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Web Strategy Jobs in Chicago, IL (NOW HIRING)

Cision

VP, Growth Marketing

Chicago, IL · On-site

Lead end-to-end demand programs across performance marketing, paid media, SEO/AEO/GEO, web strategy and conversion rate optimization, ABM, integrated campaigns, email and programmatic marketing.

Unlockhealth

Head of Web Engineering (Chicago)

Chicago, IL · On-site

$185K - $239K/yr

Drive Technology Strategy * Define and execute the web development strategy, including the architectural roadmap for platforms, integrations, and emerging technologies. * Lead with an AI‑native ...

Addison Group

Sr. Analyst, Web Products

Chicago, IL · On-site

$45 - $55/hr

We are seeking a Senior Web Product Analyst to support the strategy, delivery, and continuous improvement of a portfolio of corporate websites and digital experiences. This individual will serve as a ...

Addison Group

Sr. Analyst, Web Products

Chicago, IL · Remote

$45 - $55/hr

We are seeking a Senior Web Product Analyst to support the strategy, delivery, and continuous improvement of a portfolio of corporate websites and digital experiences. This individual will serve as a ...

Wheelhouse DMG

Director, Client Strategy

Chicago, IL

Leading strategy for the consolidation of 2.5 million web pages on 39 NASA websites into a single, unified information architecture and content strategy for NASA's Science Directorate We are seeking ...

Meta

AI Content Strategy Lead

Chicago, IL

$182K/yr

Content Strategy is evolving from a discipline that guides individual content experiences to one ... web, and advertising creative, in service of campaigns reaching millions of small business ...

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Showing results 41-60

All JobsWeb Strategy JobsWeb Strategy Jobs in Chicago, IL

Web Strategy information

See Chicago, IL salary details

$40.2K

$83.3K

$148.3K

How much do web strategy jobs pay per year?

As of Aug 8, 2026, the average yearly pay for web strategy in Chicago, IL is $83,289.00, according to ZipRecruiter salary data. Most workers in this role earn between $56,700.00 and $97,300.00 per year, depending on experience, location, and employer.

What is a web strategy?

A Web Strategy job involves planning, developing, and optimizing an organization's online presence to achieve business goals. This role focuses on website performance, user experience, content strategy, and digital marketing tactics. Web strategists analyze data, align web efforts with business objectives, and collaborate with designers, developers, and marketers. Their goal is to enhance visibility, engagement, and conversions through a well-structured digital approach.

What are the key skills and qualifications needed to thrive in web strategy, and why are they important?

To thrive in Web Strategy roles, you need a deep understanding of website analytics, digital marketing, and user experience design, often complemented by a degree in marketing, communications, or a related field. Familiarity with tools such as Google Analytics, SEO platforms, content management systems, and relevant certifications like Google Analytics Individual Qualification (GAIQ) are common requirements. Strong communication, analytical thinking, and project management skills set top candidates apart. Mastery of these skills ensures effective planning, execution, and optimization of web initiatives to align with business objectives.

What are some typical challenges faced in a web strategy role?

In a Web Strategy position, one of the main challenges is aligning multiple teams—such as marketing, design, and IT—to execute cohesive web initiatives that support overall business goals. You may also encounter rapidly evolving technologies and digital trends, requiring you to stay up-to-date and adapt strategies accordingly. Balancing the needs of various stakeholders while ensuring an optimal user experience can be demanding but is key to creating impactful websites. Successfully navigating these challenges can make your contributions highly visible and position you for future leadership opportunities in digital strategy.

What are the most commonly searched types of Web Strategy jobs in Chicago, IL? The most popular types of Web Strategy jobs in Chicago, IL are:
What are popular job titles related to Web Strategy jobs in Chicago, IL? For Web Strategy jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Web Strategy jobs in Chicago, IL look for? The top searched job categories for Web Strategy jobs in Chicago, IL are:
Web Strategy jobs near you
Infographic showing various Web Strategy job openings in Chicago, IL as of August 2026, with employment types broken down into 1% Internship, 89% Full Time, 7% Part Time, and 3% Contract. Highlights an 83% Physical, 5% Hybrid, and 12% Remote job distribution, with an average salary of $83,289 per year, or $40 per hour.

Sr. Sales & Business Development Representative

StickOutSocial, LLC.

Chicago, IL • On-site

Full-time

Re-posted 10 days ago

Job description

Company Description
Who We Are
Specializing in web development, StickOutSocial builds unique, user-centric digital experiences combining design and strategy to tell a brand's story. We pride ourselves on our work and are honored to be listed as a top Chicago Web Design & Development Firm (clutch.co).
Beginning in September, we'll be entering into a multi-year growth phase, starting with the launch of our new website and new Company name, BuildThis.
Our Values
Innovation motivates us.
Dependability keeps us growing.
Honesty keeps us happy.
Job Description
SOS is looking for a seasoned sales associate with experience in the web design & development industry who has the motivation and personality to flourish in a fast paced and growing environment. In addition to direct sales, a Sr. Web Strategist will also take on a business development role, where strategic partnerships are formed with companies that can bring multiple projects to the company on a consistent, ongoing basis.
Responsibilities:
Conduct lead generation campaigns and provide target market and timing direction to the sales team. This includes:
  • Gathering lead information from various sources in order to build target lists for prospecting activities.
  • Developing strong relationships with key contacts within prospect organizations.
  • Vetting prospects to identify its company and web goals.
  • Generating qualification reports and project proposals to present to prospects.
  • Documenting all activity within the CRM in order to track activity and measure results.

Qualifications
Requirements:
  • Minimum 5 years of business development, sales or inside sales experience, or experience in the web development industry
  • Solid technical understanding of web design & development and web technologies
  • Must understand how to deliver a compelling message to a business executive and leverage interest to turn into an opportunity.
  • Keen judgment and decision making skills.
  • Curiosity. StickOutSocial puts a lot of value in asking questions - to our clients and to each other.
  • Excellent interpersonal, presentation and verbal communication skills.
  • Strong organizational skills, discipline, attention to detail, high energy and a "can do" attitude, balance multiple tasks.
  • Ability to understand technology and communicate it's business value to prospects.
  • Highly motivated, competitive, self-starter with a strong sense of urgency.
  • High degree of confidence to interact with "C" level executives.

Additional Information
We are looking for career-minded individuals. Our work environment is social, upbeat and fun. StickOutSocial offers competitive salaries and sales commissions with the opportunity to work in an enjoyable work setting. We provide health benefits, gym membership stipends, professional development resources, and lots of snacks!
We are located in the Chicago Board of Trade building in downtown Chicago.
stickoutsocial.com
Local candidates only, please! Only candidates authorized to work for any employer in the United States will be considered. We are unable to provide sponsorship at this time.

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