AI that works in your business, built by someone who builds it.
I'm Ben Lilley, a fractional CTO for businesses with $1M to $40M in revenue. Whether you haven't started with AI or something you tried didn't pan out, I help you decide what's worth doing, then I build it with my team.
Sound familiar?
Owners and executives usually come to me from one of three places.
We haven't started, and it's starting to feel late.
Everyone says you need AI. Every vendor pitch sounds the same. You can't tell what's real, what's safe to do with customer data, or where to begin. Your team may already be using tools on their own.
We tried it, and it didn't pay off.
You bought the tools or ran a pilot, and the savings never showed up. Or it left something new to clean up: messy data, a security gap, a team that doesn't trust it. Plenty of good tools get rolled out badly, and it's often fixable without starting over.
No one in the room can make the call.
Your people are capable. But deciding what to build, what to buy and what to skip takes someone who has shipped this work before. Without that, every choice is a guess.
I don't hand you a plan and leave. I build it.
As your fractional CTO or CIO, I make the technical decisions with you: what's worth doing, what's a risk, what to skip. When something is worth building, a custom tool or an automation, I build it with my development team, often in weeks rather than quarters. You get the judgment of a technical executive and a team that ships.
The gap in most AI projects isn't the tool. It's that no experienced person owned the outcome. That's the part I take on.
80%+
of AI projects fail, by some estimates, twice the rate of IT projects that don't involve AI. RAND Corporation researchers interviewed 65 experienced data scientists and engineers, and found that stakeholders often misunderstand or miscommunicate what problem the AI is supposed to solve. That's where an experienced leader earns their keep.
Source: RAND Corporation, The Root Causes of Failure for Artificial Intelligence Projects and How They Can Succeed (2024)
Who you'd be working with
I'm Ben Lilley. I started my career in 1996, and since 2000 I've been building software and supporting systems for small and mid-size businesses.
I studied computer science at Michigan State, then earned an MBA at DePaul with an emphasis in e-business. I earned the MBA while working at Motorola on cellular infrastructure, in a software organization rated SEI CMM Level 5, the highest level of process maturity. That's where I saw disciplined software development up close.
About a year after finishing my MBA, I started Qualutions Software Development Company. As my reputation grew, the work grew into the fractional CTO model I run today: I'm the technology executive for my clients, and my team and I build the software they need. I also take on separate software projects for businesses I'm not a fractional CTO for.
Trust isn't something I ask for. I earn it, one engagement at a time.
Many of my clients have worked with me for a long time. They've trusted me with their systems, their data and their budgets, and I don't take that lightly. I earn it the same way every time: I treat the work as a partnership, tell you straight what's worth doing and what isn't, own the result, and stay with it after it ships. That's why so many of them keep calling.
I hold the CISSP, so the decisions I make cover both how your software gets built and how it's kept secure. Security comes first, always.
I use AI and agents to build faster. I still run the entire software development life cycle, so what we deliver is quality software that's testable and maintainable. If it ever needs to be handed to another team, they can pick it up.
How I got here
- Michigan StateComputer science
- Motorola + DePaulCellular infrastructure, and an MBA in e-business
- Qualutions Software Development CompanySince 2000: software and systems for small and mid-size businesses
- Fractional CTOYour technology executive, and I build what you need
- TodayAI and agents, the full life cycle, security first
Two ways I work with you
Strategy and building, from one accountable team.
You don't just get a CTO. You get a software development team too.
AI has changed what a business your size can build. Custom software that once took a large budget and a long timeline can now be designed, built and tested faster, and aimed at the work that slows you down: the manual steps, the re-keying, the report someone builds by hand every week. That is where the efficiency comes from. My team builds it, and I make sure it is the right thing to build.
Fractional CTO / CIO
A technical executive on your side, with a software development team behind them.
- A software development team, included. My team builds and ships what I recommend.
- Custom software and automation, built with AI-assisted development, aimed at the busywork slowing your business down
- A technology plan tied to your business goals
- Vendor and tool decisions, without the sales pitch
- Security, compliance and risk oversight
- Budgets, board reporting and leadership for your team
AI Integration & Automation
Honest advice, then working software.
- A straight assessment of where AI helps and where it's a risk
- Custom tools and workflow automation, built by my team
- Safe rollout, with rules for data and access from day one
- Fixing or finishing AI work that stalled
- Ongoing support as your business changes
Questions owners ask first
Straight answers. If yours isn't here, ask me.
What is a fractional CTO or CIO?
A senior technology executive who works with your company part time, instead of a full-time hire. You get the decisions, oversight and leadership of a CTO or CIO without the cost and commitment of a full-time executive. With Qualutions you also get a software development team, so the decisions turn into working software.
I already have an IT provider. Do I still need this?
Probably, and the two work well together. An IT provider keeps your systems running day to day. I focus on the decisions above that: which tools and AI projects are worth doing, how to keep data and access safe, and what to build. I work alongside your provider, not against them.
We're a smaller company. Is this for us?
Most of the businesses I work with have between $1M and $40M in revenue. That's usually big enough to have real systems and data worth protecting, and not big enough to justify a full-time CTO.
We already tried AI and it didn't work. Do we start over?
Often not. I start by looking at what you have: what was built or bought, what it's doing, and what went wrong. Then we decide what to fix, finish or drop. Sometimes the answer is to stop, and I'll tell you if it is.
Do you build things, or just advise?
I build. Every fractional CTO engagement includes AI integration and software development, so when a custom tool or an automation is worth doing, I build it with my development team. You get one accountable person for both the decision and the result.
How do you keep our data safe when we use AI?
By setting the rules first: what data can go into which tools, who has access, and how it's checked. That happens before rollout, not after a problem. The specific rules depend on your business and any regulations you're under.
What clients say
From businesses where I serve as fractional CTO.
"Ben brought technical judgment we didn't have in-house. He didn't just tell us what a secure AI architecture should look like, he and his team built it. We finally trust the system we're putting in front of our members."
"We needed someone who understood both our marketing business and the technology behind it. Ben has been that person for years now. Every AI and automation project we've taken on together has shipped faster than we expected, and it actually works."
"As a CPA firm, we can't afford to guess when it comes to technology and security. Ben gave us a clear, sensible plan and then made sure it actually got implemented. That kind of follow-through is rare."
Not sure where you stand? Let's talk it through.
Tell me what you're working with, or what didn't work. No pitch, no pressure. Just a straight conversation about where your business is with AI and what makes sense next.