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Kuperman Advisors

Marketing Systems Architect

Fractional marketing leadership at the intersection of brand, product, and go-to-market - helping companies turn complex ideas into clear market narratives, category leadership, and sustained growth.

Who it's for

Who needs a fractional CMO?

Is this you?

The Engineer

You're a technical founder who needs someone to translate genius features into a commercial story.

The Bottleneck

You're a founder or CEO and all marketing programs still go through you.

The Scaler

You are preparing to move upmarket or seek your next round of funding.

What you're seeing

Pipeline

Your pipeline coverage is less than 3x your quota.

Cost

Your customer acquisition cost payback exceeds 18 months.

Fragmented Vendors

You have multiple vendors (SEO, paid, design), but no one owns a unified growth thesis - inconsistent growth and fragmented deliverables.

Services

Senior leadership, AI-augmented.

Three ways to work together.

01 / Diagnose

Refactor Sprint

A 72-hour forensic audit of your GTM engine. Fixed scope, fixed fee, ready to act on Monday.

  • For founders, CROs, and operating partners staring at flat pipeline
  • Strategic Health Assessment, Channel Efficiency Ledger, 90-Day Plan
  • Three AI agents analyze your transcripts, CRM, and competitive set
  • Full Client Console for the debrief

72 hours · $7,500

See if you qualify

02 / Lead

Fractional CMO

A CMO in the seat, not on the cap table. Senior marketing leadership for the chapter you’re in.

  • For $2M–$50M ARR companies navigating a transition, raise, or rebuild
  • Narrative, revenue engine, team, and vendor stack - owned end-to-end
  • Board-ready reporting; boardroom-fluent leadership
  • Engagements typically run 6–12 months

Monthly engagement · By inquiry

Start the conversation

03 / Equip

GTM Toolkit

The AI-powered tools we use inside every engagement - now available to your team.

  • For in-house marketing teams who need senior judgment at speed
  • Eight modules covering ICP, messaging, metrics, pricing, and more
  • Same playbook, same engines, none of the retainer
  • Built for fractional CMOs and marketing leaders

Self-serve · Subscription

Explore the Toolkit

Most engagements start with a Sprint.

About

Jason Kuperman - Marketing Strategy Expert

Jason Kuperman

The Architect

Started at Frank Gehry's office, mastering complex systems.

Built on Experience

25+ years navigating the intersection of digital disruption and creative storytelling.

The Digital Pioneer

Built TBWA\Chiat\Day's first digital division, leading the team behind Apple's first digital campaigns.

The Global Operator

Scaled digital operations across 16 markets in Asia-Pacific for Omnicom Group.

The Transformer

Led the GTM strategy for OUTFRONT Media's $3.2B digital transformation.

Case Studies

Results that speak for themselves.

A selection of engagements across enterprise media, venture-backed startups, and global holding companies.

OUTFRONT Media
20x

Blended ROAS · $50M attributed web leads

Rebuilt the demand generation infrastructure at a $2B national media company — from untracked spend to a fully attributed, sales-aligned revenue engine.

Read Case Study
Videri
$3.2B

Estimated revenue of the NY MTA contract secured

Built the go-to-market strategy for a product category that didn’t exist — winning landmark contracts across the country’s major transit systems.

Read Case Study
Omnicom Group
$125M

Organic growth · 16 markets · 100+ executives upskilled

Built digital capability across 16 APAC markets — connecting independent agencies and growing $125M in organic revenue without a single acquisition.

Read Case Study
View all case studies

How I work

Diagnose → Systemize → Teach

Every engagement starts with diagnosis. The patterns that show up again and again get turned into tools. The method itself becomes what I teach on stage. Three doors into the same practice.

01

Diagnose

Advisory engagements — the Refactor Sprint and Agency AI Advisory — dig into what's actually broken before anyone rebuilds anything.

02

Systemize

When the same diagnosis shows up for three clients, the repeatable parts get extracted into tools — GTMTools.io today, AEO/GEO tooling next.

03

Teach

The method itself becomes speaking content: how to diagnose growth systems, productize expertise, and put AI where it earns its keep.

Three doors

Where do you want to start?

Speak

Talks on marketing systems, AI-enabled advisory, and productizing expertise.

See topics

Build

Self-serve tools built from the repeatable parts of my advisory work.

Explore tools

Advise

Hands-on engagements — GTM diagnostics and AI enablement for agencies.

See engagements

Start a conversation

Not sure which door fits?

Tell me what you're working on. We'll figure out whether the right next step is an engagement, a tool, or a talk.

Get in touch