The operator senior leaders trust to turn an ambiguous mandate into a measurable result

Chief of Staff · Strategy & Operations · Program & Project Management · Management Consulting

Kyle Littlejohn

For over a decade I've worked alongside founders and the C-suite as the person who builds the plan, the operating cadence, and the reporting that move a company forward. I'm industry-agnostic, but I carry the skills required for success no matter the industry, and I've put them to work across Healthcare, Media & Entertainment, Biotech, SaaS, and Financial Services. I build with AI directly, fluent enough in the technology to put it to work, not just talk about it.

Currently open to Chief of Staff, Strategy & Operations, PMO, and Management Consulting roles.New York, Remote, and open to Sydney and London.

Career Snapshot

Experience 12+ years as an operator beside founders and the C-suite
Open to Chief of Staff · Strategy & Operations · Program & Project Management · Transformation · Management Consulting
Industries Healthcare · Media & Entertainment · Biotech · SaaS · Financial Services
Based New York · Remote · open to Sydney & London

Why Work With Me

🎯
The operator execs trustFounders and C-suite leaders hand me the ambiguous mandate. I set the cadence, align people who don't report to me, and drive it to a result.
⚙️
AI-native, and provenBeyond using AI, I design and run a production, human-in-the-loop AI operating system that manages my own operation, equally at home in the technical room and the executive one.
📈
Specific, real outcomesScaled an organization from $350M to $1.75B. Grew an account from $280K to $2.1M. Compressed execution cycles by roughly 30% without direct authority. The record below documents each.

Operating experience across

Healthcare, Media and Entertainment, Biotech, SaaS, and Financial Services.

Engagement Highlights

Real examples of how my work has moved the companies I've partnered with.

Kaseya · Senior Manager, Strategic Finance & Business Operations · 2018–2020
The operating and KPI spine of a $1.75B organization
$350M → $1.75B scaled, with 14 acquisitions integrated and run off one reporting spine

Partnered with the C-suite through Kaseya's scale, owning financial planning, KPI infrastructure, scenario modeling, and capital-allocation analysis. Built the Tableau, SQL, and board / QBR reporting leadership set portfolio and acquisition priorities off of.

AMC Networks, via SOL Consulting · Senior Program Manager, FAST / AVOD · 2020–2026
The operating cadence across 16 business units
~30% faster execution cycles, with no direct authority

Ran the operating cadence and governance across the FAST and AVOD portfolio: 16 business units, 12 external partners, and 32 digital channels. Stood up a single source of truth for status, risk, and decisions, and prepared the executive and Steering Committee materials behind it.

AMC Networks, via SOL Consulting · Senior Technical Project Manager, Digital Transformation · 2020–2026
The AMC+ launch and identity feature
~65% digital revenue growth the launch contributed to

Led delivery on the AMC+ subscription launch across Product, Engineering, QA, and Marketing, and built out the AMC+ identity feature for both the launch and the ongoing website enhancements. Turned roadmap, engineering delivery, and go-to-market into one trackable plan, surfacing launch risks and dependency conflicts early.

AMC Networks, via SOL Consulting · Account Manager · 2020–2026
An account grown 7.5x, and the team behind it
$280K → $2.1M annual account growth, with a team of 8 consultants

Owned the AMC Networks engagement as the operating liaison between SOL Consulting leadership and AMC executives. Read priorities, shaped scope, and sustained executive trust across renewal cycles while setting the cadence for a team of 8.

AArete · Consulting Manager, bluebird bio engagement · 2017–2018
Cost transformation, quality held
$1M+ in annualized savings, SLA quality preserved

Directed an operational transformation for a gene-therapy client across Procurement, Legal, HR, and Operations. Ran five initiatives spanning scoping, renegotiation, and redesign, delivering over $1M in annualized savings with service levels fully preserved.

Optimity Advisors · Senior Consultant · 2014–2017
A next-gen credit-rating platform at Moody's
20% program efficiency gains through SDLC optimization

As the technical business analyst on Optimity Advisors' Moody's engagement, translated business needs into functional specs for a next-generation internal credit-rating platform, and drove the process optimization behind a 20% efficiency gain across the program.

Career Arc

More than a decade of work, from advising dozens of consulting clients to serving as operating partner of a $1.75B organization. The mandate has been consistent throughout, taking an ambiguous problem, building the operating spine, and delivering a measurable result.

  1. SOL Consulting Director, Strategy & Client Delivery

    2020–2026

    Owned the multi-year AMC Networks account end to end, progressing from Account Manager to Senior Program Manager. Grew it from $280K to $2.1M, ran the operating cadence across 16 business units, and cut execution cycle time by roughly 30%.

  2. Kaseya Senior Manager, Strategic Finance & Business Operations

    2018–2020

    Operating partner to the C-suite through the scale from $350M to $1.75B, owning the financial planning, KPI infrastructure, and board reporting that integrated 14 acquisitions onto one spine.

  3. AArete Consulting Manager

    2017–2018

    Led an operational and cost transformation for gene-therapy company bluebird bio, delivering over $1M in annualized savings with service levels fully preserved.

  4. Optimity Advisors Consultant → Senior Consultant

    2014–2017

    Drove enterprise transformation across Financial Services, Media & Entertainment, and Healthcare, from a next-gen credit-rating platform at Moody's (20% efficiency gains) to a compliance-critical health-insurance product launch at CareFirst.

  5. Maximus Systems Analyst Intern

    Summer 2013

    Bridged business and technical teams on a government technology program, translating requirements into specs for enterprise software delivery.

What I'm Looking For

I come from an extensive operating background spanning multiple industries, lines of work, and every level of an organization, up to the C-suite. My specialty is partnering with senior leadership to turn their hardest, most ambiguous problems into measurable results. What I'm looking for next is where that becomes the whole mandate, backed by proven expertise across the lanes below.

Lane

Chief of Staff

The operator a CEO or COO hands the ambiguous mandate to. I run the operating cadence and OKRs, prepare the board and QBR materials, and drive the cross-functional initiatives no one else owns. Done as operating partner to the C-suite of a $1.75B organization.

Lane

Strategy & Operations

Turning ambiguous executive questions into funded, measured plans. I build the scenario and capital-allocation models behind the decision, stand up the KPI infrastructure, and hold teams to the targets. Hands-on in SQL, Tableau, and Looker, not just the deck.

Lane

Program & Project Management

Complex cross-functional programs run end to end, with integrated plans, governance, and dependency and risk tracking that move work from mandate to measured delivery. Proven across 14 acquisitions at Kaseya and a 16-business-unit portfolio at AMC Networks.

Lane

Management Consulting

Engagement leadership and client delivery. I frame the problem, align the sponsors, and run the multi-year engagement that turns a client mandate into measurable outcomes. Grew the AMC Networks account from $280K to $2.1M and led a biotech transformation to $1M+ in savings.

Lane

AI Transformation

Putting AI to work inside real operations rather than demonstrations. I design agentic workflows, keep a human on every decision, and build systems that hold up under real use. The proof is the 60+ specialist operating system I built and run on Claude.

See the system below →

The throughline has not changed. Take the ambiguous mandate, build the operating spine, and deliver the result. If any of this maps to a problem you are facing, I would welcome the conversation.

Start a conversation →

Skills & Tools

The capabilities I lead with, and the tools behind them. Full detail on every role is in my resume.

Strategy & Operations
Operating model & cadencePMO & governanceKPI / OKR infrastructureScenario & capital-allocation modelingCorporate & business strategyStrategic planningMarket & competitive analysisTransformation & change managementAI strategy, adoption & enablementBoard & executive reporting
Data, Analytics & BI
TableauSQLLookerExcelAdaptive PlanningNetSuite
AI & LLM tooling
ClaudeChatGPTMicrosoft CopilotGoogle GeminiAgentic workflowsLLM prompting
Project & Delivery
JIRAMicrosoft ProjectSmartsheetAirtableScrum (PSM I)

Certifications  ·  Professional Scrum Master I  ·  Google Project Management  ·  Generative AI for Project Managers  ·  AI Foundations for Business

AI Expertise & Examples

AI, put to work inside real operations

I bring AI directly into the operating work, rather than only the conversation around it. At AMC Networks, I built AI-assisted reporting that turned raw status into decision-ready narratives. Beyond that, I designed and run a production operating system on Claude that manages my own strategy, operations, and reporting, with 60+ specialists across 12 departments, a 14-stage quality pipeline, and a human on every decision that leaves it.

12departments
60+specialists
14-stageQC pipeline
Explore it on GitHub ↗

The Executive Office, by team

A coordinated team of 60+ specialists across 12 departments, with a human on every decision. Hover or tap a team to see what it does.

Hover or tap a department

Examples of my AI work

The same systems thinking, documented openly. These cards load live from GitHub.

@khlittlejohn-hue
@khlittlejohn-huebuilding in public on GitHub ↗
·public repos
Claude Codeflagship built with

Live from the GitHub API · no tracking · falls back gracefully if GitHub is unreachable.

Also building

  • Building With Claude, content and guides on running an AI-first operating system, in development.
Explore my GitHub ↗

Outside the Office

The same discipline that drives the work carries into the pursuits outside of it.

🏃 Endurance Athlete

An endurance athlete across Hyrox, road marathons, and ultras, with 25+ races completed and more on the calendar.

Featured on OutSports
🌍 Travel Fanatic

50+ countries and counting, with a disciplined approach to making the most of limited time away from work.

Featured in Condé Nast Traveler
🍳 Foodie

A dedicated home cook, continually exploring new cuisines and techniques.

Featured on Food Network's Must Love Food
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