IT Consigliere

The local tech utility for Westchester businesses.

Most AI and IT vendors serve this corner of the world from a thousand miles away. We show up. We learn your business. We run the technology so you can run the business: AI operations, cyber readiness, and product engineering, delivered in person across Westchester, Fairfield, NYC, and the Hudson Valley. A utility, not a consultant.

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The online AI people can't show up. They can't know your local context. They can't be the trusted face who walks in the door. We can. The densest economic corridor on Earth deserves a tech utility that's actually here.

Three Ways We Help

Recurring, embedded, local

Fixed-scope packages, plain-language pricing, no enterprise jargon. Take one. Add another when you're ready. You own your data and can take it with you. No lock-in, ever.

AI Operations

We stand up AI for your business the right way and keep it running. Not a slide deck. A working stack your staff actually uses.

  • AI usage policy & data-handling (privacy-first)
  • Knowledge base + internal chatbot
  • Document search + customer-service automation
  • Self-hosted where it fits; you own it

From $2,500 to set it up Covers the AI usage policy and the deployed stack. Heavier customization is quoted, so we tell you the number before we start.

  • Essential $500/mo Internal chatbot and knowledge-base upkeep, light customer-service automation. Monthly check-in.
  • Standard $1,000/mo Chatbot, document search and customer-service automation, all maintained. Knowledge-base re-ingest. Every two weeks.
  • Embedded $2,000/mo The full stack with proactive tuning, priority local availability, and on-site time. Weekly.

See AI Operations ↓ Book a fit call →

Cyber Readiness in a Box

The security basics most small businesses are missing, bundled into one monthly package, in plain English. Not jargon you can't act on.

  • Vulnerability scans + plain-language fixes
  • Ready-to-adopt security policies
  • Vendor review, phishing training, AI usage policy
  • Backup review, verified before you need it
  • Essentials $250/mo Scheduled vulnerability scans with plain-language fixes, security policy templates, and a backup review. The compliance floor.
  • Standard $500/mo Everything in Essentials, plus vendor and supply-chain review, phishing training, and your AI usage policy.
  • Managed $1,000/mo Everything in Standard, plus we do the remediation, review it with you monthly, and answer first when something breaks.

See Cyber Readiness ↓ Book a fit call →

Fractional Product-Engineering

Senior product-engineering leadership without the full-time hire: scale the org, own the product-eng seam, mature delivery, ship AI/ML responsibly.

  • VP Product & VP Engineering, both held
  • 190-person global team scaled
  • Enterprise & regulated-industry delivery

Scoped per engagement Every engagement is different, so we scope it with you rather than quote a number we'd have to walk back.

See Product-Engineering ↓ Book a call →

Better Together

AI + Security

AI Operations and Cyber Readiness share the AI-usage-policy work and the same trusted local relationship. Take one. Add the other when you're ready. We grow with you, and we never lock you in.

Why they belong together. Writing your AI usage policy is a deliverable in both lines. Do them separately and you pay for that work twice. Do them together and it gets written once, by the people who also know what your stack and your risk actually look like.

How we price it. Run both and the shared policy work is only counted once. We show you the two tier prices and what comes off, so you can see the arithmetic before you decide.

No pressure to bundle. Starting with one line is a perfectly good outcome. Most clients do.

Talk Through a Bundle

AI Operations

What "we run your AI" actually means

Most AI pitches end at the demo. This one starts after it. Here is what we set up, and what we keep doing once it's live.

The policy, first

Before any tool goes in, your team needs to know what they can and can't put into it. We write that in plain language:

  • What data may and may not go to which tools
  • Client and employee information handling
  • Who approves a new AI tool, and how
  • What to do when someone gets it wrong

The stack we deploy

A working setup your staff opens on a Tuesday, not a pilot that quietly dies:

  • A knowledge base built from your actual documents
  • An internal chatbot that answers from it
  • Document search across what you already have
  • Customer-service automation where it earns its keep

Then we keep it running

The part nobody sells you. Knowledge bases go stale, staff turn over, and the questions change:

  • Re-ingesting documents as they change
  • Tuning answers that come back wrong
  • Onboarding new staff onto the tools
  • A standing local contact who knows your setup
You own it. Self-hosted wherever it fits your business. Your data stays yours, exports on request, and if you ever leave you take the whole thing with you. No lock-in, ever.

Book a Fit Call

Cyber Readiness

What each tier actually covers

Three levels, priced by size and scope. Each one is a complete package, not a partial version of the next one up.

Essentials, $250/mo

The compliance floor. What a small business needs in place before anything else is worth discussing.

  • Scheduled vulnerability scans
  • Findings written in plain language, with the fix
  • Security policy templates ready to adopt
  • Backup review, so you learn your backups work before you need them

Standard, $500/mo

Everything in Essentials, plus the parts that involve your people and your vendors.

  • Vendor and supply-chain review
  • Phishing training your staff will sit through
  • Your AI usage policy, the same deliverable as AI Operations

Managed, $1,000/mo

Everything in Standard, and we do the work rather than hand you a list.

  • Proactive remediation, we fix what the scans find
  • A monthly review with someone who knows your setup
  • Priority local response when something goes wrong
Honest about scope. This is security hygiene for small business, done properly. It is not a SOC, and we won't sell it as one. If you need more than this, we'll say so and point you at what's right.

Book a Fit Call

For Startups & Scaleups

Fractional Product‑Engineering Leadership

Senior product and engineering leadership, without the full‑time exec hire. I sit on the seam where product meets engineering, having led both as VP, and I bring the org, the roadmap, and the delivery into one line of accountability.

Scale the Engineering Org

Org design, hiring, and the manager-and-staff tracks that hold up as you grow. I've built and led a 190‑person global engineering team and the high‑performance culture underneath it.

Own the Product‑Eng Seam

Roadmap, prioritization, and the handoffs between product and engineering, run by someone who has held both VP titles, so the tradeoffs land in one place instead of across a divide.

Mature Delivery & Pay Down Debt

CI/CD at scale, SDLC and Agile that actually ship, and a technical‑debt strategy with a number on it. In one engagement I cleared 90% of outstanding debt in six months.

Ship AI/ML Products Responsibly

AI/ML delivery governed by someone who has owned the roadmap and the P&L. Not hype, but scalable, secure, privacy‑minded products that hold up in regulated environments.

Let's Talk Leadership

IT Consigliere is the local face of success.build, the same platform, data products, and engineering depth behind the businesses and organizations we serve. You get a trusted local utility and a serious platform underneath it.

Westchester Newsletter

Know Your Corridor

A short weekly email for people who run or serve businesses in Westchester, Fairfield, the Hudson Valley, and the city's edge: what's moving locally, one practical AI idea, and a tech tip worth two minutes. It starts the day you confirm, so you're never catching up. Everything in it comes from public record and our own synthesis, nothing else. No hype, no spam, and we never sell your data.

We'll email you once to confirm, and nothing else until you click the link. After that: one short email a week. Reply anytime, a person reads every one. Unsubscribe in one click.

Ready to have a local tech utility on your side?

Tell us about your business. We'll tell you honestly what's worth doing, and what isn't.

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