Web Development in Chicago
Websites built and maintained by a team that already knows your IT. Custom design, WordPress and Elementor expertise, ongoing maintenance, hosting, and security — all under one accountability point.
- ✓ Custom design & build
- ✓ WordPress / Elementor experts
- ✓ Ongoing maintenance plans
- ✓ Security & hosting included
Get a Free Website Quote
A 30-minute conversation about your website project, goals, and timeline.
A Website Built by Your IT Team Is a Website That Stays Working
Most agencies build a site, hand it off, and disappear. Then it breaks, no one updates the plugins, and security gets ignored. We don’t do that.
Most agencies disappear after launch
Site goes live, agency moves to the next client. Your site sits there with no updates, no maintenance, and increasingly broken plugins.
Plugin updates break things if not managed
WordPress and Elementor get updates weekly. Without staged testing, updates break sites. With it, updates happen smoothly.
Security patches get ignored
WordPress sites get attacked constantly. Without active patching and security monitoring, sites get hacked and turned into spam relays.
Hosting and IT are managed separately
Most businesses have one vendor for the website and another for IT. When something goes wrong, vendors blame each other.
No measurement of whether the site works
Page speed, conversion rate, search rankings — most agencies don’t measure post-launch. Without data, the site just exists.
Compliance gets ignored
ADA accessibility, GDPR, CCPA — most websites have gaps. Compliance is part of professional web development, not optional.
Website Build Plus Ongoing Maintenance
Six capabilities covering the full lifecycle — design through launch through ongoing care.
Design & Build
Custom design (or template-based for budget builds), responsive layouts, brand-aligned, and built for content editors to maintain.
Learn more →WordPress & Elementor
WordPress expertise plus Elementor (and Elementor Pro) for content-editor-friendly sites that don’t require a developer for every change.
Learn more →Maintenance Plans
Plugin updates, theme updates, WordPress core updates, security monitoring, and uptime monitoring — ongoing care that prevents issues.
Learn more →Hosting Included
Performance-tuned WordPress hosting, daily backups, SSL certificates, CDN, and uptime monitoring. One vendor, one bill.
Learn more →Security & WAF
WordPress security hardening, web application firewall (WAF), malware scanning, and incident response if a site does get compromised.
Learn more →SEO & Performance
Page speed optimization, technical SEO setup, schema markup, and Google Search Console / Analytics configuration.
Learn more →One Hire vs. an Entire Bench.
Hiring a single in-house IT person costs roughly the same as a full Datastrive managed support agreement — but a single person can’t cover 24/7, can’t be a senior network engineer and a cybersecurity specialist and a vCIO at the same time, and goes on vacation. Managed IT support gives you depth, redundancy, and predictable cost without the recruiting risk.
- Compliance-Aware Engineering. CIS Controls, HIPAA, PCI DSS, and cyber insurance.
- Predictable Flat-Rate Pricing. One monthly invoice covers everything.
- Proactive, Not Reactive. Most issues resolved before your team notices.
- Local Chicago-Based Team. Onsite at your office, not on the other side of a phone tree.
Switching IT Providers Shouldn't Be Painful
Three steps to a calmer environment. Most onboardings are completed inside two weeks.
Schedule Your IT Health Check
A 30-minute call to understand your business, your software, and the IT pain points actually slowing you down.
Onsite Discovery
We visit your office to inventory your network, workstations, and security setup — everything we need to build an accurate proposal.
Tailored Proposal
You get a clear, fixed-price proposal mapped to your team size, your software, and your goals — no surprise add-ons.
Managed IT Support Across Chicagoland
Frequently Asked Questions
Common questions about web development engagements and how Datastrive structures website work.
What platforms do you build on?
Can you redesign our existing website?
How long does a website project take?
What does ongoing maintenance include?
Do you do e-commerce?
What does web development cost?
Need a Website That Stays Working After Launch?
Book a free 30-minute web development conversation. We’ll discuss your project, goals, and quote a fixed-fee build with maintenance — no obligation.
- ✓ 30-minute project scoping call
- ✓ Fixed-fee quote
- ✓ Maintenance plan included
- ✓ Response within 1 business hour
Get a Free Website Quote
A quick scoping conversation for your website project.