Bridgehead Prepared for David at Larson Design Group
Larson Design Group For David

Engineering Consulting Firm: A 90-Day CTO Plan

David, here’s your new CTO’s first 90 days. What to fix first, where AI pays off soonest, and what the hire should own.

If the CTO seat can stay open another quarter, ignore this. If it can’t, the next two minutes are worth it.

What we noticed

Employee-owned since 1986, ranked 238 on the ENR 500 list, and still adding firms, with MI Engineering joining on March 29.

Your Chief Technology Officer posting went up on October 22, and it asks one person to lead applied AI that is already underway, be the authority on Autodesk and Bentley work, and win over project managers, next to a CIO and a Director of IT.

  • Your GIS practice A certified Esri partner supporting utilities through the move to the newest Esri utility network. That is a technology product your own firm already sells. GIS and asset management page
  • Your data work Data acquisition, integration and visualization are services you offer clients, so the firm already handles the kind of data that AI needs. GIS and asset management page
  • A CIO already The leadership team already lists a Chief Information Officer, and the posting names a Director of IT. The new CTO’s first job is the line between them. About LDG
  • The tools your staff already use The posting expects fluency in the general AI tools, which means your people are probably using them already, inside a CMMC-regulated environment. Chief Technology Officer posting

Seen in your stack: WordPress · Google Tag Manager · Google Analytics · Cloudflare · Microsoft 365 · Autodesk · Bentley · Esri

What your posting asks for

  • “Develop and maintain LDG's multi-year technology and innovation roadmap.”
  • “Lead enterprise applied AI initiatives, including those already in progress, and be directly involved in the practical implementation of AI-driven solutions across the organization.”
  • “Establish frameworks for responsible, secure, and effective use of AI technologies, in coordination with the Director of Information Technology, who retains ownership of security and CMMC/CUI compliance.”
  • “Serve as the organization’s technical authority on AEC technology platforms (including the Autodesk and Bentley ecosystems), workflows, and emerging industry trends.”
  • “Success depends on adoption by project managers and discipline leads, so partnership with them is central to the role.”
  • “Negotiate technology agreements related to innovation initiatives, software platforms, and emerging technologies, ensuring terms are reviewed for federal flow-down and CUI/CMMC implications.”

From your Chief Technology Officer posting, posted October 22, 2026.

What changes for your new Chief Technology Officer

Your new CTO starts with a plan: who owns what next to your CIO and Director of IT, which AI work to keep, stop or start first, where AI saves your project teams time soonest, and a clear line between what they own and what a fractional lead can carry while they settle in.

Your new Chief Technology Officer’s first 90 days

Three phases, each item with the reason it’s there and where that came from.

Days 1 to 30

Learn what is already underway

  1. 1
    List the AI initiatives already in progress, with an owner for each

    Your posting asks the CTO to lead AI work that has already started. A list shows what to keep, what to stop and what is missing.

    Source: Chief Technology Officer posting
  2. 2
    Agree with the Director of IT who owns what

    Security and CMMC stay with the Director of IT. Writing down where the CTO’s work starts avoids overlap with your CIO too.

    Source: Chief Technology Officer posting
  3. 3
    Sit with project managers and discipline leads on a live project

    Your posting says success depends on their adoption. Watching their week shows which tools get used and which get ignored.

    Source: Chief Technology Officer posting
  4. 4
    Find where the Autodesk and Bentley work gets stuck

    The CTO is meant to be the technical authority on those platforms. Their pain points are the first list of fixes.

    Source: Chief Technology Officer posting

Days 31 to 60

Set the frame for AI and standards

  1. 5
    Write a one-page frame for safe AI use, with the Director of IT

    Your posting asks for frameworks for responsible, secure use of AI. One page that every project team can follow beats a long policy nobody reads.

    Source: Chief Technology Officer posting
  2. 6
    List the technical debt and the standards that are missing

    The role owns architecture decisions and technical debt. A ranked list gives the roadmap its first items.

    Source: Chief Technology Officer posting
  3. 7
    Review the agreements that carry federal terms

    New software agreements need review for federal flow-down and controlled information. A checklist makes that routine.

    Source: Chief Technology Officer posting

Days 61 to 90

Write the roadmap and run a first pilot

  1. 8
    Write the roadmap with measurable annual objectives

    The posting wants objectives that can be reported against, so each roadmap item gets a measure.

    Source: Chief Technology Officer posting
  2. 9
    Run one automation pilot with a project team

    A pilot with a team that asked for it shows what adoption looks like and builds the case for the next one.

    Source: Chief Technology Officer posting
  3. 10
    Plan how acquired firms’ systems join yours

    Each firm that joins brings its own tools and data. A standard plan makes the next one easier.

    Source: MI Engineering announcement
  4. 11
    Start AI training for staff who use the tools daily

    The posting asks for AI literacy across the firm. Training works when it follows the tools people already use.

    Source: Chief Technology Officer posting

Where AI pays off soonest

Workflows from your own business, in the order they save your team time.

  1. 1 First drafts of project documents, with an engineer reviewing

    BIM, digital delivery and project execution workflows repeat across projects. A drafted first pass from past projects lets engineers review instead of compile.

    Source: Chief Technology Officer posting
  2. 2 Scripted GIS data work for utility clients

    Utility migrations repeat the same data transforms. AI can draft and test the scripts so your GIS team checks them instead of writing every one.

    Source: GIS and asset management page
  3. 3 Finding past project experience for proposals

    Four decades of projects are spread across offices. A search that finds the right past project and its numbers speeds every proposal.

    Source: About LDG
  4. 4 A first pass on contract clauses for federal terms

    Your posting asks for flow-down review on every technology agreement. A first-pass flagger saves counsel’s time on routine ones.

    Source: Chief Technology Officer posting
  5. 5 Safe use of the AI tools staff already have

    People use Copilot, ChatGPT and Claude today. Settings, approved uses and short training keep controlled data out of the wrong tool.

    Source: Chief Technology Officer posting

What the hire owns, and what a fractional lead covers

Your Chief Technology Officer owns

  • The multi-year technology and innovation roadmap
  • Technical authority on Autodesk, Bentley and BIM workflows
  • Architecture, standards and technical debt
  • Vendor and partner relationships, including agreement terms
  • Hands-on delivery of applied AI with project teams

A fractional lead covers

  • The framework for safe AI use, written with your Director of IT
  • Which automations to pilot first, and how to measure them
  • An adoption plan for project managers and discipline leads
  • This 90-day plan, run alongside the hire until it’s theirs

Your first 90 days of tech leadership, planned

The plan above is yours either way.

Email Kash

We build a handful of these a month, for founders hiring now.

90 days

from the first day to a written roadmap

  • What to fix first, with the reason
  • Where AI pays off soonest
  • What the hire owns and what a fractional lead covers
  • A roadmap your team can run
Kash Badami

Who’s building it

Kash Badami was Chief Architect of a national health information network and closed the CMS deal behind Healthcare.gov’s data infrastructure. He runs his own company on AI today.

Chief Architectof a national health information network for HHS, aligning 23 federal agencies
$27MCMS deal that became core Healthcare.gov data infrastructure
  1. “he was singularly responsible for the company’s single largest customer by revenue - the Center for Medicare & Medicaid within the US Department of Health and Human Services.”

    RLRobert Liebowitz, worked with Kash on MarkLogic’s Public Sector team; now First Ascent VenturesLinkedIn recommendation, April 2026

  2. “Kash and I built ERT Credit together in 2021. He took my MVP and turned it into a SaaS that hit $10M ARR in twelve months.”

    Jordan Anderson, CEO, PayStreetgobridgehead.ai/about

Larson Design Group sales playbook, in brief

Larson Design Group is an employee-owned architecture, engineering and consulting firm founded in 1986 and ranked 238 on the ENR 500.About LDG, ENR 500 announcement

Its Chief Technology Officer posting asks one leader to own the technology roadmap, lead applied AI already underway and be the authority on Autodesk and Bentley platforms.Chief Technology Officer posting

The first 90 days: list the AI work in progress, agree who owns what with IT, set a frame for safe AI use, then write the roadmap and run one pilot with a project team.Chief Technology Officer posting

AI pays off soonest in drafting project documents, GIS data scripts, proposal research and first-pass contract review, each with a person approving.Chief Technology Officer posting, GIS and asset management page, About LDG

Prepared by at Bridgehead · November 9, 2026 · Every source

Questions

Why a fractional lead instead of waiting for the full-time Chief Technology Officer?

You don’t have to choose. The hire owns the product and the team; a fractional lead covers the AI and software side and runs this plan until it’s theirs, so nothing waits on the search.

What does it cost?

The first engagement is a fixed price, quoted on a call once we’ve seen what you need. After that there’s an optional monthly retainer, and you can stop at any point.

Will it get in the way of the Chief Technology Officer we hire?

No. The line between what they own and what a fractional lead covers is on this page, and the plan is handed to them to run.

Where does our data live, and is it secure?

In your own accounts. Nothing runs on our side, and every tool or vendor we suggest is reviewed with you before anyone connects it.

Is this only about AI?

No. AI is one part. Most of the first 90 days is the work your posting describes, and the AI items are the ones that save your team time soonest.

Your first 90 days of tech leadership, planned

The plan above is yours either way.

Email Kash

We build a handful of these a month, for founders hiring now.

90 days

from the first day to a written roadmap

  • What to fix first, with the reason
  • Where AI pays off soonest
  • What the hire owns and what a fractional lead covers
  • A roadmap your team can run
The research behind this page 6 sources
  1. Chief Technology Officer posting, October 22, 2026
  2. larsondesigngroup.com
  3. About LDG
  4. GIS and asset management page
  5. MI Engineering announcement, March 30, 2026
  6. ENR 500 announcement
  • Sources: the Chief Technology Officer posting on LinkedIn and pages of larsondesigngroup.com, saved on November 9, 2026.
  • Site technology seen in the page code: WordPress, Google Tag Manager, Google Analytics and Cloudflare.