IT Services
IT consulting services with senior leadership.
Project management, virtual CIO and CTO advisory, and custom software, including AI builds. The senior guidance to plan, deliver, and run technology that is ready for what comes next.

The IT backbone behind your AI
- 01Project & Program ManagementSteady delivery that keeps your tech projects on time and on budget.
- 02Virtual CIO & CTO ServicesTop-level tech strategy and leadership, with your AI roadmap included.
- 03Custom Software DevelopmentPurpose-built applications and integrations, with AI built in where it helps.
Leadership, not just hands
Boards and owners are asking what AI means for the business. Our virtual CIO and CTO advisory gives you a clear, vendor-neutral answer and a plan, without a six-figure executive hire.
AI roadmap / Budgeting / Vendor selection / Security
Why businesses choose Simply iCard
We may be a small team, but we are mighty.
Fortune 1000 expertise
Certified experts who have shipped this work at Fortune 1000 scale.
Chicago & Denver
Offices in both metros, serving clients across the United States.
Flexible engagements
Project-based, on retainer, or a fully embedded team.
Built-in transparency
Live project visibility through our CloudGear365 client portal.
When companies call us
Almost nobody calls an IT consulting firm because things are going well. These are the four situations that show up most often, and none of them require you to have a plan before you ring.
- 01
A project that has quietly stopped moving
The ERP rollout, the migration, the integration that was supposed to finish last quarter. There is usually no single reason, just an absent owner, a vendor managing to the contract rather than the outcome, and decisions nobody has authority to make. We take the delivery seat, get the real status on paper, and either restart it properly or tell you it should be stopped.
DeliveryRecoveryVendor management - 02
The board has started asking about AI
Someone at a conference asked what your AI strategy is, and the honest answer is that there is not one yet. What is needed is not a tool purchase, it is a vendor-neutral view of where the technology helps this specific business, what it would cost, and what has to be true first. That is a virtual CIO conversation, and it takes weeks rather than a six-figure hire.
vCIOStrategyRoadmap - 03
The person who knew everything left
One long-serving admin held the passwords, the vendor relationships, and the entire mental model of how things fit together. Now nobody can say with confidence what is running or why. We document the estate, close the risks that documentation exposes, and put a structure in place that does not depend on a single memory.
ContinuityDocumentationRisk - 04
Off-the-shelf software does not fit how you work
You have bought three products that each do sixty percent of the job and spend real hours moving data between them by hand. Sometimes the answer is a better product, sometimes an integration, and sometimes a purpose-built application. We are happy to tell you when building is the wrong call, which is more often than a software firm would admit.
Custom softwareIntegrationAutomation
How we work
The same four steps whether the engagement is a two-week review or a two-year programme.
- 1
A conversation, not a discovery invoice
The first call costs nothing and is genuinely diagnostic. We would rather spend an hour working out whether we are the right people than sell you a paid assessment that concludes we are.
- 2
A written picture of where you are
Systems, contracts, risks, spend, and the two or three things actually holding the business back. Written in plain language, because it is meant to be read by the people who approve the budget, not only by the people who run the servers.
- 3
A plan with sequence and a number
What to do first, what can wait a year, what to stop paying for entirely, and what each part costs. Sequence matters more than ambition here, since most technology plans fail on the order of operations rather than the ideas.
- 4
Delivery you can watch
A senior lead who stays on the account, and live project visibility through the CloudGear365 client portal so status is something you look at rather than something you request.
A senior person leads every project here, because advice is only worth the years behind it. First, we learn how your business makes money, and then we shape the technology plan around it. Also, the bench runs deep: project delivery, CIO and CTO advice, and custom software under one roof. So when priorities shift, the same team adjusts the plan instead of re-scoping a contract. We are the IT consulting Chicago businesses trust and the IT consulting Denver teams recommend — and we work remotely across the country. As a result, you get an IT consulting firm that acts like a partner, not a vendor. In short, senior people, straight answers, steady delivery.
Primarily a consulting firm, with managed services available where clients want us to run what we built. The practical difference is that a managed service provider is measured on uptime and ticket volume, while we are measured on whether the plan was right. Plenty of our clients keep their existing provider and use us for the strategy and the project work.
