Strategic I.T. Leadership

A Director of I.T.
Without the C-suite salary.

At some point, I.T. stops being a support function and starts being a strategy problem. That's when you need a seat at the table, not another ticket in the queue.

Overview

Most I.T. providers are built to react. This isn't that.

There's a moment every growing company hits. The helpdesk is fine. The laptops get set up. But your CTO is making infrastructure decisions without a real I.T. voice in the room. Your ops team is buying tools that don't talk to each other. Your board is asking about your security posture and nobody has a great answer. You start thinking you need to hire someone senior, someone who shows up to the planning meeting with opinions and stays through the hard conversations. That person exists. You might not need to hire them full time.

Here's the thing about hiring a full-time I.T. Director: most of them end up outsourcing the execution to an MSP anyway. So you're paying an executive salary for strategy, and an MSP retainer for execution, and hoping those two things stay aligned. They usually don't. We own both. The Fractional I.T. Director sets the strategy, drives the roadmap, and sits at your leadership table. The FieldGuide team behind them executes it. Same brain, same team, no gap in the middle.

What we actually do

What this actually looks like.

01

A senior person who knows your business.

Not an account manager. Not a rotating cast of engineers. A named, senior I.T. leader with real opinions.

This isn't an account manager or a rotating cast of engineers. You get a named, senior I.T. leader with deep experience running I.T. organizations across industries. Someone who learns your business, your vendors, your risk tolerance, and shows up to leadership meetings ready to contribute, not just report.
02

I.T. in the planning cycle, not after it.

The expensive mistakes almost always happen when I.T. isn't in the room when decisions get made.

A new office opens and nobody thought about the network. A new tool gets bought and I.T. finds out on rollout day. We sit with your leadership team during planning, budgeting, and OKRs so the I.T. implications are built in, not bolted on.
03

Budget and vendor oversight that actually saves money.

We know what things should cost. We know the tricks vendors play. And we'll tell you when you're overpaying.

We actively manage your hardware and software spend, build lifecycle plans so nothing surprises your CFO, and negotiate with vendors on your behalf. We know what things should cost. We know the tricks vendors play. And we'll tell you when you're overpaying.
04

Your security and compliance program, owned and driven.

Someone who can own the program, not just advise on it, makes all the difference.

If you're working toward SOC 2, HIPAA, or just trying to make sure your security posture is defensible, this is where having someone who can own the program (not just advise on it) makes the difference. We build the plan, manage the execution, and report progress to your leadership team.
05

A real voice at the leadership table.

Honest input on technical decisions. A perspective on where AI and tooling are headed that isn't just vendor talking points.

Regular communication with your CTO, COO, VP of Ops, whoever the right people are. Honest input on technical decisions. A perspective on where AI and tooling are headed that isn't just vendor talking points. We'll update the board slides too.
06

Strategy through execution, in one team.

No translation layer. No finger pointing when something falls through the cracks.

Most I.T. Directors hand off execution to someone else. Ours don't. When a decision gets made, the same team that made it builds it, manages it, and keeps it running. No translation layer. No finger pointing when something falls through the cracks. You get a director with a full technical team behind them, and they all work together because they already do.

What's included

  • Dedicated senior leadership: A named Fractional I.T. Director, not a ticketing queue.
  • Planning cycle participation: Present for OKRs, offsites, and budgeting where I.T. decisions get made.
  • Budget and lifecycle management: Proactive capital planning so nothing catches you off guard.
  • Security and compliance ownership: Building and driving your program, not just auditing it.
  • Vendor management: Negotiating contracts and keeping your options open.
  • Executive reporting: Regular updates to your leadership team and board as needed.
  • Strategic I.T. roadmap: A 12-month view of where your infrastructure, tooling, and team are headed.
  • Full execution team: Every decision backed by FieldGuide's engineers, ready to build and manage what gets planned.

No deck. No demo.
Just tell us what's not working.

Book a 15-minute call and we'll show you exactly how FieldGuide fits your team.

Schedule a Call

Who it's for

When the helpdesk isn't the problem anymore.

Series A and B companiesFounders without a technical co-founderCompanies between I.T. hiresTeams preparing for a board presentationOrganizations heading into SOC 2Companies scaling faster than their tools

The board is asking about your technology strategy.
Let's make sure you have an answer.

Schedule a Call