Amber Winter

I build the revenue systems your team can actually run.

For founders who want the GTM Foundation built with expert hands on it — not just a framework to follow.

The GTM Foundation Program gives you the roadmap, the playbooks, and the templates. These consulting services are for when you want a fractional CRO running the process alongside you — doing the discovery, building the systems, and making sure your team can execute independently when the engagement ends.

I don't deliver PowerPoints. I configure the CRM, write the playbook, train the reps, and hand off systems your team owns.

Named to the Top 50 Women Chief Revenue Officers of 2025

Three Ways to Work Together

Start wherever you are. Every engagement begins with a free 30-minute discovery call — no pitch, just an honest conversation about whether we're a good fit.

GTM Strategy Session

$2,500One-time

2-hour deep-dive strategy session

Best for: Founders facing a specific decision — a key hire, a deal you're trying to close, a board presentation in 30 days, or a go-to-market problem you need a clear answer on fast. If you're considering the full program but want to pressure-test your thinking with an expert first, this is the right starting point.

Includes:

  • Review last 10 deals (won + lost)
  • ICP workshop - who's buying vs. browsing
  • Win/loss pattern analysis
  • Sales process mapping
  • Recorded session + documentation
  • 30 days of email support

Deliverables:

  • Validated ICP framework
  • Top 3 GTM priorities
  • 90-day action plan

This is also the right starting point if you're unsure whether you need the $2,500 program or a full consulting engagement. We'll figure that out in the session.

Book a Free Discovery Call

GTM Foundation Sprint

Starting at $15,000· 6–8 weeks

I run Stages 1–3 of the GTM Foundation Roadmap for you. This is the same system in the program — validated ICP, documented sales process, full playbook — with me doing the discovery, the interviews, and the build, and your team trained to execute it independently when we're done.

Best for: Founders who know they need this built but don't have the bandwidth to do it themselves — or who've tried to build it and keep running out of time. Typical clients are at $2–8M ARR, moving from founder-led sales, and have a hire coming in the next 6 months who'll need a playbook to follow.

Typically includes:

  • Full deal analysis (won + lost)
  • Customer validation interviews
  • ICP + buyer persona development
  • Messaging framework (pitch, positioning)
  • Sales playbook + process design
  • CRM setup guidance and best practices
  • Pipeline forecasting model
  • Outbound strategy (LinkedIn + email)
  • Team training + handoff

Example deliverables:

  • Complete GTM playbook (PDF)
  • Sales process documentation
  • Forecasting model
  • Outbound playbook

Scope determined based on your company's needs.

Book a Free Discovery Call

Monthly Advisory

Starting at $7,500/month· 3-month minimum

Ongoing fractional CRO support for companies that have the GTM foundation in place and need a strategic partner to help them scale it. Most companies at this stage are managing a small sales team, reporting to a board, and making consequential decisions about hiring, pipeline, and forecasting every month. This is the engagement that replaces a full-time CRO hire ($180K–$250K+) at a fraction of the cost — with the added benefit of someone who's built and sold a company.

Typically includes:

  • Monthly strategy session (90 min)
  • Ongoing deal coaching and pipeline review
  • Sales team enablement and rep coaching
  • Board and investor prep support
  • Slack/email support between sessions
  • 3-month minimum to see meaningful results

Example deliverables:

  • Monthly strategic guidance
  • Quarterly GTM reviews
  • Ad-hoc deal coaching

Scope determined based on your company's needs.

Book a Free Discovery Call

How We Work Together

1

Discovery Call (30 min, free)

We discuss your current GTM challenges, goals, and determine if we're a good fit.

2

Deal Data Upload

You export your last 20-50 closed deals. I analyze patterns before our first working session.

3

Strategy Sessions

Weekly working sessions where we build your GTM foundation together (ICP, personas, messaging, playbook).

4

Deliverable Review

I present completed GTM artifacts. We refine until you're confident presenting to your board.

5

Team Training & Handoff

I train your team on the new GTM system and ensure they can execute independently.

Why Work With Amber

I'm not a strategy consultant. I'm a revenue operator who has built the systems I teach — inside companies I was accountable to, not as an outside advisor.

I scaled Web Courseworks from $3.5M to $9.2M ARR with 97% gross retention and 107% net retention, and led the company through its acquisition by Forj Software. Every framework in the GTM Foundation program came out of that work.

My approach is what I call "systems before software" — I build the manual process first, prove it works, then automate. I configure the CRM myself. I write the playbook. I coach the team on it. When the engagement ends, your team owns the system and doesn't need me to maintain it.

I enjoy diving in by building useable tools — AI-powered deal analysis tools, automated coaching systems, and custom RevOps dashboards — as part of client engagements — not as add-ons, but as part of proving value before you invest in expensive software. That's what "the CRO who codes" means in practice.

$3.5M → $9.2M ARR97% Gross Retention107% Net RetentionAcquired by Forj Software

Named to the Top 50 Women Chief Revenue Officers of 2025

Web Courseworks

EdTech platform → Acquired by Forj Software

$3.5M → $9.2M
Revenue Growth
97%
Gross Retention
107%
Net Retention
Acquired by Forj
Exit

"Amber built our entire revenue operations from scratch. She didn't just strategize—she configured our CRM, trained our team, and built the systems that took us from founder-led sales to a repeatable process."

— Former CEO, Web Courseworks

Common Questions

Not ready for a full engagement?

Start with the GTM Foundation Program — get your health score and personalized roadmap, then reach out when you're ready to build faster together.

No sales pitch. Just an honest conversation about whether we're a good fit.