Chicago IT Consulting Services
Our IT consultants provide clarity and guidance to lead IT with purpose so every decision supports growth, stability, and security.
Get executive-level strategy from consultants with over 150 years of combined experience. Tailored to your industry, growth stage, and compliance needs.
Unlock new ROI with AI Integration Advisory. See where artificial intelligence can drive results and get real help implementing it.
Access market intelligence. Discover how your peers are leveraging technology and how you can do more.
Achieve compliance readiness with baseline mapping to specific compliance frameworks, plus gap analysis and remediation plans.
Stay ahead with monthly executive scorecards, quarterly business reviews, and annual risk planning to keep your tech and growth goals aligned.
Got a bad IT provider? Choose our IT consulting in Chicago, IL to potentially leave 12 months early!
About ReachOut’s IT Consulting Services
ReachOut is led by Rick Jordan, best-selling author, Nasdaq and Harvard speaker, and a recognized voice on cybersecurity and IT strategy.
Rick brings national media experience and public company accountability to every consulting engagement.
With a team built for compliance, executive guidance, and AI innovation, ReachOut gives your business direct access to real expertise and results you can trust.
Position Your Technology for Growth with IT Strategy Consulting in Chicago
Clarity Over Complexity
Receive executive-level guidance explained in plain English, not technical jargon. Every recommendation is tailored to your industry and business goals and tied to measurable results.
Foresight, Not Firefighting
Get IT that supports your future, not just today’s emergencies. Elevate your strategy with proactive planning, risk reduction, and ongoing alignment between your technology, compliance, and growth.
Leadership You Can See and Trust
ReachOut is led by Rick Jordan, best-selling author, media expert, and a visible public company CEO. You gain the benefits of real-world expertise, transparent leadership, and accountability that you can actually see and measure.
Full-Service IT Consulting Firm in Chicago
We help you make confident, strategic tech choices because we understand your IT, your goals, and what’s at stake if they don’t align.
Work with dedicated advisors who build custom roadmaps, align technology with your growth, and remove friction before it slows you down.
Gain access to consultants and proven strategies for executive scorecards and annual risk planning. Get ongoing insight and accountability that keeps you one step ahead.
- Baseline scans and threat assessments are done up front
- Deployment of endpoint protection, backups, and secure tenant lockdowns
- 24/7 monitoring, employee security training, and zero-day attack simulations
You stay covered from every angle with layered security, regular testing, and strategies designed for today’s threats, not yesterday’s.
We baseline your environment to any regulatory compliance framework you may request, then use AI-driven analysis to uncover risks in your people, processes, and tech.
Ongoing remediation plans, audit support templates, and quarterly business reviews keep you confident, compliant, and contract-ready—without drowning in paperwork.
Advice on where artificial intelligence can create real ROI in your operations
Implementation support to automate routine processes, accelerate decision-making, and improve efficiency
Ongoing training and integration to keep you ahead of industry shifts
You get practical, business-focused AI that drives results, not just buzzwords.
You get help streamlining your systems, cutting clutter, migrating legacy systems, and upgrading technology so your business is never held back by legacy tools.
We guide you from assessment to rollout, ensuring every step increases productivity and reduces waste.
An IT Consultancy in Chicago That Drives Real Results
Unlock Potential with IT Consulting Services
With ReachOut, you get more than advice; you get a partner who maps your technology directly to your business goals, ensuring every IT decision drives real, measurable results.
Every engagement begins with a deep dive into your current systems, workflows, and pain points.
You get ongoing executive guidance, quarterly business reviews, and annual tech stack refreshes that keep your IT aligned with your future, not just your present.
ReachOut gives you the strategic edge and operational control to turn potential into progress
IT Consulting Services in Chicago
- 73 W Monroe St Suite 607, Chicago, IL 60603, United States
Claim Your FastTrack Upgrade When You Switch to ReachOut
Executive-level support from day one, direct-to-Level 2 techs, priority escalation, and so much more
Comprehensive Technology Services in Chicago
We offer more than just strategic advice. Explore our other key services to see how we can help you put your plan into action.
Frequently Asked Questions
What types of businesses benefit most from your IT consulting services?
Our consulting services are built for businesses that want to move faster, reduce risk, and future-proof their operations—whether you’re a growing small business, a midsize firm, or an enterprise. We work best with organizations that value strategic IT leadership, need to meet compliance requirements, or want to maximize ROI on digital transformation, cybersecurity, or AI initiatives. Every engagement is tailored, so you get solutions that fit your industry, size, and ambitions.
What makes your consulting different from traditional IT consultants?
Unlike traditional firms that give you a plan and walk away, ReachOut provides ongoing partnership, executive guidance, and public accountability—led by Rick Jordan, a national authority on cybersecurity and business strategy. We measure success by your outcomes, not just project completion. With clear guarantees, regular performance reviews, and transparent reporting, you always know where you stand and how IT is driving your growth.
Do you offer advisory services for businesses without internal IT leadership?
Yes. If you don’t have in-house IT or security leaders, you can rely on our fractional consultants’ services for executive-level guidance. We act as an extension of your leadership team—shaping IT strategy, planning for compliance, managing risk, and forecasting technology needs. This means you always have senior expertise guiding your decisions, even if you don’t have a full-time Chief Information Officer (CIO) or Chief Information Security Officer (CISO) on staff.
Can you help my business leverage AI and automation?
Absolutely. Our consultants help you identify where artificial intelligence and automation can deliver real value—whether it’s process efficiency, cost savings, or smarter decision-making. We guide you through evaluation, implementation, and ongoing training, so your team adapts quickly and gets the most out of your investment. You’re never left figuring it out on your own; we turn AI from a buzzword into business results.
How do I get started with ReachOut’s IT consulting services?
It starts with a simple, no-pressure conversation about your business needs, challenges, and goals. We’ll assess your current environment, identify where you want to go, and outline a clear, jargon-free plan to get you there. Whether you need a one-time project or ongoing executive partnership, you’ll have clarity from the first call—and a path to measurable outcomes, not just IT talk.
Future-Proof Your Business with Chicago IT Consulting
Focus on growth while we handle the complexity of IT, compliance, and security behind the scenes.
Reduce costs and wasted resources with a consulting partner who optimizes both technology and process.
Build IT strategies that adapt as your business grows, instead of forcing you into a rigid model.
Gain peace of mind with clear timelines, zero onboarding fees, and a transition process that keeps your business moving.
Leverage proven frameworks and industry certifications to protect your business and unlock new opportunities.
Work with a team that sees the full picture. Choose our IT consulting company in Chicago, IL!
