Services

Senior technology leadership, without the full-time hire.

An experienced IT director in your corner, part-time. I help you set direction, make the big calls, and keep major projects on track. Vendor-neutral, and focused on decisions, not desktops.

Sound Familiar?

Where Middlebrook Helps Most.

  • You're replacing a core system.

    A membership database, ERP, CRM, or property management platform, and the decision will shape the next ten years.

  • Your IT provider makes the big decisions.

    They keep things running, but you're not sure their recommendations are the right ones for you.

  • Nobody owns technology.

    It's split between an office manager, a vendor, and whoever on staff is most comfortable with computers.

  • A project is stalling.

    Deadlines are slipping, the budget is growing, and it's hard to tell whether the vendor or the plan is the problem.

  • You're about to sign a big contract.

    You want someone who has seen these deals before to look at the pricing, terms, and fine print.

  • Leadership wants an AI plan.

    Staff are already experimenting, and you need sensible guardrails and a few real wins, not hype.

Our Services

What We Do, and What You Get.

Technology Strategy & Planning

A clear look at your systems, spending, and risks, measured against where the organization is trying to go. The result is a realistic plan your leadership and board can understand and act on.

What you get

  • Current-state assessment of systems, vendors, and costs
  • A prioritized 12–24 month technology roadmap
  • Budget guidance for the next year
  • A plain-language summary for leadership or your board

Platform & Vendor Selection

A structured, vendor-neutral process for choosing a new system: defining what you actually need, running demos on your terms, and comparing options side by side before you commit.

What you get

  • Documented requirements from the people who'll use the system
  • A vendor shortlist, demo scripts, and a scored comparison
  • Reference checks and a review of pricing and technical terms
  • A clear recommendation, with the reasoning behind it

Project Leadership & Oversight

Your representative on major technology projects like system migrations and new implementations. I keep vendors accountable, catch problems early, and keep leadership informed.

What you get

  • A project plan with milestones and clear ownership
  • Oversight of data migration, testing, and go-live readiness
  • Someone on your side in vendor meetings
  • Regular, honest status updates for leadership

AI Readiness & Enablement

Practical, responsible ways to put AI to work. We start with the guardrails your organization needs, then find a few places where it saves real time and help your staff use it well.

What you get

  • An AI use policy that fits your organization
  • A short list of high-value opportunities
  • A pilot plan with clear measures of success
  • Hands-on training for your staff

How We're Different

Not IT Support. IT Leadership.

Most small organizations have someone to fix things. Few have someone to decide things. That's the gap Middlebrook fills.

IT support company

Focus
Keeping devices, networks, and accounts running
Independence
Often resells hardware, software, or services
Typical cost
Monthly per-user or per-device support fees
Best when
Something needs to be fixed or maintained

Middlebrook

Fractional IT director

Focus
Strategy, major decisions, and big projects
Independence
Works only for you. No commissions, no reselling
Typical cost
A part-time monthly retainer or a defined project
Best when
You need direction and someone to own the big calls

Full-time IT director

Focus
Everything technology, for one organization
Independence
Works for you
Typical cost
A senior full-time salary plus benefits
Best when
You're large enough to need leadership every day

Already have an IT provider? Good. Middlebrook works alongside them, not instead of them. They keep things running; I help make sure it's all heading in the right direction.

Ways to Work Together

Pick the Level of Help You Need.

  • Technology Assessment

    One-time

    A focused review of your systems, spending, and risks, with a written roadmap. A good first step if you're not sure where to start.

  • Defined Project

    Fixed scope

    A vendor selection, system migration, or AI rollout, scoped up front with a clear timeline and deliverables.

  • Ongoing Advisory

    Monthly retainer

    Part-time IT leadership on an ongoing basis: regular check-ins, a seat at planning conversations, and a call away when big decisions come up.

Not sure which of these you need?

That's normal. Tell me what's going on and we'll figure it out together.

Get in Touch Schedule a Call