Windy City Web Solutions

What Windy City Web Solutions does

Windy City Web Solutions is a Chicago-based web design and SEO agency founded in 2016 by Daniel D. Cooper, operating as a founder-led boutique serving small and mid-sized businesses and nonprofit organizations in the Chicago metropolitan area with selective national engagements. The agency builds custom WordPress websites using the Divi framework with mobile-responsive layouts, accessibility best practices, and structured code intended to support both search engine and AI-tool discoverability. Its service portfolio has three components: one-time custom website builds (projects starting around $2,500 with tiers up to $10k+), a mandatory $129/month Support Plan bundling cloud hosting, security, backups, and break-fix support, and a Growth Plan upgrade offering conversion tools, real-time analytics dashboards, and enhanced SEO.

The go-to-market is direct-to-consumer with founder-led engagements, where customers interact with the developer from kickoff to launch without intermediaries; sales are driven by 'Get a Quote' and 'Book a Call' CTAs, supported by content marketing, local SEO, social media presence, Google reviews, and client referrals. The company holds no funding, has no disclosed M&A activity, and is structured as a privately held founder-owned entity; recognized customer segments include nonprofits, healthcare providers, manufacturers, schools, hotels, and home services businesses across roughly 15 visible engagements. Recognitions include Choose Chicago partner status, Google 5-star rating, and Clutch Top Rated designation.

Name

Windy City Web Solutions

Legal name

Windy City Web Solutions

Website

https://windycitywebsolutions.com

Company type

Private

Founded year

2016

Operating status

Operating

Headcount range

1–10 employees

Short description

Windy City Web Solutions is a Chicago-based, founder-led web design agency that builds custom WordPress websites, provides monthly maintenance, and offers SEO services to small businesses and nonprofits in the Chicago metro and select national clients.

Ownership category

akta.pro rank

Headquarters

HQ city

Chicago

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Operations, Technology or R&D, Marketing or Sales, Infrastructure

Revenue model

1. Web Design & Development: One-time custom website builds using WordPress and Divi. Projects typically start around $2,500, with pricing varying based on page count, custom functionality, and e-commerce requirements. Full ownership transferred to client upon completion.
2. Website Maintenance & Support Plans: Recurring monthly support plans providing cloud hosting, software updates, security monitoring, weekly backups, and break-fix support. Required Support Plan starts at $129/month. Growth Plan available for advanced conversion tools and custom analytics.
3. SEO Services: Integrated SEO support including keyword research, full-site optimization, Google Business Profile management, and ranking reports. Included within Growth Plan rather than separate retainer.

Pricing tiers

Go-to-market motion2 records

Distribution channels4 records

Marketing channels5 records

Core offering

Windy City Web Solutions designs, hosts, and maintains custom WordPress websites (using the Divi framework) for Chicago-area small businesses and organizations. Each project bundles one-time custom build work with a mandatory recurring monthly Support Plan that provides secure cloud hosting, software updates, security monitoring, and weekly backups. A separate Growth Plan tier adds advanced conversion tools, real-time analytics, and integrated local SEO services including keyword research, on-page optimization, and Google Business Profile management.

Product overview

Windy City Web Solutions offers a three-service portfolio centered on custom WordPress website design, development, and ongoing digital support. The core offering is Web Design & Development using WordPress and the Divi framework to build custom websites for Chicago businesses and nonprofits. This is bundled with Website Maintenance services that provide cloud hosting, security, updates, and backups on a monthly plan. The third pillar is SEO Services that include local optimization, Google Business Profile management, and analytics tracking. Projects typically begin at $2,500 for custom builds and $129/month for required maintenance support.

Differentiator

Problem solved

Functional benefit

Products and services

• Web Design & Development Custom WordPress website design and development using the Divi framework, with mobile-responsive layouts, accessibility best practices, performance optimization, and focused UX. Builds are scoped per project with full admin ownership transferred to the client on completion, typically starting at $2,500 and finishing within 8 weeks.
• Website Maintenance Mandatory recurring monthly service (starts at $129/month) covering fully managed secure cloud hosting, regular software updates, weekly backups, security monitoring, and ongoing break-fix support for client websites.
• SEO Services

Quantifiable outcome

• Most website builds completed within 8 weeks from kickoff to launch; smaller sites in under 6 weeks
• +2 more outcomes

Named customers15 records

Segments6 records

Ideal customer profiles1 record

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration3 records

Feature5 records

Scale indicators4 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• Lounge Lizard: Long-standing web design and digital marketing agency offering custom website builds, SEO, and ongoing support for SMB and mid-market clients — comparable boutique-style custom web design focus.
• Straight North: Chicago-based digital marketing and web design agency serving SMBs and mid-market clients with custom web development, SEO, and ongoing support — closely comparable geographic and service footprint to Windy City Web Solutions.
• Digital Silk: Custom web design and development agency with strong WordPress expertise serving small and mid-sized businesses across multiple verticals — comparable in service mix, custom-build model, and SMB target customer.
• SmartSites: Web design and digital marketing agency focused on SMB clients with custom WordPress builds, SEO, and recurring support — similar service portfolio, target market, and recurring maintenance model.
• Thrive Internet Marketing Agency: Web design and full-service digital marketing agency specializing in WordPress builds for SMB clients with bundled SEO and support services — directly comparable offering and customer base.
• Coalition Technologies: Web design and SEO agency with strong WordPress capability serving SMB and e-commerce clients across the U.S. — similar custom build, SEO, and support plan revenue structure.

Broad incumbents

• Major Tom: Established full-service digital agency offering web design, SEO, and strategy across North America — broader portfolio and larger scale, but overlapping SMB and mid-market web design services.
• WebFX: Large digital marketing agency offering custom web design, SEO, and recurring support — overlapping SMB-focused offerings but operating at significantly greater scale and broader service breadth.
• Bluehost: Major WordPress-focused hosting provider with website builder and professional services — adjacent to Windy City through shared WordPress specialization and SMB hosting/support overlap.
• WP Engine: Large managed WordPress hosting platform with an agency partner program — overlaps with Windy City's WordPress specialization and recurring hosting/support revenue model, though at much larger scale.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat4 records

Key risks6 records

Key highlights6 records

Customer concentration

• Xx.com/windycityweb773
• YouTubeyoutube.com/@WindyCityWebSolutions
• Facebookfacebook.com/WindyCityWebSolutions
• LinkedInlinkedin.com/company/windy-city-web-solutions

Revenue estimate

Valuation estimate

Number of profiles

Profiles1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Windy City Web Solutions