Fractional CMO · Operator · AI Catalyst

Upleveling GTM
for Scaleup Companies.

CEOs and investors are experts at spotting potential. We deliver the GTM expertise, execution, and leadership to capture it — in six months or less.

Work with me → See how I work
What I do

Three ways I plug in.
All of them ship.

01 — Advise

Partner to the CEO

$3–5K / month

Bi-monthly check-ins, deep thinking on strategic questions, and board-level deliverables. Three-month minimum, month-to-month, after.

02 — Anchor

Fractional CMO

$15–25K / month

Typically 6–24 month engagements that elevate the marketing function through a defined strategic push. Ends when the mandate completes or a permanent seat has been identified.

03 — Package

Scoped deliverable

$25–50K fixed

GTM Brain (6 weeks), Video Factory (8 weeks), Revamped Messaging & Positioning (8 weeks), Marketing Function Audit (4 weeks). Fixed fee, fixed end date.

The principal

Operator + network.

Jamie Grenney

Jamie Grenney

Five-time CMO. GTM operator. Product partner to CEOs.
25 years building marketing functions that scale with the rest of the company.
Come for the expert.
Get the network.

"I've spent 25 years investing in relationships with the best operators I know. When a project needs a specialist, I bring in a vetted partner who's an expert at their craft. We've worked together before. We move fast. At OwnBackup, that's how we shipped the messaging, positioning, and brand."

100+ Vetted operators across the network
Twenty-five years operating, advising, and partnering across high-growth B2B
Salesforce
Amazon Connect
Okta
ElevenLabs
OwnBackup
PlanGrid
Thunder
Infer
Connect The Dots
Prometheus Group
SalesHood
IPO.com
30+
B2B software GTMs shipped
25
Years across high-growth B2B
24+
Episodes of Who Got Me Here ↗
Who I work with

The fit.

Software and software-services companies, Series B through PE-backed, $10M to $250M in revenue. CEOs with a project that's important and hasn't moved — new positioning, an AI initiative, a channel motion, a brand reset, a category-defining moment. I come in to get it across the line.

The relationship is CEO-led — that's the shape that works best. Existing marketing leaders and CROs are partners on the work, not threats to it.

Recent work

A sample of what this looks like in practice.

FRACTIONAL CMO · 18 MONTHS

Thunder

Ran the marketing team and channel engagement strategy across Salesforce, Amazon, and ElevenLabs, and a dozen core industries.

Read case study →
FRACTIONAL CMO · 12 MONTHS

PE-Backed Software Company

Strategic mandate with a clear scope ceiling. Partner alongside an existing in-house marketing leader. Company valuation: ~$4 billion.

Read case study →
PROJECT · 8 WEEKS

SalesHood

Messaging and positioning workshop manifesting itself in the form of a website revamp and sales enablement.

Read case study →
From the Thunder engagement

Why Thunder's CEO hired a fractional CMO.

Carter Wigell  ·  CEO, Thunder

If this sounds like your situation,
let's talk.

30-minute intro calls are free and no-commitment. If we're a fit, terrific. If not, I'll often refer you to someone who is.

Book an intro call →
Who I Help

The shape of a good fit.

The work is most effective when the engagement shape is right. I've learned from the times it wasn't. Here's what I've optimized for.

The four-clause test

Best fit.

When we're likely to click

  • Software or software-services company
  • $10M–$250M in revenue
  • Series B through PE-backed
  • CEO-led relationship

Not a fit

  • Pre-Series A
  • Under $10M in revenue
  • Lack of CEO-level sponsorship
When this shows up

Four situations I work best in.

01

The project that has to ship

You have a project that's important and hasn't moved — new positioning, an AI initiative, a channel motion, a brand reset, a category-defining moment. I come in as the catalyst to get it across the line.

02

Between marketing leaders

The last VP left, the search is in progress, and you need a senior partner at your altitude holding the function together — and setting up the next leader to win on day one.

03

Under-invested function

You know the marketing org needs more than it has today. You don't want to staff up and find out — you want a senior operator to see the thing clearly first.

04

Vision without a partner at altitude

You have a clear picture of where the company is going. What you're missing is someone at the strategic altitude to build the marketing plan that gets you there.

From the Thunder engagement

How Thunder built an AI-native GTM.

Carter Wigell  ·  CEO, Thunder

Does this sound like your company?

The Work page has three case studies that show what each of these shapes looks like in practice. Or skip straight to booking a call.

Book an intro call →
How I Work

Three shapes.
Three prices.

Three engagement shapes built around the same core idea — a senior partner who lands the work that has to ship.

01 / Advise

Partner to the CEO.

$3–5K / month
3-MONTH MINIMUM
  • Bi-monthly check-ins with the CEO and leadership team
  • Deep thinking on strategic questions
  • Board-level deliverables — board prep, investor narrative, key decks
  • On-demand advisory between calls (Slack and email)
  • Network-driven pipeline through warm intros from a deep CEO and investor network
  • Hands when needed — build the deck, scope the project, recommend the architecture
  • Month-to-month after the first three months
02 / Anchor

Fractional CMO for a strategic push.

$15–25K / month
6–24 MONTHS
  • Fractional CMO for a defined strategic mandate
  • Elevates the marketing function through the strategic push
  • Ends when the mandate completes or a permanent seat has been identified
  • Partners with the existing marketing leader if one is in place
  • Best for CEOs running a board-level initiative or rebuilding the function
03 / Package

Scoped deliverables, fixed fee.

$25–50K fixed
4–8 WEEKS
  • GTM Brain — 6 weeks
  • Video Factory — 8 weeks
  • Revamped Messaging & Positioning — 8 weeks
  • Marketing Function Audit — 4 weeks
  • Other scoped deliverables on request
  • Best for companies that need a senior outside leader to drive on a key deliverable
The before and after

Six shifts that ship in six months.

What CEOs say before working with me — and what they say after.

"Our customers love us, but our prospects don't know what to do."
→
People understand what we do and why we win.
"Our process is loose."
→
Our GTM strategy is dialed in.
"We look and sound like everyone else."
→
We've established a premium brand that people love.
"Pipeline depends on the CEO's calendar."
→
Pipeline runs whether you're in the room or not.
"Our partner channel is a slide, not a number."
→
Partner-sourced pipeline is real and measurable.
"AI is on the roadmap."
→
AI is producing operating leverage today.
Work

Pattern recognition, in practice.

Three engagements that show what each shape looks like when it's working. More case studies will land here as engagements close.

Case 01 · Fractional CMO

Thunder

18 MONTHS · 2024–2026

Situation

Salesforce's fastest-growing implementation partner had a strong reputation, but lacked the go-to-market muscle to keep pace with its ambitions of entering new industries and ecosystems.

Outcome

Created a brand that clearly articulated Thunder's portfolio of services and winning differences. Expanded the industries and ecosystems Thunder served. Built a repeatable engine to drive channel-sourced pipeline.

What I did

  • Rebuilt the positioning, messaging, and brand from the ground up — launching a new website and refreshing all marketing materials
  • Documented processes, role definitions, workflows, and measurement, so marketing functioned like an API to efficiently get work done
  • Created a sophisticated channel engagement strategy with Salesforce, Amazon Connect, and ElevenLabs to generate partner-sourced pipeline
  • Acted as AI catalyst — identifying AI use cases and bringing them online to dramatically increase operating efficiency
  • Built a factory for video, creating personalized messaging to engage prospects and the channel
  • Increased event spend ROI by 2x and dialed in the process for supporting events

What made the shape work

An anchor engagement with a clear end date. I was brought in to run a strategic push, not to fill a seat — which meant the scope stayed disciplined and the handoff was planned from day one.

Case 02 · Fractional CMO

PE-Backed Software Company

12 MONTHS · ANONYMIZED

Situation

A PE-backed vertical software company with an in-house marketing leader and a board-level mandate for a strategic project outside that leader's lane. The CEO needed a senior partner at their altitude — not a replacement for the existing team.

Outcome

A completed strategic initiative with measurable pipeline impact, and a clean exit. The in-house leader was still in seat, stronger, and running the function when I left. Company valuation: ~$4 billion.

What I did

  • Scoped a 12-month strategic mandate with a hard scope ceiling
  • Partnered with the existing VP of Marketing — not above them, not around them
  • Ran the board and PE-side narrative directly with the CEO
  • Designed the exit from day one so the handoff was planned, not improvised

What made the shape work

The partner pattern. Most fractional CMOs get brought in to replace the in-house leader by accident. This engagement was explicitly designed not to — and that's exactly what made it successful.

Case 03 · Project

SalesHood

8 WEEKS

Situation

SalesHood needed a sharper messaging and positioning foundation to support a brand-forward website revamp and a stronger sales enablement system.

Outcome

A messaging and positioning workshop manifesting itself in the form of a website revamp and sales enablement.

What I did

  • Ran a messaging and positioning workshop with the executive team
  • Translated the workshop output into a refreshed website
  • Built sales enablement materials anchored to the new positioning
  • [Additional details to come from Jamie]

What made the shape work

A short, focused project with a fixed scope. SalesHood got a senior outside lens and a usable foundation — no drift into ongoing engagement.

Words from the people I've worked with

Testimonials.

"Wow. Really well done. That's the best explanation I've seen of what they do in a concise format. Exciting."
Board Member · PE-backed vertical SaaS company
Carter Wigell · CEO, Thunder · Why Thunder's CEO hired a fractional CMO instead of a full-time one

Curious what the right shape looks like for your company?

The fastest way to find out is a 30-minute call. If we're a fit, terrific. If not, I'll often refer you to someone who is.

Book an intro call →
Thinking

Writing, not content.

Essays on modern B2B GTM, scope design for fractional engagements, and the patterns I see repeating across software CEOs. Published when something is worth publishing — not on a schedule.

APR · 2026

What scope looks like at $10M versus $250M

Engagement design
MAR · 2026

The catalyst engagement: how to land the project that's been stuck

Fractional playbook
FEB · 2026

Three signs your VP of Marketing needs a partner, not a replacement

For CEOs
JAN · 2026

The modern AI contact center stack — what's real and what's hype

Category design
DEC · 2025

GTM Brain — Powered by AI: a six-week reset

Method
Who Got Me Here
The podcast

Who Got Me Here.

A conversation with CEOs, founders, and investors about the people who shaped their path. Runs independently from Grenney & Co. — retrospective, not commercial. Twenty-four episodes in and counting.

Listen at whogotmehere.com →
About

Jamie Grenney.

Fractional CMO. GTM strategist. AI catalyst. Twenty years across three ecosystems, and one point of view about what modern B2B marketing is actually for.

Jamie Grenney

Eleven years at Salesforce — started on the 800 line, grew up inside the company through the category-forming years. Five CMO seats since. Plus a stop at Okta as VP of Product Marketing & Enablement. I've partnered with Salesforce, Amazon Connect, ElevenLabs, and others, and advised early stage startups. Across all of it, I've run GTM at some level for 30+ B2B software companies.

What I've learned across those engagements is that the shape of the work matters as much as the work itself. CEOs don't usually need another full-time seat. They need a senior partner who can land the project that's been stuck — the new positioning, the AI initiative, the channel motion, the brand reset — and leave the function stronger on the way out.

Grenney & Co. is the practice I always wanted to build. A small number of engagements at any one time. A clear three-shape model. CEOs who want a catalyst at their altitude.

How I got here
Now

Grenney & Co.

Fractional CMO advisory for VC-backed software CEOs, $10M–$250M.

2024–26

Thunder

Led marketing through an 18-month GTM relaunch. Built a machine that scaled across ecosystems, industries, and product categories including Revenue Cloud, Agentforce Voice, Data Cloud, Contact Center, and AI.

Throughout

Built GTM, Channel, and Product partnerships

Across ElevenLabs, Amazon, Salesforce, SAP, VMware, and Google ecosystems.

2019–24

Connect The Dots

CMO & Head of Product at the relationship-intelligence platform.

2020–21

OwnBackup

CMO seat through two funding rounds and the company's evolution from single product to multi-product to multi-ecosystem. Acquired by Salesforce in 2024.

[Years]

Okta, PlanGrid, Infer

Senior marketing leadership across three SaaS companies. VP of Product Marketing & Enablement at Okta — a 50-person team that chaired a 950-person sales kickoff with four keynotes, seven tracks, and seventy-two breakout sessions. CMO at PlanGrid. VP of Marketing at Infer, running the entire marketing function.

[Years]

Seerene

CMO at the engineering analytics platform.

2003–14

Salesforce

Eleven years. Started on the 800 line and grew up inside the company through the category-forming years. The biggest break of my career — and the place I learned what category design actually requires.

The people

You're not just hiring me.
You're hiring the network.

My biggest break was answering the 800 line at Salesforce. Eleven years there, and I worked alongside a generation of operators who shaped how I think about marketing, GTM, and category creation. I'm a believer that you become the product of the people you surround yourself with — at high-growth companies, you have an opportunity to recruit the best and brightest, and that compounds.

The faces below are a fraction of them — peers, mentors, builders. They're the people I learned from, the ones I now bring into engagements when the work calls for it, and the back-channel references your team would talk to if they wanted to know what working with me is like.

people-who-shaped-me.jpg — drop the mosaic image into the JVCG folder
Why fractional

The model is the offering.

I've held the CMO seat five times. The clearest example of what's possible — and the one that made me certain about how to scope this work — was OwnBackup.

I built OwnBackup's messaging framework, brand, and investor deck. We took the company from a single product to multi-product to multi-ecosystem. Two funding rounds. Valuation to $1.4 billion. Six months after I left, they raised again at $3.35 billion. Salesforce acquired them in 2024.

For the messaging, positioning, and brand, I brought in someone from my bench — best-of-the-best in the field — and we shipped together. That's the pattern I now build into every Grenney & Co. engagement: a senior operator at the altitude of the work, with the right specialist alongside when the project calls for it.

What I learned across that work — and the four other CMO seats — is that the best outcomes happened when the engagement had clear shape: a defined mandate, a senior partner at the right altitude, and a known end. The rest of the seat-shaped work was friction.

So I turned the shape into a practice. Scoped, senior, strategic, with a clear end. That's the offering.

Contact

Tell me about your company.
I'll come ready.

Primary path

Book a 30-minute intro call.

Tell me what you're trying to figure out. I'll come ready. Free and no-commitment.

Pick a time →
Or email

jamie@grenney.com

For a longer written intro, a referral, or anything else. I read every email, I reply within a day.

Send a note →
A note on fit

"I work with a small, select group of companies. I prefer engagements that run long enough to really know the team and advocate for long-term, customer-centric, capital-efficient growth — the pieces of the puzzle take time to compound. That said, we can start with a shorter engagement so I can prove my value first."

"I don't always have an open advisory slot — if this resonates, reach out."

— JAMIE