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Remote Advertising Jobs in Chicago, IL (NOW HIRING)

City Lifestyle

Sales, Advertising

Chicago, IL · Remote

$125K - $250K/yr

Build relationships with local business owners and sell advertising targeted at the most affluent audience in your community (top 10% by home value) * Set your own schedule and grow your business

Axios

Local Advertising Account Executive

Chicago, IL · Remote

$60K/yr

Prospect, pitch, and close new local advertisers (restaurants, healthcare systems, law firms, real ... Additional incentives for new logo acquisition and early market traction This remote position ...

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 Aug 6, 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 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 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.

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.

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 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.

Sales, Advertising

City Lifestyle

Chicago, IL • Remote

$125K - $250K/yr

Full-time

Re-posted 19 days ago

Job description

Most people spend their careers building someone else's business. This is your chance to own a business for yourself — but never by yourself.

About the Role

City Lifestyle is opening new territories in Chicago, IL and selecting one driven owner-operator to launch and lead each local edition. As the owner, you'll run your own City Lifestyle market — a hyper-local luxury print magazine and digital media business that reaches the most affluent audience in the community.

You'll operate as an independent owner under a proven model, with the full support of our corporate team behind you.

About City Lifestyle

City Lifestyle is the largest independent publisher in the United States — a hyper-local network of luxury print magazines and digital media operating in 250+ markets across 39 states, with 1,000+ new markets available. We're an 8-time Inc. 5,000 honoree, A+ rated by the BBB, and we deliver more monthly impressions than Vogue and Vanity Fair combined.

Responsibilities

  • Build relationships with local business owners and sell advertising targeted at the most affluent audience in your community (top 10% by home value)
  • Set your own schedule and grow your business
  • Represent the City Lifestyle brand and become the recognized voice of your market
  • Curate the editorial direction of your local print and digital publications
  • Hire and lead a small local team of contractors with our recruiting support — no full-time employees required

What's Provided

  • Exclusive, protected territory — own your market, your clients, and your book of business
  • Comprehensive training — plus ongoing coaching from a peer network of 250+ business owners
  • Plug-and-play launch — start generating revenue in as little as 30 days
  • Full back-office support — design, printing, and distribution all handled for you
  • Custom CRM and prospecting, billing, and proposal tools
  • Digital product suite — website, digital advertising, and social media
  • Recurring revenue model — renewing advertisers compound your book year over year

Who Thrives Here

Publishing and media experience are NOT REQUIRED. We're looking for high performers who've led in industries like:

  • Sales
  • Business development
  • Marketing or advertising
  • Real estate or mortgage
  • Agency, media, or publishing
  • Broadcasters
  • Community leadership or nonprofit

Strong candidates are relationship-driven, competitive, and ready to convert their network into a real, owned, profitable asset. The rest of the team handles all logistics.

Requirements

  • Proven track record in sales, business development, or business leadership
  • Strong local connections in Chicago and the surrounding community
  • Entrepreneurial mindset with the discipline to execute against a proven playbook
  • Full-time commitment to launching and growing the business
  • Willingness to operate as an independent owner under our proven model

Apply Today

Territories are limited. Apply now to start the conversation.

Company Description

City Lifestyle launched its flagship publication, Leawood Lifestyle, in September 2009. Since its launch in 2009 City Lifestyle has grown to be one of the fastest-growing companies in the country according to Inc. 5000 with over 250 locations across the United States. Rated A+ by the BBB.