Custom Software Development Services in Chicago

Turn your Chicago software idea into a scalable web, mobile, or AI-powered product with Founders Workshop. Our seasoned founders, product strategists, designers, and developers guide startups and SMBs from discovery through launch and support, helping teams compete in the city’s fast-moving business environment without giving up equity or overbuilding too early.

Chicago team planning custom software development

Our Custom Software Development Services

End-to-end product strategy, design, development, AI, launch, and support for scalable web and mobile applications.

Product Discovery

Clarify your product vision, target users, technical needs, revenue model, and roadmap before development begins, reducing risk and aligning the build with real business goals.

UX/UI Design

Create detailed specifications, user flows, clickable prototypes, and human-centered interfaces that help stakeholders validate the product experience before engineering begins.

Custom Development

Build robust web and mobile applications through an agile development process focused on scalability, performance, maintainability, and practical business outcomes.

AI Services

Integrate generative AI, custom GPTs, conversational AI, automation, vector databases, and AI consulting into software products to improve efficiency and user experience.

Deployment Hosting

Launch products with scalable cloud hosting, AWS support, 24/7 server monitoring, database backups, disaster recovery planning, and release support.

Support Maintenance

Keep applications healthy with monitoring, performance optimization, code reviews, feature enhancements, usability audits, app store maintenance, reporting, and ongoing product consulting.

Software development team following a five step process

Our Proven 5D Development Process

Discover Goals, Users, and Opportunity

We begin by understanding your Chicago market, business model, users, integrations, and short- and long-term goals. This 2-4 week discovery phase turns ideas into an actionable budget, roadmap, and development plan.

Define Requirements and Product Experience

Develop Scalable Web and Mobile Software

Deploy With Cloud Hosting Support

Drive Ongoing Improvement and Maintenance

Built For Growth

Client Success Stories

See how strategic product development helps startups and SMBs launch, scale, and improve software products.

"We created fashionable, versatile and purposeful "I believe in you" bracelets that are designed to be given away to others to let them know you believe in them."

IBIY
IBIY
The Founders Workshop Difference

Why Choose Founders Workshop?

Partner with a software team built by founders for founders, operators, and growing businesses.

Proven Process

Our field-tested 5D Process reduces risk from discovery through launch for Chicago founders.

Founder-Led

Seasoned executives and entrepreneurs bring decades of product, business, and investment experience.

Nearshore Efficiency

Same-timezone Latin American teams cut costs by two-thirds while keeping Chicago collaboration smooth.

AI-Ready Delivery

We integrate AI-first thinking to accelerate development and create smarter product experiences.

Meet The Product Team

Experienced founders guiding strategy, delivery, and growth.

Portrait of Vincent Serpico, CEO and Founder of Founders Workshop

Vincent Serpico

CEO / Founder

Vincent Serpico is the CEO and Founder of Founders Workshop, the Arizona-based software innovation firm he established in 2008. With over 30 years of experience as a business leader, founder, and entrepreneur, Vincent has guided the company through major technological shifts — from the rise of the web and mobile to today's AI-driven landscape. Under his leadership, Founders Workshop has delivered more than 200 custom B2B and B2C software solutions for startups and SMBs across Arizona, Latin America, and the Western Hemisphere. Vincent is passionate about helping entrepreneurs transform ideas into market-ready products without sacrificing equity, bringing both strategic vision and deep entrepreneurial expertise to every client engagement.

Portrait of Wayne Neale, CPO and Cofounder of Founders Workshop

Wayne Neale

CPO / Cofounder

Wayne Neale serves as Chief Product Officer and Cofounder of Founders Workshop, bringing a seasoned entrepreneurial perspective to the company's product strategy and development process. With more than 30 years of experience as a business leader, investor, and product visionary, Wayne plays a central role in shaping the firm's field-tested 5D Process — a proven framework that reliably translates business ideas into market-ready MVPs. He works closely with founders and SMBs across Arizona and Latin America to ensure that every software solution aligns with real market needs. Wayne's deep understanding of both the startup journey and enterprise product development makes him a trusted guide for clients at every stage of growth.

Portrait of Michael Vanderslice, COO and Cofounder of Founders Workshop

Michael Vanderslice

COO / Cofounder

Michael Vanderslice is the Chief Operating Officer and Cofounder of Founders Workshop, responsible for overseeing the day-to-day operations that power the company's delivery of high-quality software solutions. With over 30 years of experience as a business owner, executive, and entrepreneur, Michael ensures that Founders Workshop's team of 25 senior developers, designers, testers, and project managers operates with precision, accountability, and a commitment to excellence. He oversees the company's nearshore staff augmentation model across Latin America and the Western Hemisphere, enabling clients to access top-tier technical talent at a fraction of U.S. costs. Michael's operational expertise and entrepreneurial background make him a cornerstone of the firm's consistent, client-focused delivery.

Frequently Asked Questions

What is custom software development?

Custom software development is the process of designing, building, launching, and maintaining software around your specific business goals instead of forcing your operations into an off-the-shelf tool. Founders Workshop helps define the product strategy, user experience, technical architecture, development roadmap, deployment plan, and ongoing support model for web, mobile, and AI-enabled applications.

How much does custom software development cost in Chicago?

How long does it take to build custom software?

Do you build software for startups and small businesses?

Can you improve or maintain an existing application?

What is the Founders Workshop 5D Process?

Can AI be added to my custom software product?

Do you provide hosting, deployment, and post-launch support?

Still Have Software Questions?

Talk with our team about your product goals and next steps.

Proven & Trusted

Awards and Recognition

Arizona Innovation Challenge recognition badge

Arizona Innovation Challenge

Four solutions recognized in major competition.

Since 2008 trust badge

Since 2008

Long-standing software innovation partner.

200 plus software solutions badge

200+ Solutions Built

Proven custom software delivery record.

Ready to Build Your Custom Software?

Share your idea, product challenge, or existing application needs. Founders Workshop will help clarify the best next step, from discovery and UX design to development, AI integration, launch, and ongoing support.

Contact Us Today

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