Paige Alexander
Role
Director, Enterprise Modernization & Delivery
Based
San Diego, California
Focus
People, process, technology, AI, and transformation

Turning chaos into structure. Building organizations that scale.

Paige Alexander
OperatorBuilderLeader
I've spent my career helping organizations scale through leadership, operational design, technology delivery, and transformation. Whether building PMOs, launching new service offerings, creating learning platforms, or implementing AI-enabled workflows, my focus is always the same: create clarity, build capability, and help organizations grow.
45+
PMO professionalsscaled from a team of 7
2,000+
Employees reachedvia the Center of Excellence
$9M
Enterprise modernization programhelped source, shape, and deliver
$33M
Revenue contributiondelivery operations, 2024
$1M+
Recurring revenueproduction support practice
AI delivery acceleratorsOnboarding & learning systemsCloud modernization GTMProduction support operating models
01

Turning Ideas Into Operating Models

I've spent my career helping organizations scale through leadership, operational design, technology delivery, and transformation. Whether building PMOs, launching new service offerings, creating learning platforms, or implementing AI-enabled workflows, my focus is always the same: create clarity, build capability, and help organizations grow.

I've always been drawn to the gap between a good idea and a repeatable process. Over the years, I've built delivery methodologies, learning platforms, hiring frameworks, AI accelerators, cloud assessment programs, production support organizations, and Centers of Excellence that help teams operate more effectively and consistently.

The common thread isn't the specific solution. It's identifying opportunities to create structure where it doesn't exist, transforming complexity into something scalable, and building systems that allow organizations to grow without constantly reinventing the wheel.

02

Beyond Work

Outside of work, you'll usually find me in the garden trying to convince vegetables to grow in Southern California, building small software projects that probably didn't need to exist, finding a good local brewery, or planning the next dinner somewhere with a view.

I'm also busy chasing two young kids around, which is equal parts joy, chaos, and cardio. It's a daily reminder that some of the most important things in life refuse to follow a project plan.

I've always enjoyed making things better than I found them, whether that's a team, a process, a backyard, or a side project.

03

Systems Built

Built to solve real operating problems, not sit in a slide deck.
01

Delivery Center of Excellence

Challenge

Every team ran delivery a little differently, and the know-how lived in people's heads, so quality depended on who showed up.

What I Built

One Center of Excellence covering the full delivery lifecycle, from readiness and discovery through development, UAT, go-live, and hypercare, with the delivery methodology, tollgates, governance, RACI, QA and architecture best practices, SOPs, templates, and accelerators.

Outcome

One consistent way to run delivery that supports 2,000+ people and keeps working beyond any one person.

02

PMO Operating Model

Challenge

A small team needed to grow fast without losing consistency or burning people out.

What I Built

A multi-level operating model with role definitions, resourcing, onboarding, cadence, and a clear career path across TPMs, leads, and analysts.

Outcome

Scaled the PMO from 7 to 45+ with structure that held as it grew.

03

Learning Management Platform

Challenge

Onboarding was ad hoc and didn't keep up with hiring.

What I Built

A structured platform with sequenced lessons, knowledge checks, progress tracking, and feedback built into each lesson.

Outcome

Repeatable onboarding that runs without me in the loop.

04

Hiring & Talent Framework

Challenge

Hiring calls were inconsistent and hard to defend, and inflated resumes were slipping through.

What I Built

Weighted rubrics, scorecards, promotion criteria, and candidate evaluation across nine roles, with checks for inflated and AI-generated resumes.

Outcome

Consistent, defensible hiring and clearer ways for people to grow.

05

Complexity Calculator & SOW Generator

Challenge

Estimating and scoping new work was slow, subjective, and easy to get wrong.

What I Built

An interactive tool that scores delivery complexity, recommends a staffing model, flags risks, and produces proposal and SOW-ready outputs.

Outcome

Faster, more consistent estimates and a shorter path from assessment to contract.

06

Production Support Operating Model

Challenge

Post-launch support was reactive, with no clear model for keeping clients healthy after go-live.

What I Built

An operating model with governance, service levels, and a repeatable structure for ongoing client work.

Outcome

A support practice serving 15+ clients and adding $1M+ in recurring revenue.

04

AI in Practice

Practical AI workflows built into the places where delivery teams already work.
01
AI Delivery Framework
A prompt system mapped across the full delivery lifecycle, from project start through go-live, so teams have a stronger starting point at every stage instead of a blank page.
02
Cloud Assessment Generator
Turns raw infrastructure discovery into an executive-ready modernization picture.
03
Complexity Calculator
Scores delivery complexity and recommends a staffing model from a short intake.
04
User Story Generation
Drafts structured user stories from requirements so teams start from something, not nothing.

Side Projects & Experiments

Small projects built outside of work that explore operations, automation, product thinking, and practical software design.
Side Project

Freelancer Operations Dashboard

A lightweight operational dashboard built for independent consultants and small businesses to manage clients, projects, invoices, follow-ups, and weekly priorities.

Originally created as a side project to explore how simple software can help people operate more effectively.

What it demonstrates
Product thinkingOperational designUser experienceBuilding from idea to launchMonetization and distribution
View demo

I enjoy building practical tools that solve everyday operational problems, even when nobody asked for them.

05

Transformation & Growth

Helping turn modernization demand into a repeatable capability.
01
Cloud modernization GTM motion
Helped develop the assessment-led go-to-market motion that turns discovery into delivery work.
02
Strategic opportunity intelligence
Contributed to the tools and signals used to spot and qualify modernization opportunities earlier.
03
$9M modernization engagement
Helped source and shape the engagement, then played a key role in delivery.
04
Modernization capability development
Helped develop a new modernization capability and the operating model behind it.
Flagship Program / Enterprise Modernization
$9M
A large-scale modernization program. Helped source and shape it, then played a key role in delivery. Now a flagship case study.
7
legacy systems integrated
4 TB
migrated to the cloud
40%
infrastructure cost cut
5
phase migration plan
06

Leadership

Building teams that don't depend on heroes.
How I think about it
01Clarity beats heroics
02Process should make work easier
03AI should support judgment
04Documentation should be usable
05Scaling is a people problem first
What I'm proud of
Building programs people actually use
Helping teams grow without losing their identity
Turning messy ideas into practical operating models
Creating space for people to lead
Building things that keep working after the original problem is solved
Track record
2025 / Now
Director, Project Management Office
Alpha FMC
Lead enterprise delivery and transformation across cloud, application modernization, and AI enablement. Built the integrated PMO post-acquisition and helped develop the hyperscaler partnership motion.
2023 / 2025
Director, Project Management Office
Auxo Solutions
Built the delivery function from scratch and grew the PMO from 7 to 45+. Launched a production support practice from zero and contributed to $33M in revenue.
2022 / 2023
Manager, Project Management
Agile IT
Stood up the PMO function, defining structure, standards, and delivery best practices across concurrent M365 programs.
2019 / 2022
Lead Project Manager
Agile IT
Primary client lead on large-scale Microsoft 365 deployments, including a $2M program delivered on schedule and under budget.
2017 / 2019
Project Manager
RealPage / LeaseLabs
Managed client delivery across web launches, brand, and campaigns. Where the operating instinct started.
07

Contact

Let's talk.

Interested in delivery leadership, modernization, AI in practice, or building operating systems for teams? I'd be happy to connect.