About
AI advice, built around your business.
Silva Strategy Group was founded on a simple idea. Most small businesses and early-stage companies are tired of AI hype. They want someone to sit down, understand what they are actually trying to do, and help them figure out if and how AI fits into that picture.
We work with small business owners and early-stage B2B companies (0-1 stage and beyond) who are curious about AI but do not want to bet the business on a trend. Whether that means quietly improving how your team gets work done or building AI directly into your product, we help you make that call with clear eyes, then help you execute on it.
How we work
We do not believe in one-size-fits-all AI playbooks. Every engagement starts with understanding your business, your constraints, and your goals, then we build the plan around that. Here is what that looks like in practice.
Transparent pricing from day one
You will always know what an engagement costs and what you are getting for it.
Plain-language recommendations
You should walk away from every conversation understanding exactly what we recommend and why.
A real partnership
We stay engaged through implementation, well past the strategy deck.
A note from Oliver
I have spent over 20 years building product inside legal and government institutions. Most recently, as VP of Product at Casepoint, I have led AI product strategy for enterprise and government customers, from the initial build-or-buy decisions all the way through launch.
But my path did not start in a product role. It started in courthouses, a corrections facility, a state Attorney General's office, and law firms, doing the hands-on work of e-discovery and litigation support. That background is exactly why I started Silva Strategy Group. I have seen firsthand what happens when AI strategy is disconnected from the people actually doing the work. I have also seen what it looks like when it is done right, grounded in real constraints and real users.
I started this firm because small businesses and early-stage companies deserve that same grounded, practical approach: a straight conversation about where AI genuinely fits your business, and a partner who sticks around to help you get there.
Oliver Silva
Founder, Silva Strategy Group