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Chicago’s AI-First Web Design & Automation Agency

We engineer intelligent, secure, high-performance websites powered by AI—built to attract more clients, automate your business, and grow your brand 24/7.
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The Trusted Choice for Chicago's Most Discerning Professionals


 

 
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The Law Offices of Ted London and Associates, Chicago's #1 Probate & Estate Planning Law Firm


 
We are extremely pleased with TLO Web Designs. From our initial meeting with Ean, who visited our office to introduce TLO Web Designs, they immediately began working diligently on our behalf. They successfully migrated us from a WordPress site to our current webpages and have since built a total of three websites for our firm. TLO Web Designs invested time in understanding our business, resulting in secure, professional websites that truly make us proud. They are a genuine partner to our firm.
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7TH WARD SERVICE CENTER OF ALDERMAN GREG MITCHELL

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The Ted and Kelli London Charitable Foundation

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Your Reputation Is Inviolate — And Your AI-Powered Website Should Be, Too

Professional credibility demands a website that is secure, intelligent, and absolutely reliable.
Traditional open-source platforms like WordPress remain the #1 target for security breaches, plugin vulnerabilities, and data leaks that can damage your reputation overnight.

TLO Web Designs eliminates that risk.
We build exclusively on a proprietary, closed-source, AI-enhanced platform
a digital fortress engineered for:

 
  • uncompromising security,
  • AI-powered monitoring,
  • automated threat detection,
  • and airtight protection of your brand and client trust.

Your business deserves a website that is as inviolable as your reputation — and powered by AI to stay ahead of threats 24/7.
Explore Our AI Security Framework
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A Bespoke, Secure, and Fully AI-Powered Digital Experience

We engineered a superior solution.
Our proprietary, closed-source, AI-enhanced platform is built from the ground up to deliver the security, intelligence, and performance that open-source systems simply cannot guarantee.

This is a fully managed, AI-driven digital ecosystem designed for professionals who demand excellence, reliability, and innovation from their Chicago-based web design agency.
Your website becomes a 24/7 intelligent asset — protected, optimized, and powered by AI to help your business grow.
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From Client to Partner: The Ultimate Measure of Trust

 
Our mission goes far beyond building websites. We become our clients’ trusted digital advisors, helping them navigate a rapidly changing world powered by AI, automation, and intelligent technology.
We were chosen by Chicago’s #1-rated estate planning attorney not only to architect his firm’s secure, closed-source website, but also to engineer the digital home for his passion project—The Ted and Kelli London Charitable Foundation.

When a client places their reputation, their brand, and their legacy in our hands, we treat it as a long-term partnership built on trust, reliability, and excellence.
This is the level of AI-powered expertise, security, and commitment we bring to every professional we serve.
Explore Our AI Security Framework
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Schedule an appointment for a new partnership

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Your Digital Estate, Built to Perform.

A website from TLO Web Designs is far more than a digital brochure — it’s a fully engineered AI-powered asset that enhances your reputation, strengthens your authority, and drives measurable business growth.
Every site we build is a high-performance digital estate, designed to function as your 24/7 online headquarters.

From intelligent automation to AI-driven engagement, your website becomes a living system that helps you attract clients, deliver value, and operate more efficiently.
Explore the components of the elite, AI-enhanced digital real estate we build.
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The Tangible ROI of a True Partnership

Our role extends far beyond delivering a website — we become your trusted digital advisor, guiding you through a modern landscape where AI, automation, and security define long-term success.
One of Chicago’s top-rated attorneys entrusted us not only to migrate his law firm away from a vulnerable, plugin-dependent WordPress site, but to rebuild his entire digital estate on our proprietary, closed-source, AI-enhanced platform.

He further partnered with us to engineer the online home for his charitable initiative, The Ted and Kelli London Charitable Foundation — a responsibility we treat with the highest level of care and excellence.
That’s the difference between hiring a vendor and partnering with TLO Web Designs.
We deliver measurable ROI, long-term stability, and intelligent digital systems designed to scale with your mission.
Explore Our AI Security Framework
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Is Your Website a Business Asset or a Security Liability?

In today’s AI-driven digital landscape, a website built on a generic, open-source platform is no longer just outdated — it’s a serious security liability.
Platforms like WordPress account for over 90% of all CMS-related cyberattacks, putting your client data, professional reputation, and long-term credibility at risk.

From plugin vulnerabilities and forced updates to constant security patches and slow performance, these systems require never-ending maintenance and expose your brand to threats you cannot afford.
Worse yet, a generic template site — the same one used by thousands of other businesses — fails to reflect the authority, precision, and bespoke quality your clients expect from a trusted professional.
Your digital presence should be a protected, intelligent business asset, not a point of weakness.
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Key Feature Icons with Descriptions:


 
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AI-Enhanced Security
Our proprietary, closed-source platform is built to eliminate the vulnerabilities that plague open-source systems. With AI-assisted threat monitoring and zero plugin exposure, your website remains secure, stable, and protected around the clock.
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Effortless AI-Powered Management
We handle everything—hosting, updates, optimization, security, and performance tuning—and now with AI automation layered in. You stay focused on your business while your website operates as a fully managed digital asset.
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Peak Performance, Engineered by AI
With no bloated plugins or third-party code, your website operates at maximum speed. AI-driven optimization ensures faster load times, smoother user experiences, and higher conversion rates on every device.
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Dedicated Expert Support (Human + AI)
When you need guidance, you get direct access to us—not a ticket system or offshore call center. Your support experience is enhanced by AI tools that speed up diagnostics and updates, backed by real human experts who know your business.
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FAQ

 

Common questions answered with clarity and strategic guidance.

 

Q: What is the process for the Free Homepage Mockup?


A: Our process begins with a brief AI-assisted discovery call where we learn your goals, audience, brand identity, and service offerings. Using these insights, our design team creates a custom, strategic homepage mockup—not a template, and not a generic layout.
This mockup is a no-obligation design preview that demonstrates our strategic thinking, user experience planning, and visual direction before you invest in a full project. It allows you to see the quality, clarity, and professionalism you can expect from an AI-First agency.


Q: Why should our firm choose TLO Web Designs over a standard agency?


A: We’re not a standard agency—we’re your AI-First digital partner.
While traditional agencies rely on generic open-source systems, we build on a proprietary, closed-source, AI-enhanced platform engineered for security, performance, and longevity.
Professionals choose TLO because we provide:


AI-powered systems that automate intake, follow-up, and engagement

Superior security is not possible on plugin-based platforms

Strategic advisory beyond design

Proven results, such as helping a nonprofit outrank major institutions and reach #1 on Google
We protect your reputation, elevate your authority, and engineer a digital asset that works for you 24/7.


Q: What makes your proprietary platform superior to a WordPress website?


A: Two things: AI + Security.
WordPress powers millions of sites—but also accounts for over 90% of all CMS-related cyberattacks. Plugins break. Themes conflict. Vulnerabilities increase.
Our proprietary, closed-source platform eliminates those risks by providing:


AI-assisted performance optimization
Advanced security monitoring
Automated updates and maintenance
Zero plugin vulnerabilities
A controlled environment designed for 
professionals ensures your digital estate remains fast, secure, and uncompromised.


Q: What is the investment for a Digital Estate Package?


A: Our professional AI-powered websites start at $2,000–$3,000, depending on the size and scope of your digital estate.
This is not a disposable marketing expense—it’s a long-term investment in a permanent, intelligent, revenue-generating business asset built to attract high-quality clients and automate your operations.


Q: Why is your Partnership Plan an integral part of your service?


A: Because an AI-First website is a living digital system.
Search trends evolve. AI changes user behavior. Google updates its ranking signals constantly.
Our Partnership Plan ensures your digital estate remains:


Secure
Updated
Optimized
Competitive
Automated

Indexed correctly, we’ve seen firsthand—such as with our work for the Urban Communiversity Center—that without ongoing strategic management, even top rankings can slip. Continuous AI-powered optimization protects your investment.


Q: What type of clients do you typically partner with?


A: We specialize in serving leaders in high-stakes professions—professionals and organizations for whom:

Credibility
Security
Professional authority
Compliance
Reputational protection is non-negotiable.

Our clients include law firms, financial advisors, medical practices, consultants, nonprofits, and other ambitious service-based businesses.


Q: How do you ensure the website is visually appealing and easy to use?


A: Every project begins with a strategy-first architecture designed around user behavior, conversion paths, and accessibility. We combine AI-enhanced UX insights with bespoke design to ensure your website:

Looks exceptional
Communicates authority
It is effortless to navigate
Converts visitors into clients
Reflects your professional reputation.

Free Homepage Mockup is the first step in this collaborative process.


Q: Can we use the domain name from our previous website?


A: Absolutely.
Our team manages the entire domain transition, DNS updates, and launch process to ensure zero downtime, zero technical headaches, and a seamless transfer to your new AI-powered digital estate.


Q: Do you only work with businesses located in Chicago?


A: While TLO Web Designs is proudly based in Chicago, we partner with high-stakes professionals nationwide using a streamlined, fully virtual process.
Whether you’re in Chicago, New York, Phoenix, or overseas, our AI-powered systems and digital infrastructure allow us to deliver elite results anywhere.
 
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Come visit us.

Invest in a Permanent Digital Asset.

Your digital presence is a direct reflection of your professional integrity. Settling for a standard website is a risk your reputation cannot afford. Let's architect a digital estate that commands authority and builds lasting value.