Enterprise Leadership Strategist

Translating ambition into the
operating habits decision rights daily practices working systems
that deliver it.

I'm Brandon — a strategist who's spent twelve years working alongside the executives, founders, and operators carrying real weight. The job is the same every time: turn ambition into a practice the team can actually run.

Brandon Smith — Enterprise Leadership Strategist
About
Brandon Smith

Senior Manager · The Cigna Group

I help leaders do the job they signed up for.

I'm Brandon — a strategist who's spent the last twelve years next to CEOs, COOs, and the operators carrying the weight of large organizations. Today I lead Enterprise Strategy & Delivery at The Cigna Group, owning the Enterprise Operating Model that governs how 1,800+ technology teams plan, fund, and ship.

Before Cigna, I served as Director of the Agile Practice & Center of Excellence at CGI Federal — building the practice that supported $150M+ of federal civilian modernization across CMS and the VA, and personally certifying 216 SAFe practitioners along the way. The job hasn't changed: translate ambition into the operating habits that actually deliver it, and keep the leader's attention pointed at what only they can do.

i. Operating Model
ii. Enterprise Cadence
iii. Strategic Enablement
How I Lead

Four operating beliefs
I keep returning to.

i.

Operating cadence over heroic effort.

Strategy is what an organization actually does on the days no one is watching. A steady cadence beats a great quarter.

ii.

Decision rights, not org charts.

The truth of how a company moves lives in who decides — and how fast. The org chart is just the story we tell about it.

iii.

Enablement is a verb.

Real enablement removes friction from someone else's work. If a framework needs defending, it isn't enabling anything yet.

iv.

Coach the leader, not the slide.

The strategy is only as durable as the operator carrying it. Protect their attention; the rest tends to follow.

Belief

Authority you can talk to.

The work of large enterprise is mostly correct, often cold, and rarely human. I'd rather it be all three — rigorous about the operating model, restless about the cadence, and warm enough that the people inside it want to keep showing up. That's the practice. That's the whole brief.

Credentials

Twelve years.
One throughline.

From Agile coach to operating-model strategist — the work has always been the same: make ambition deliverable, and leave the team more capable than I found it.

Currently

Senior Manager, Enterprise Strategy & Delivery

Evernorth Health Services · The Cigna Group

Owning the Enterprise Operating Model that governs how 1,800+ technology teams plan, fund, and ship.

Previously

Director, Agile Practice & Center of Excellence

CGI Federal

Built the practice that supported $150M+ of federal civilian modernization across CMS and the VA.

Education

MBA · IT & Project Management

B.S., Information Technology

Graduate and undergraduate work focused on the operating side of technology delivery.

In Progress

Doctorate in Business Administration

Research focus: operating-model evolution at scale

Translating the practice into the literature — and the literature back into the practice.

Certifications
Scaled Agile

SAFe® 6 Practice Consultant (SPC)

Scaled Agile

SAFe® 6 Release Train Engineer (RTE)

Scaled Agile

SAFe® 6 Scrum Master (SSM)

Scaled Agile

SAFe® 6 Practitioner (SP)

Scaled Agile

Achieving Responsible AI with SAFe®

Scaled Agile

SAFe® Remote Trainer

Project Management Institute

PMI Agile Certified Practitioner (PMI-ACP)®

Scrum.org

Professional Agile Leadership™ I (PAL I)

Scrum Alliance

Certified Scrum Professional — Product Owner (CSP-PO)

Scrum Alliance

Advanced Certified Scrum Product Owner (A-CSPO)

Scrum Alliance

Certified Scrum Product Owner (CSPO)

Silicon Valley Product Group

SVPG Product Masterclass (2025)

Speaking · Facilitation

The room is the work.

Keynotes, workshops, and executive offsites — the kind where the org actually leaves with a decision and a cadence, not a deck.

Brandon Smith speaking at an enterprise event
Brandon Smith on stage
Brandon Smith working with a leadership team
Brandon Smith at an Agile conference
Service · Community

Leadership is local, too.

I serve on two boards in my community — because the best operating models are the ones built next to the people they serve.

Leadership Institute of Acadiana board
Leadership Institute of Acadiana

Immediate Past Chair, Board of Directors

A program graduating cohorts of emerging leaders across South Louisiana — teaching the practice of leading well, in public, alongside people who'll have to keep showing up to one another.

The705 board
The705

Member, Community Advisor Board

A community of professionals investing in Acadiana — its leadership pipeline, its civic energy, and the long arc of the place we've decided to build from.

Get in touch

Let's talk.

Whether it's a speaking inquiry, an advisory conversation, or just a hello — the inbox is open. I read everything; I reply to most things within a few days.

Contents
Table of Contents