FRACTIONAL CIO & IT DIRECTOR

IT support keeps things running.

IT leadership keeps the business moving forward.

N.O. IT Strategy gives business owners and leadership teams independent fractional CIO and IT director leadership across technology strategy, cybersecurity, vendors, AI, projects, budgeting, and planning.

You keep the IT resources you trust. I help make sure the bigger picture is aligned with the business.

meet nate, your fractional cio
SEE COMMON IT PROBLEMS
17+ years in IT | Former CIO & IT Director | MSP + internal IT experience | No vendor incentives

FRACTIONAL IT LEADERSHIP

IT support keeps the business running. IT leadership helps control costs reduce risk plan ahead guide strategy improve accountability drive growth .

Most organizations already have someone handling tickets, user support, system administration and daily technology issues. That work matters.

But day-to-day support is not the same as owning the bigger picture. Businesses also need someone looking across vendors, cybersecurity, budgeting, AI use, projects and long-term planning, with decisions tied back to business goals.

That is where I come in.

N.O. IT Strategy provides fractional CIO and fractional IT Director leadership for small and mid-sized businesses in Oregon and nationwide. I help owners and leadership teams make better technology decisions with independent guidance that is aligned to the business, not to vendor sales.

CLIENT PERSPECTIVE

Trusted by growing leadership teams nationwide, from Coast to Coast.

Nate's handled our infrastructure from inception through our growth spurt. It's because of his recommendations that have allowed us to scale as painlessly as we have.
Simon G.CEO E-commerce Business
As CFO, I needed clarity on whether our IT company was truly delivering value and protecting our business. Nate Olson’s independent IT Accountability Review gave us exactly that: objective insight into performance, costs, security gaps, and the areas that needed attention first. We now have stronger oversight, a clearer plan for optimizing IT spend, and much more confidence going into our cyber insurance renewal. It was one of the most valuable IT accountability engagements we’ve had. I highly recommend N.O. IT Strategy LLC.
Sarah T.CFO Manufacturing
Absolutely recommend N.O. for fractional IT leadership. Nate is highly strategic and very experienced. I started benefiting from the very first time we talked. Schedule time with him and you'll also start benefiting right away.
John GEnrolled Agent, Owner Tax Firm
I highly recommend working with Nate. Not only is he an expert in all things IT but he's easy to work with. Helped our company put together a comprehensive IT strategy from the bottom up. He understood the challenges our size business faces and worked to customize a plan. Thank you!
John M., Office Equipment DealerCEO
I'm a CPA based in Albany, Oregon, and I recently worked with Nate on an FTC Safeguards Readiness Review for my firm. Nate's work was exceptional. The review was extremely thorough and gave me clear, high‑quality, actionable steps to strengthen my firm’s information security. He walked through my existing systems, policies, and safeguards in detail and helped me understand exactly what I was already doing well and what improvements to make to have the greatest impact. Nate also prepared an updated WISP for my firm as part of the engagement, and it’s a significant upgrade over the prior version that I had prepared myself. I’m confident that my firm will be far better protected because of Nate’s work. I highly recommend him to any CPA or accounting firm looking for a professional, evidence‑based FTC Safeguards Readiness Review and a high-quality WISP included as part of the service.
Austin C. Owner of a CPA firm CPA
We had a great experience working with Nate and N.O. IT Strategy. As a Florida-based creative agency working with a fully remote team, we wanted to better understand our current IT environment, security practices, and potential areas of risk. Nate took the time to understand how our agency actually operates and provided clear, practical guidance without overcomplicating the process. What we appreciated most was his thoughtful approach, professionalism, and ability to explain security and IT considerations in a way that was easy to understand and relevant to our business. The assessment gave us a much clearer picture of where we stand today and what steps we should prioritize moving forward. We would absolutely recommend Nate to other small businesses or agencies looking for practical, knowledgeable, and approachable IT and security guidance.
Sergio T.CTO Creative Design Firm

Some client names are withheld for confidentiality.  Verified references available on request.

BUSINESS OUTCOMES

What a Fractional IT Director Delivers: The Return on IT Leadership

Technology leadership should give your business more than working computers. A fractional IT director should give you clearer decisions, better vendor control, lower risk and a roadmap leadership can trust.

In the first year of an IT leadership position I held, the vendor work alone saved the organization roughly what my salary cost it. Renegotiated contracts, consolidated licensing and services the organization was paying for and not using.

I can’t promise the same result for every organization. But the pattern is common: when nobody owns vendor accountability, companies pay for overlap, auto-renewals, and shelfware for years. Finding it isn’t magic. It just requires someone whose job is to look.

You Get Clear Ownership

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With Clear Ownership

Know who owns the roadmap, who owns vendor accountability, who owns risk and what still needs leadership attention.

You Get Better Vendor Control

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With Better Vendor Control

I make sure your external IT company, software providers, telecom vendors and consultants are aligned with your business instead of operating in separate silos.

You Get More Predictable IT Spend

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When You Have Predictable IT Spend

I bring visibility to renewals, overlapping tools, aging systems and technology costs before invoices force rushed decisions.

You Get Lower Business Risk

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With Lower Business Risk

I identify gaps around cybersecurity, cyber insurance, AI use, access control, backups, documentation and incident response.

You Get a IT Roadmap You Can Trust

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When You Trust Your IT Roadmap

You move from reactive decisions to a practical 90-day and 12-month plan for systems, vendors, security, budget and staffing.

SERVICES

Services built for clear ownership.

Professional IT leadership and defined-scope oversight for the decisions that keep your business moving.

Ongoing leadership

Fractional CIO | IT Director
Independent IT leadership that owns strategy, risk, vendors and budget.

Interim IT Leadership
Keep technology leadership moving while you navigate a transition.

Fixed-scope oversight

IT Assessment & Security Posture
See what is working, what is unclear, and what should be addressed first.

FTC Safeguards Rule Readiness Review for Tax Firms
See where your firm stands, what the evidence supports, and what needs attention.

Cyber Insurance Readiness Review
Verify your controls before renewal so your application can stand behind the answers.

AI Risk Assessment for Businesses
See where AI is used, what data goes into it, and where exposure exists.

Build or transition

External IT To Internal IT
Plan the move without losing coverage, documentation, accountability, or momentum.

New Business Digital Launch
Start with technology you control, with clear ownership and documentation from day one.

Focused IT Projects
Close a defined gap with practical help and a clear deliverable.

Explore all services

HOW I BRING IT UNDER CONTROL

How a Fractional CIO Engagement Works: A Practical Process

I start by finding where IT decisions are drifting, who owns what today and what needs leadership attention before it turns into cost, risk, or confusion.

01

Identify What Is Drifting

I look at where IT decisions are happening today, who is making them, what is undocumented and where leadership has lost visibility.

02

Clarify Who Owns What

I map what your MSP owns, what internal staff owns, what vendors own and what still needs direct leadership accountability.

03

Build the Roadmap

You get a practical plan for risk, cost, vendors, security, documentation, systems and business priorities.

04

Keep Execution Accountable

For ongoing engagements, I stay involved as your Fractional IT Director or vCIO to keep decisions moving, vendors accountable and leadership informed.

EXPERIENCE ON BOTH SIDES OF THE TABLE

17+ Years of MSP, Internal IT and Business Ownership Experience

I have worked inside managed service providers, led internal IT and built businesses where technology had to support real operational pressure.

That matters because IT problems usually do not live in one place. They sit between vendors, internal staff, leadership, budgets, risk, security expectations and business priorities.

My role is to help clarify who owns what, what needs attention and which decisions should not be blindly delegated.

Learn More About Nate
nate olson review document in office n.o. it strategy llc

STRATEGIC BRIEFINGS

IT leadership insights, published on a weekly or semi-weekly cadence.

Read my latest Strategic Briefings. I break down the IT decisions business owners actually face: cyber insurance, incident response, AI governance, vendor accountability and more. No jargon, no sales pitch.

START WITH CLARITY

Meet Your Fractional CIO

No sales script, no pressure. A 30-minute conversation about where IT responsibility sits in your organization today, what's falling through the cracks, and whether the gap is worth closing.
MEET NATE, YOUR FRACTIONAL CIO