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Remote Assistant Jobs in Winnetka, IL (NOW HIRING)

Legal Assistant

Chicago, IL · On-site +1

$50K - $60K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Legal Assistant Reports To: Vice President of Corporate Counsel and Legal Location: Chicago, IL or ... Remote Status: Exempt; Salaried Who We Are: Recognized by Gartner in their Modern 4PL Market Guide ...

Research Assistant

Chicago, IL · Remote

$17.05/hr

  • Medical

  • Dental

  • Life

  • Retirement

  • PTO

This role is remote, but open to Illinois-based applicants only. What you will do: * Assist in fact-checking articles and ensuring the accuracy and credibility of information * Help in transcribing ...

Research Assistant

Chicago, IL · Remote

$17.05/hr

  • Medical

  • Dental

  • Life

  • Retirement

  • PTO

This role is remote, but open to Illinois-based applicants only. What you will do: * Assist in fact-checking articles and ensuring the accuracy and credibility of information * Help in transcribing ...

Legal Assistant

Chicago, IL · On-site +1

$50K - $60K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Legal Assistant Reports To: Vice President of Corporate Counsel and Legal Location: Chicago, IL or ... Remote Status: Exempt; Salaried Who We Are: Recognized by Gartner in their Modern 4PL Market Guide ...

Remote- Customer Experience Service

Chicago, IL · Remote

$16.50 - $22.50/hr

In this role, you will assist with coordinating client requests, managing service details, and ... Benefits • Remote position with flexible scheduling options. • Structured onboarding and ...

Media Research Assistant

Chicago, IL · Remote

$17.05/hr

  • Medical

  • Dental

  • Life

  • Retirement

  • PTO

This role is remote, but open to Illinois-based applicants only. What you will do: * Assist in fact-checking articles and ensuring the accuracy and credibility of information * Help in transcribing ...

Posted today

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

New

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

New

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

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Showing results 21-40

Remote Assistant information

What is a remote assistant?

A Remote Assistant is a professional who provides administrative, technical, or creative support to businesses or individuals from a remote location. Their duties may include managing emails, scheduling appointments, data entry, customer service, social media management, and more. Remote Assistants use digital communication tools to collaborate with their employers, making this role ideal for flexible, location-independent work. This position is often referred to as a Virtual Assistant, and is popular among freelancers and remote workers.

What is the difference between Remote Assistant vs Virtual Assistant?

AspectRemote AssistantVirtual Assistant
CredentialsOften no formal certification required, but administrative or technical skills preferredTypically no formal certification, but administrative, communication, and technical skills are common
Work EnvironmentRemote, often part-time or freelance, working from home or any locationRemote, usually freelance or contracted, working from home or remote offices
Employer & Industry UsageUsed across various industries for administrative support, customer service, or technical tasksCommonly used in administrative, marketing, and customer service sectors for support tasks
Search & Comparison IntentPeople compare to Virtual Assistant to understand scope, tasks, and flexibility

Both Remote Assistants and Virtual Assistants work remotely providing administrative or support services. While their roles overlap significantly, Remote Assistants may sometimes handle more technical or specialized tasks, depending on their skills. Understanding these differences helps job seekers and employers find the right fit for their needs.

What does a remote assistant do?

Remote assistants provide support to staff and executives at a company. Some organizations use remote assistants as customer service agents who are the first point of contact for clients when they call in for information on products or services. Many remote assistants work exclusively with managers and executives, but some are assigned to help specific teams or departments. As a remote assistant, you may help schedule meetings, coordinate travel arrangements, assign tasks, respond to calls and emails, and set up appointments. You may be required to use virtual office software to coordinate with other employees and prioritize job duties with varying deadlines. If you work for an international company, you may be asked to work unusual hours to provide support to employees around the world in different time zones.

How do remote assistants effectively manage communication across different time zones within a distributed team?

Remote Assistants often support teams and clients located around the world, which can make coordinating schedules and real-time communication challenging. Most successful Remote Assistants rely on clear protocols, such as shared calendars, regular check-ins, and asynchronous communication tools like email and project management platforms. It's important to proactively clarify preferred communication windows and establish expectations for response times. This approach helps ensure smooth collaboration and minimizes miscommunication, even when team members are not online simultaneously.

What are the key skills and qualifications needed to thrive as a remote assistant, and why are they important?

To thrive as a Remote Assistant, you need strong organizational skills, attention to detail, and proficiency in administrative tasks, often supported by prior experience or a relevant diploma. Familiarity with productivity tools such as Microsoft Office, Google Workspace, project management software, and communication platforms like Slack or Zoom is typically required. Excellent time management, self-motivation, and effective written and verbal communication help you stand out in this remote role. These skills and qualities are crucial for efficiently supporting clients or teams from a distance and ensuring seamless virtual operations.
What are the most commonly searched types of Remote jobs in Winnetka, IL? The most popular types of Remote jobs in Winnetka, IL are:
What job categories do people searching Remote Assistant jobs in Winnetka, IL look for? The top searched job categories for Remote Assistant jobs in Winnetka, IL are:
What cities near Winnetka, IL are hiring for Remote Assistant jobs? Cities near Winnetka, IL with the most Remote Assistant job openings:
Infographic showing various Remote Assistant job openings in Winnetka, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution.

Legal Assistant

Redwood Logistics

Chicago, IL • On-site, Remote

$50K - $60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 6 days ago


Job description

Legal Assistant

Reports To: Vice President of Corporate Counsel and Legal

Location: Chicago, IL or Remote (within the U.S.)

Environment: Remote

Status: Exempt; Salaried

Who We Are:

Recognized by Gartner in their Modern 4PL Market Guide, Redwood Logistics is at the forefront of industry innovation. Our cutting-edge supply chain technology pairs with the expertise of our brilliant minds to empower logistics execution across North America and Mexico.

Leveraging a comprehensive range of services, data-centric network solutions, and a seamlessly integrated platform, we have established our prominence as a key player in the mid-market segment within the freight tech industry.

Whether you’re just starting your career or are an established professional looking for your next opportunity, Redwood inspires innovation across teams to provide transformative solutions for our customers.

Purpose of Your Work:

As a Legal Assistant working within Shared Services, you will support Redwood’s Legal Team with various organizational and administrative tasks as well as assist with initial reviews of various commercial contracts for both customers and vendors. You will conduct initial analysis and interpretation of agreements to assess risks and report findings to colleagues.

How You Make a Difference Everyday:

  • Handle electronic signature processes, maintain visibility on where documents are at in the signature process, and circulate such fully executed documents to the appropriate parties;
  • Contract review for Redwood business units, including various commercial agreements such as nondisclosure agreements, brokerage agreements, codes of conduct, marketing documents, vendor agreements, and other contracts and documents related to the organization as a whole;
  • Identify potential risks associated with contracts under review;
  • Assist with utilization of the organization’s new contract life-cycle management software (CLM);
  • Focus on the continual improvement in the quality, and simplicity of the contract management processes, without compromising compliance and quality;
  • Other legal projects as assigned.

You’ve Got This?

  • Bachelor’s Degree required with a preferred focus on business administration, law, or finance;
  • Minimum 2 years of work experience supporting the legal function in a mid to large size organization or law firm;
  • Preferred 3 to 4 years at a law firm, in-house, or business experience;
  • Strong organization, communication, analysis, and problem-solving skills;
  • Demonstrated ability to prioritize completing assignments in a dynamic, fast-paced environment in accordance with business unit deadlines and goals;
  • Preferred experience with using a CLM or implementation and integration of CLM;
  • Preferred CPCM or CCM certifications;
  • Preferred experience or interest in data security and data privacy issues including CIPP or AIGP certifications.

What We Offer:

  • Access to experts and resources for your Learning & Development journey
  • Opportunity for internal mobility
  • Employee referral bonus program
  • Employee Resource Groups (ERGs)
  • Annual fundraising and volunteer events to give back to communities
  • Paid time off, floating holidays, time off to volunteer and rollover
  • Paid parental leave
  • Medical, dental, vision and 401k plans (with match)
  • Flexible spending account, mass transit and dependent care plans available
  • Health savings account, with a annual company contribution for plan participants
  • Short-term and long-term disability; life insurance policies subsidized by company
  • Additional benefits including pet insurance, accident care, access to legal advice and more

Work Schedule:

This position is full-time and remote Monday through Friday from 8:00 AM to 5:00 PM with an hour break, but flexibility is available based on coverage.

Compensation Range:

Salary Range:

$50,000 - $60,000

This position is eligible to earn annual incentives based on individual and company performance.

The estimated pay range reflects an anticipated range for this position. The actual base salary offered will depend on a variety of factors, including the qualifications of the individual applicant for the position, years of relevant experience, specific and unique skills, level of education attained, certifications or other professional licenses held, and the geographical location in which the applicant lives and/or which they will be performing the job.

Redwood is an equal opportunity employer. Employment decisions at the Company are based on individual merit, qualifications, abilities, and the Company’s needs and resources. The Company does not discriminate in recruiting, hiring, compensation, promotions, discipline, termination or any other aspect of employment on the basis of an individual’s actual or perceived race, color, creed, religion, sex (including pregnancy, childbirth and related medical conditions), sexual orientation, gender identity, national origin, ancestry, citizenship status, age, disability, marital status, military service or status, genetic information, arrest and conviction record, credit history, or any other basis protected by applicable law.