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Remote Advertising Jobs in Chicago, IL (NOW HIRING)

City Lifestyle

Be Seen First

Sales Director

Chicago, IL · Remote

$125K - $250K/yr

City Lifestyle is looking for a driven, relationship-focused sales professional to join us as an Advertising Sales Executive in your area. About City Lifestyle City Lifestyle is the largest ...

D.W. Simpson

Consulting Actuary - Remote

Chicago, IL · On-site +1

$185K/yr

Remote Meet Your Recruiter Arturo Aguilera Director, Social Media & Marketing Arturo joined DW ... Arturo attended Columbia College Chicago where he graduated with a BFA in Advertising Art Direction.

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All JobsAdvertising JobsRemote Advertising JobsRemote Advertising Jobs in Chicago, IL

Remote Advertising information

See Chicago, IL salary details

$41.7K

$85.5K

$120.5K

How much do remote advertising jobs pay per year?

As of Sep 5, 2026, the average yearly pay for remote advertising in Chicago, IL is $85,496.00, according to ZipRecruiter salary data. Most workers in this role earn between $57,200.00 and $120,000.00 per year, depending on experience, location, and employer.

What is remote advertising?

Remote advertising refers to promoting products, services, or brands using digital tools and platforms while working from a location outside of a traditional office, often from home. Professionals in remote advertising use online channels like social media, search engines, email, and display networks to reach target audiences. They collaborate virtually with clients and team members to plan, execute, and analyze advertising campaigns. This approach offers flexibility, access to a broader talent pool, and often cost savings for both employers and employees.

How does a remote advertising professional typically collaborate with creative and marketing teams?

Remote advertising professionals commonly use digital collaboration tools like Slack, Trello, and Zoom to coordinate with creative and marketing teams. Regular virtual meetings, shared project management boards, and clear documentation help maintain alignment and ensure campaign goals are met. While working remotely can present challenges in communication and feedback, proactive updates and open channels make teamwork efficient and effective. Building strong virtual relationships and being responsive to feedback are key to success in this role.

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

To thrive as a Remote Advertising Specialist, you need expertise in digital marketing strategies, ad campaign management, and analytics, typically supported by a relevant degree or digital marketing certification. Familiarity with platforms like Google Ads, Facebook Ads Manager, and analytics tools such as Google Analytics is essential. Strong communication, project management, and creative problem-solving skills help you collaborate effectively and craft compelling campaigns from a distance. These competencies are crucial for driving successful advertising outcomes and maintaining productivity in a remote work environment.

What is the difference between Remote Advertising vs Remote Digital Marketing?

AspectRemote AdvertisingRemote Digital Marketing
Required CredentialsAdvertising certifications, marketing degreesDigital marketing certifications, marketing degrees
Work EnvironmentAdvertising agencies, client campaignsOnline platforms, social media, websites
Employer & Industry UsageAdvertising firms, media companiesBrands, e-commerce, tech companies
Search & Comparison IntentRemote Advertising vs Remote Digital Marketing

Remote Advertising focuses on creating and placing ads across various media channels, often working with agencies or clients. Remote Digital Marketing encompasses a broader range of online strategies, including SEO, social media, and content marketing. While both roles require marketing knowledge and digital skills, Remote Advertising is more ad-centric, whereas Remote Digital Marketing covers a wider digital presence.

What are the most commonly searched types of Advertising jobs in Chicago, IL?

The most popular types of Advertising jobs in Chicago, IL are:

Remote Advertising jobs near you
Infographic showing various Remote Advertising job openings in Chicago, IL as of August 2026, with employment types broken down into 80% Full Time, and 20% Contract. Highlights an 100% Remote job distribution, with an average salary of $85,496 per year, or $41.1 per hour.

Inside Sales Representative- Advertising Executive (Remote)

Guide Book Publishing

Naperville, IL • Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 17 days ago

Job description

Location: Remote Job Type: Full-Time Compensation: Draw + Lucrative Commission + Performance Incentives

 

The Opportunity

Are you a self-motivated "hunter" who thrives on variety? Guide Book Publishing, an industry leader since 1991, is looking for a strategic Advertising Account Executive. Unlike traditional sales roles where you call the same list for years, our team moves to a new assignment every 2-3 weeks, helping local businesses across 24 states reach "micro-communities" through high-quality direct-mail advertising.

 

How it Works

  • The Workflow: You’ll switch assignments frequently, focusing on businesses within a 3-5 mile radius of a specific congregation or community center.
  • The Method: 70% of your time is spent on high-energy outreach (phone, email, and video meetings); 20% on market research; and 10% on contract execution.
  • The Flexibility: This is a remote role, but does require getting your materials back to the Post Office to return to the Home Office. 

 

Key Responsibilities

  • New Business Development: Identify and close new advertising partnerships to meet production goals.
  • Consultative Sales: Educate local business owners on the ROI of being featured in our community guides and directories.
  • Relationship Management: Act as the primary liaison between your clients and our operations staff to ensure an excellent experience.
  • Account Growth: Nurture and maintain large-scale accounts within your metro area.
  • Administrative Precision: Manage contracts and paperwork accurately and return assignment materials via USPS upon completion.

 

Compensation & Benefits

We offer a structure that rewards high performers and provides security through a comprehensive benefits package via ADP TotalSource.

  • Draw & Commission: Payroll is based on "Cash In" from sales, with a Draw program available to stabilize income as you build your funnel.
  • Performance Bonuses: Additional incentive pay for hitting Assignment, Monthly, Quarterly, and Annual targets.
  • Benefits:
    • Health, Dental, and Vision Insurance
    • 401(k) with Company Match
    • Life Insurance
    • Paid Time Off (PTO)

 

Qualifications

  • Experience: 1-2 years of sales experience preferred (or equivalent education).
  • Mindset: A self-starter who can manage their own schedule without being micromanaged.
  • Skills: Proficient in Excel, scanning, email, and PDF management. Strong ability to calculate discounts and commissions accurately.
  • Communication: Persuasive verbal skills and clear, professional written communication.
  • Requirements: Valid Driver’s License and Auto Insurance.

 

Why Guide Book Publishing?

We serve the communication needs of over 800 micro-communities. If you are looking for a role that balances the freedom of remote work with the fast-paced nature of community-based sales, we want to talk to you.


Physical Demands and Work Environment:

  • Requires Valid Driver’s License and Auto Insurance
  • Frequently required to sit and utilize a keyboard and phone.


The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts management’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.