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Remote Live In Groundskeeper Jobs in Chicago, IL

Payroll Specialist (Part Time)

Chicago, IL ยท Remote

$26/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Fully remote, but candidates must live in the Greater Chicago area * Virtual interview process * ASAP start date * Additional hours may be required during payroll processing periods Pay Details: $25 ...

Director, MP Delivery Operations

Lisle, IL ยท Remote

$201K - $264K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote employees do not have a permanent corporate office workplace and, instead, work from a physical location of their choice, which must be identified to the Company. Employees may live in any ...

Director, MP Delivery Operations

Lisle, IL ยท Remote

$283K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote employees do not have a permanent corporate office workplace and, instead, work from a physical location of their choice, which must be identified to the Company. Employees may live in any ...

Accounts Payable Supervisor

Arlington Heights, IL ยท On-site +1

$80K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

... Pinnacle Live is a premium, in-house AV and event production company operating at premier hotels ... Previous experience in supervising a remote team. * Experience with Oracle Netsuite a plus.

Energy Advisor- Commercial Sales

Chicago, IL ยท Remote

$75K - $175K/yr

If you live in CA, please apply to our California job posting What you'll be doing: * Prospecting ... Base plus commission with uncapped earning potential Award winning culture LI-AV1 LI-Remote Values ...

Energy Advisor- Commercial Sales

Chicago, IL ยท Remote

$75K - $175K/yr

If you live in CA, please apply to our California job posting What you'll be doing: * Prospecting ... Base plus commission with uncapped earning potential Award winning culture LI-AV1 LI-Remote Values ...

Energy Advisor- Commercial Sales

Chicago, IL ยท On-site +1

$75K - $175K/yr

If you live in CA, please apply to our California job posting What you'll be doing: * Prospecting ... Base plus commission with uncapped earning potential Award winning culture LI-AV1 LI-Remote Values ...

Customer Care Associate

Chicago, IL ยท Remote

$19/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Must Live in Continental United States** This position is eligible for company benefits including ... Basic Qualifications: * 1 year experience (WAH) remote customer service (Call Center environment ...

Customer Care Associate

Chicago, IL ยท Remote

$19/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Must Live in Continental United States** This position is eligible for company benefits including ... Basic Qualifications: * 1 year experience (WAH) remote customer service (Call Center environment ...

Sr. Manager, Certification Operations

Chicago, IL ยท Remote

$85K - $95K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Chicagoland Area (Must live in IL) Assignment Type: Direct Hire Pay: $85,000 - $95,000 annually Work Schedule: Monday-Friday, 8:30 AM - 4:30 PM (100% Remote with monthly in-person meetings in the ...

Furniture Sales Specialist -Chicago Sales

Chicago, IL ยท Remote

$90K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

This is a remote position and the territory will encompass the Chicagoland area with a concentration in Western Suburban/I-80 corridor. You will need to live in the territory to effectively cover ...

Showing results 21-40

Remote Live In Groundskeeper information

See Chicago, IL salary details

$10

$17

$24

How much do remote live in groundskeeper jobs pay per hour?

As of Aug 14, 2026, the average hourly pay for remote live in groundskeeper in Chicago, IL is $17.65, according to ZipRecruiter salary data. Most workers in this role earn between $15.10 and $19.33 per hour, depending on experience, location, and employer.

What is a remote live in groundskeeper?

Remote Live In Groundskeepers are individuals responsible for the upkeep, security, and general maintenance of properties located in secluded or rural areas. They typically reside on-site to manage landscaping, perform repairs, oversee security, and sometimes care for animals or gardens. This role often requires a broad skill set, including gardening, handyman tasks, and sometimes basic administrative duties. Being remote means the groundskeeper works in locations far from urban centers, often with limited supervision. This position is ideal for those who enjoy solitude and self-sufficiency.

What is the difference between Remote Live In Groundskeeper vs Remote Grounds Maintenance Worker?

AspectRemote Live In GroundskeeperRemote Grounds Maintenance Worker
CredentialsHigh school diploma, horticulture or landscaping certifications often preferredSimilar credentials, often requiring basic landscaping knowledge
Work EnvironmentOn-site, live-in position at a property or estateRemote or on-site, typically not live-in
Employer & IndustryPrivate estates, resorts, or large propertiesProperty management companies, landscaping firms
Search & Comparison IntentPeople seeking live-in, full-time groundskeeping rolesIndividuals looking for flexible or part-time grounds maintenance jobs

The main difference is that a Remote Live In Groundskeeper lives on-site and provides full-time, continuous grounds maintenance, while a Remote Grounds Maintenance Worker may work remotely or on a less permanent basis without living on the property. The roles share similar credentials but differ in work environment and commitment level.

What are some common challenges faced by remote live in groundskeepers, and how can they be managed?

Remote live-in groundskeepers often face the challenge of working independently, sometimes in isolated locations, which requires strong self-motivation and time management skills. Communication with property owners or management can be less frequent, so proactively providing updates and maintaining detailed records is important. Additionally, the role may involve a wide variety of tasks, from landscaping to basic repairs, so adaptability and a willingness to learn new skills are key to success. Building a network with local suppliers and service professionals can help address any urgent issues that arise.

What are the key skills and qualifications needed to thrive as a remote live in groundskeeper?

To thrive as a Remote Live In Groundskeeper, you need practical experience in landscaping, property maintenance, and basic repair skills, often supported by a high school diploma or vocational training. Familiarity with groundskeeping equipment, irrigation systems, and possibly small engine repair certifications is typically required. Reliability, self-motivation, and strong problem-solving abilities are vital soft skills for managing daily tasks independently and responding to unexpected issues. These skills and qualities ensure the property remains safe, attractive, and well-functioning, especially when working remotely without direct supervision.

What job categories do people searching Remote Live In Groundskeeper jobs in Chicago, IL look for?

The top searched job categories for Remote Live In Groundskeeper jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Live In Groundskeeper jobs?

Cities near Chicago, IL with the most Remote Live In Groundskeeper job openings:

Security Account Manager - Enterprise Customers-Chicago or Wisconsin

Cybersecurity company

Chicago, IL โ€ข Remote

$140K - $150K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 8 days ago


Job description

One of the Global Network Security leaders that operates in 27 different countries has a n immediate need to fill this position! This position is 100% remote, and we want this field sales account manager to live in the Illinois or Wisconsin areas.

Our client needs to hire a Security Account Manager with experience selling Network Detection and Response (NDR) and other Network Security software products to Enterprise customers. We want to hire an Account Manager who has sold network security-based solutions and has 6 + years of Field sales experience. This Account Manager sells Network Detection and Response (NDR), DDOS, Threat Intelligence, Cloud Security, and other Security products to Enterprise Customers in Boston / New England. Looking for someone with high energy level and business acumen with experience selling high-value complex security solutions. This is a Hunter sales position..

MUST HAVE EXPERIENCE! Strong Network Security and field sales experience. Knowledge of Network Security, NDR, DDOS, and Threat Intelligence. Knowledge of major enterprise customers in the either's State's Region! You need too have consultative sales at large enterprises

This position has accounts in the Fortune 1,000, and you need to have experience selling in that space.

You must bring a successful track record of 6 + years of Enterprise Field sales - selling Complex Software Solutions.

Base Salary plus uncapped 100% match OTE/Commissions and RSU's offered..

Company Description

Global Network Security software product company (27 countries). Specializing in Network Detection & Response, Cloud security, DDOS and threat intelligence, NPM, APM, OpsAI software products. 3,000 customers Worldwide.