Who We Are · The Team
Built by operators. Run for operators.
ChiefAI is a fractional Chief AI Officer and build team for B2B services firms doing $5M to $200M in revenue. We embed an experienced AI executive into your business and ship working AI tools in week one. Engagements run in 90-day sprints. Pricing is visible. Month-to-month after that.
By the numbers
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Why We Exist
AI should reduce chaos. Most of the time it adds more.
We started ChiefAI after years inside growing organizations where teams were stretched thin, margins were under pressure and leadership kept adding headcount just to maintain performance.
We saw what AI could do. We also saw what happens without structure. Tools tested in silos. Workflows fragmenting. Data getting messy. No clear owner, no governance, no way to prove ROI.
ChiefAI was built to solve that. We pair a fractional Chief AI Officer with a build team that ships working AI tools, not slide decks. Week one your first tool is in production. Day 90 you have measurable ROI. The operating model carries on after we step out.
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Why ChiefAI Wins
Three reasons we ship where consultants stall.
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Operators first.
Built by leaders who’ve owned P&Ls, managed teams and shipped real transformation. BANKW Staffing co-founder, scaled to $100M. Not a slide deck. A business model with margin discipline baked in.
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Fractional CAIO + build team.
One executive who sets strategy and runs governance. One build team that ships working tools. One accountable line. The CAIO owns the why, the build team owns the what, you own the outcome.
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Week one in production.
Every engagement opens with a working AI tool deployed by day seven. Day-1 Salesforce campaign builders. Resume-to-JD matchers tested at 25,000 records. From there we build across the business in 90-day sprints with measurable ROI. No pilots that stall. No tools without owners.
What we don’t do
We don’t ship 90-day strategy decks. We don’t sell licenses your team won’t use. We don’t pitch where we can’t deliver.
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Meet the Team
Built by operators, not theorists.
Jason Alexander
CEO & Co-Founder
Jason spent 25 years in staffing, including two decades as a co-founder of Alexander Technology Group and BANKW Staffing. He grew that group to a $100 million enterprise. He started ChiefAI to bring that operator’s lens to AI: less hype, more shipped tools, less PowerPoint, more P&L impact.
Jeffrey Provost
Strategic Advisor
Jeff leads AI strategy at a private equity-backed healthcare marketing company and works closely with the ChiefAI leadership team. His focus: helping operators move past experimentation and apply AI in ways that drive clarity, efficiency and real business results.
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Take 5 Minutes
Find out where your AI strategy is leaking money.
Answer a few questions. Get a scored breakdown of your biggest AI risks, the gaps costing you the most right now and a prioritized list of next steps based on where your business actually stands.
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What Leaders Ask
Questions leaders ask before working with ChiefAI.
The most common questions we hear from CEOs, COOs, CROs and founders considering AI strategy, implementation and adoption.
What is ChiefAI and who do you serve?
ChiefAI is a fractional Chief AI Officer and build team for B2B services firms doing $5M to $200M in revenue. We work with staffing firms, wealth and advisory firms, professional and managed services companies, and B2B SaaS teams. Senior time is the bottleneck. We build the AI tools that get it back.
How is ChiefAI different from AI consultants, agencies and software vendors?
Big consulting sells you a strategy deck for six figures. Tool vendors sell software that needs an internal owner. ChiefAI ships a working AI tool in week one and pairs it with the executive judgment that makes tools actually land. Pricing is visible. Month-to-month after the first 90 days.
Do you focus on strategy or implementation?
Both. AI fails when strategy and execution are separated. The fractional Chief AI Officer aligns leadership on priorities. The build team ships the tools. Both run on the same 90-day cadence and the same accountability line.
What does an engagement look like?
A 90-day sprint at one of three flat tiers ($3,500, $6,500, $14,500). Week one: AI readiness audit and the first tool shipped. Weeks two through eight: build across the business. Weeks nine through twelve: scale adoption. Month-to-month after that.
How do you drive adoption so teams actually use what is implemented?
We build inside the systems your team already uses, not parallel to them. Every tool gets an owner, role-based training and a usage scorecard before it ships. Adoption is reinforced through clear ownership and measurable usage so improvements stick beyond the initial rollout.
Ready to put a fractional CAIO on your team?
Book 30 minutes with us. We will walk through your highest-leverage AI opportunity and show you what we would ship in week one. If we are not a fit, we will tell you on the call.