Fractional CRO / VP Sales · Revenue Strategy · GTM

Most consultants
write the strategy.
We run it.

Revenue strategy, GTM operations, and AI-powered growth for companies building toward their next stage.

28
Years building
9+
Ventures built
40+
Companies served
$2B+
Revenue influenced
PropTechB2B SaaSHealthTechReal EstateNon-ProfitProfessional ServicesConsumerSports & MediaPropTechB2B SaaSHealthTechReal EstateNon-ProfitProfessional ServicesConsumerSports & MediaPropTechB2B SaaSHealthTechReal EstateNon-ProfitProfessional ServicesConsumerSports & Media

Companies We've Worked With

DyverseThe 5th IngredientDwellsyBoundless LifeEvery Kid SportsPerseus GroupPropTech IQ
IntellectiveStronger ConsultingFlokkDarayaFetch PackageVerde MarketingCascadiaTrustworthyLiberty Construction

What We Do

Where We Work Best

Let's talk scope →

Revenue Operations

End-to-end RevOps design. Process, systems, reporting, and team alignment built to scale from where you are to where you're going.

GTM Strategy

ICP definition, channel strategy, pipeline architecture, and motion design for new markets. Built from the data, not from a template.

AI-Powered Revenue Optimization

Embedding AI into the revenue workflow where it creates real leverage: research, pipeline analysis, and personalization at scale.

Pipeline Architecture + CRM

HubSpot builds and rebuilds that actually reflect how deals move. Stage design, lifecycle mapping, and dashboards that tell you something.

Fractional CRO / VP Sales

Embedded revenue leadership. In the CRM, in the pipeline reviews, in the team calls. Running the motion, not advising on it.

Project Work

Defined-scope engagements. Market entry, ICP rebuild, competitive positioning, AI workflow design. Scoped, delivered, done.

The difference

Operator in. Advisor out.

Embedded, not advisory

We work inside the business: in the CRM, in the pipeline reviews, in the hiring calls. Not in slide decks sent across from the outside.

Operator, not theorist

Every recommendation is something we've built and run. No frameworks that haven't been tested against real pipeline and real pressure.

AI-native

AI is in how we work, not a service line we added. Research, analysis, workflow, and personalization all run faster because of it.

Multi-venture operator

We've built across B2B SaaS, services, real estate, and consumer. Pattern recognition from that range is hard to replicate.

Process

How We Work

Diagnose

Pull the data before forming a view. We look at your pipeline, your motion, your team, and your numbers before saying anything about what's broken.

Design

Build the system that fits your stage. Not a generic framework. A specific architecture for your ICP, your team, and your next 12 months.

Build

Do the actual work. CRM configuration, pipeline rebuild, playbook development, workflow design. The deliverable is a working system.

Run

Stay in the room. Pipeline reviews, deal coaching, team calibration. The work doesn't end at delivery. It ends when the motion is running.

What clients say

From the people we've worked with

Work with us →

Matt doesn't just hand you a roadmap and disappear. He gets inside the machine with you and builds something that actually runs. We restructured our entire sales motion in 90 days.

MM
Mike Montoya
CEO, Stronger Consulting

Matt was instrumental in taking Dwellsy from zero to $1M in ARR, helping shape and bring to market a completely new, untested product without the support of a formal sales team. He operated as a true strategic partner; contributing across product, marketing, brand, and GTM execution while working closely with me throughout. Matt's ability to think big while executing in the details had a meaningful and lasting impact on our growth.

JB
Jonas Bordo
CEO, Dwellsy

What makes Matt different is that he has actually done this. Every recommendation was grounded in something he had tested, failed at, or scaled himself.

TW
Taylor Weiderkehr
CEO, PropTechIQ
Matt Greene
Based in
Kamakura, Japan · San Diego Aug 2026

About

Matt Greene

From hawking peanuts and crackerjacks at Padres games in high school to running sales teams inside venture-backed startups, I have spent 28+ years inside the machine. First as an independent contributor, then Founder, VP Sales, VP Marketing, and Fractional CRO across Sports, Hospitality, B2B SaaS, PropTech, IoT, Real Estate, Logistics, Travel and Consumer Brands.

I have seen the rollercoaster up close. Some of it was epic growth. Some of it was epic failure. Both taught me the same thing: the system you use to grow either compounds or collapses, and most companies don't find out which until it is too late to fix easily.

My work is for companies at an inflection point. Revenue has plateaued. Scaling is the next challenge. A new market needs entering. That is where I do the best work.

I also build. Currently building Flokk with AI, a family-based all-encompassing travel booking platform. I'm also a JV partner, spearheading capital growth and investor strategy for Daraya Stays, a vacation rental home platform in Dubai. The builder context is not a footnote. It shapes everything I do.

B2B SaaS
Primary sector
PropTech
Deep expertise
Travel
Currently building
Kamakura
Based in Japan

The bench

Collaborators

A curated group brought in based on fit and need. Every engagement gets the right people.

Jody Greene
Jody Greene
Marketing Strategy
View on LinkedIn
Dave Vanderjagt
Dave Vanderjagt
Fractional CRO
View on LinkedIn
Heather Dremak
Heather Dremak
Brand & Creative
View on LinkedIn
Melani Gordon
Melani Gordon
AI & Ops Systems
View on LinkedIn

Currently building

Flokk

Flokk is the family-first travel platform that rescues saved content from Instagram, TikTok, Google Maps, and email inboxes and turns it into plannable, bookable, shareable trips. All the places you've bookmarked across a dozen apps, finally in one place: organized, actionable, and built for how families actually plan.

Two co-founders. AI-assisted development. Shipping what typically takes a team of eight engineers twelve months to build. The product is live and still moving fast.

Building Flokk makes me a sharper operator. The GTM motion, the CRM architecture, the AI integrations: all of it gets tested on something real before it goes anywhere near a client.

flokktravel.com →
Daraya Stays
Vacation rental platform · Dubai
darayastays.ae →
Luxury vacation rental homes in Dubai and the UAE
JV Partner leading capital growth and investor strategy
Building the investor base and capital partnerships from the ground up

Writing

Thinking out loud

All posts →
AI + Revenue Strategy

AI is genuinely powerful. Most teams are only using 10% of it.

The companies pulling ahead are not using AI to do the same tasks faster. They are using it to do things they could not afford to do before.

Read →
Revenue Operations

The HubSpot setup most growth-stage companies get wrong.

HubSpot does not fail because it is a bad product. It fails because companies implement it fast, skip the architecture decisions, and build on a shaky foundation.

Read →
GTM Strategy

What moving upmarket actually requires from your GTM motion.

Enterprise deals are not mid-market deals that take longer. They are structurally different, and that difference runs through every part of the sales process.

Read →

Get in touch

Let's start
a conversation.

Most engagements start here. Tell me what you're working on, where you're stuck, or where you want to go. No deck required.

Email
matt@camdenjackson.com
LinkedIn
linkedin.com/in/mattgreene

Let's talk

If the system you've built
is not enough anymore

Most engagements start with a conversation. No deck required.

Get in touch