vCIO & Fractional CIO Services in Chicago
Strategy first.Technology second.
A seasoned technology advisor at your leadership table, shaping budgets, roadmaps, and key business decisions.
What do you need help with?
Pick one to see how we help.
Everything your IT strategy needs, in one place.
Start with a clear picture.
We align technology with your goals and uncover gaps.
Technology & Business Review
We review your systems, spending, risks and goals, and give you an honest view of where your technology stands today.
Leaders who want a clear, unbiased look at their IT.
- A clear view of your current IT
- Risks and gaps in plain language
- Quick wins you can act on now
A plan your whole leadership team can get behind.
We turn business goals into clear tech plans and budgets.
IT Strategy & Roadmap
We build a multi-year tech roadmap aligned with your goals and clear project priorities.
Growing businesses making big technology decisions.
- A roadmap tied to your goals
- Projects prioritized by impact
- Updated as your business changes
IT Budget Planning
We forecast tech spending to avoid surprises and make every dollar count.
Finance and leadership teams planning the year ahead.
- A clear annual IT budget
- Refresh and renewal costs forecast
- Spending tied to business value
Technology Policy Development
We create clear IT policies for security, AI, and everyday use.
Businesses facing audits, insurance or client requirements.
- Policies written for your business
- Easy for your team to follow
- Reviewed and kept up to date
A technology leader, without the full-time hire.
Your vCIO guides key decisions and keeps vendors and risks in check.
Virtual CIO Advisory
A Fairway advisor joins your leadership team to guide technology decisions.
Businesses that need CIO-level guidance but not a full-time hire.
- A seat at your leadership table
- Guidance on key decisions
- One advisor who knows your business
Vendor & Contract Management
We manage vendors and negotiate better deals.
Businesses juggling many vendors, renewals and contracts.
- Contracts and renewals tracked
- Better terms negotiated
- One point of contact for vendors
Risk & Compliance Oversight
We track risks and guide security and compliance investments.
Regulated businesses and leaders accountable for risk.
- Risks tracked and reported
- Clear priorities for leadership
- Ready for audits and insurance reviews
Stay on track, quarter after quarter.
We review progress, measure results, and adjust as you grow.
Technology Performance Reporting
We track the numbers that matter, like uptime, support trends and spending, and turn them into reports leadership can use.
Teams that want to measure the value of their IT.
- Reports built for leadership
- Trends spotted early
- Decisions backed by data
All services at a glance
Every business is different, so we shape each service around yours.
You’re not the first to feel this way.
Businesses like yours felt the same way. Here’s what changed.
“We need someone to guide big decisions.”
“He was well versed in any question or scenario I gave him.”
“We need a strategy, not just support.”
“Very responsive and always willing to go the extra mile to help figure out a solution to any IT Problem or system strategy.”
“We want IT that fits our goals.”
“The team at Fairway is simply amazing. Knowledgeable, skilled, and always helpful. They are fantastic partners who care about doing things right and listening to client needs.”
Tell us where you need help.
Pick what matters most and share a few details. A Fairway expert will be in touch soon.
- No commitment required
- A real person follows up
- A plan built around your business