DO NOT APPLY IF:

We are being upfront so nobody wastes their time.

⚠ You need to be babysat. We provide the system and the training. We do not follow you around making sure you do your job. If you need someone standing over your shoulder, this is not the role.

⚠ You blame the leads. Every lead is a qualified homeowner who called us. If you are not closing, the issue is the process execution, not the lead quality. We will help you fix it, but only if you own it.

⚠ You do not follow up. The follow-up is where 30-40% of revenue lives. If you are the type to let unsold consultations die on the vine because you are too lazy to send a video or make a call, do not apply.

⚠ You think you are above the process. We have scripts for a reason. We role-play for a reason. We record consultations for a reason. If you think that is beneath you, go somewhere that lets you wing it. That is not here.

⚠ You just want to drop quotes and hope the phone rings. We do not give estimates. We run a structured consultation with 3 design options, material samples, financing, and a real close. If that sounds like too much work, this is not your role.

But if you have the foundation, want to get dramatically better, and are willing to put in the work — this is the best opportunity in landscaping sales in the Chicagoland area.
And we mean that.

OUR CORE VALUES

Mission Over Comfort — We are building something bigger than a paycheck. We do the hard reps now because they compound later. Comfort is the enemy of growth.

Own the Outcome — No excuses. No finger-pointing. If it is your responsibility, it is your result. Ownership is not a job title. It is a mindset.

Speed Wins — Fastest response. Tightest follow-up. First to act. In a market full of slow operators, speed is how we dominate.

Raise the Standard — Good enough is not good enough. We are not competing with other landscaping companies. We are competing with the best version of ourselves.

Build to Scale — Every system, every process, every decision: does this work when we are 10x bigger? We build machines, not dependencies.

HOW TO APPLY

Click Apply and answer the screening questions. If your application looks like a fit, we will reach out within 48 hours to schedule a phone screen.

This is not a slow hiring process. We are filling this role now. If you are the right person, you could be in training within two weeks.

We build properties people are proud of. We build careers people are proud of.

Job Type: Full-time

Pay: $80,000.00 - $120,000.00 per year

Work Location: In person

Quick Apply

Refine Your Search

calendar operator jobs in chicago, il

In-Home Sales Representative

CNC Set Up Operator

Litho Press Operator

Leasing Coordinator - Luxury Rental

Accounts Payable Specialist

VP of Operations, Office of the Chairman

Concierge

Administrative Assistant (5TMSP)

Switchboard Operator

Events Operations Manager

Associate, Land Development

Document Control Analyst I

International Payroll Administrator

Account Executive - Chicago Office

Associate, Development (Permitting)

Asset Manager, Renewables Asset Management

Associate, Development

Operations Accountant

Executive Assistant, AWS Industries

Wellness Program Manager

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