I help executive teams turn AI confusion into clarity, and innovation into measurable business impact, through hands-on advisory services designed to align strategy, operations, and AI adoption.
Still Trying to “Figure Out AI”? That’s the Expensive Way.
AI isn’t another IT initiative. It’s a fundamental shift in how value is created.
Without a clear strategy, teams stall, budgets bleed, and competitors leap ahead.
You don’t need more demos. You need clarity. Fast.
ABOUT STEVE DEEB
Meet the Trusted Advisor Enterprise Leaders Call When It’s Time to Get Serious About AI
MIT-trained AI strategist
Former CTO at Monster and Agero
Led $100M+ e-business transformation
Patented multimodal AI system (voice, image, intent)
Proven enterprise change leader with a no-fluff approach
“You don’t need code. You need clarity. I help execs turn AI into real business outcomes.”
In the late ’90s, companies rushed to adopt the internet—not because they had a strategy, but because they feared missing out. Websites were built. Tools were launched. Most of it didn’t work.
Why? Because there was no alignment with the business. I lived through that wave—and helped shape its survivors.
In 1999, Monster.com had a simple goal: Host a single job posting page.
This single page generated $45 million in revenue which quickly became “We want an e-commerce strategy.”
What they got from me was far more than a shopping cart. I delivered an e-business strategy—one that integrated sales, commission structures, customer service, website operations, and CRM. The result? A $100M line of business in the first year.
That moment defined my approach then—and it defines how I guide companies through AI adoption now.
We’re in a New Wave of Disruption
Today, AI is following the same trajectory as the early internet:
Tools are launched without ownership or integration.
Pilots are run without clarity on KPIs or business outcomes.
Teams are overwhelmed, untrained, or skeptical.
Leadership is unsure where to start—and what’s real.
Sound familiar? It should.
What companies need isn’t more GenAI demos.
They need a business strategy reimagined through the lens of AI.
The Executive's AI Playbook
Learn what leaders get wrong, what top performers do differently, and how to avoid the most expensive missteps.
Book Your 30-Minute Executive AI Strategy Session
No fluff—just high-trust guidance from someone who’s been in your seat.
What’s Included:
Audit of your AI maturity
Clarity on where AI drives impact now
Roadmap to move fast and scale wisely
Trusted by Brands Who Don’t Gamble on Tech
What Industry Leaders Say About Working With Steve
“Steve played a pivotal role in our cloud, digital, and IT transformation. His business, financial, and technical acumen helped accelerate Agero’s growth, delivery, and profit. One of the finest people I’ve had the privilege to work with.”
Bernie GracyEVP & Chief Digital Officer, Monotype | ORBIE Winner
“Steve truly understands business needs and applies technology with precision. As a client, he felt more like a strategic partner. His leadership drove shared success. I’d work with him again in a heartbeat.”
Tom DaviesTech Executive | SaaS & Cloud Ops Leader
“Steve is sharp, dedicated, and always goes the extra mile. His leadership and professionalism elevated every aspect of our ERP rollout. I highly recommend him.”
Manny Silva, CPIMERP & Mobile Learning Consultant
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Monthly updates and insights for executives making real AI decisions.