Work Directly With Amber Winter
10+ years revenue leadership. Scaled Web Courseworks $3.5M → $9.2M → Acquisition. Now helping growth-stage companies build repeatable GTM systems.
Book Strategy CallThree Ways to Work Together
From quick strategy sessions to full GTM builds
GTM Strategy Session
2-hour deep-dive strategy session
Best for: CEOs who need expert guidance fast
Includes:
- Deal analysis + ICP workshop
- Win/loss pattern review
- GTM recommendations
- Recorded session + documentation
- 30-day software access (Pro tier)
- Email support for 30 days
Deliverables:
- Validated ICP framework
- Top 3 GTM recommendations
- 90-day action plan
GTM Foundation Sprint
Complete GTM system build
Best for: Companies building repeatable GTM
Includes:
- Full deal analysis (won + lost)
- 5-7 customer validation interviews
- ICP + buyer persona development
- Messaging framework (pitch, positioning)
- Sales playbook + process design
- Lead gen strategy (outbound + inbound)
- Sales team hiring plan
- Team training + handoff
- 90-day software access (Team tier)
Deliverables:
- Complete GTM playbook (PDF)
- Sales process documentation
- Hiring roadmap
- Enablement materials
Monthly Advisory
Ongoing strategic guidance
Best for: Companies scaling GTM function
Includes:
- 10-15 hours per month
- Monthly GTM strategy reviews
- Deal coaching + pipeline analysis
- Sales team enablement
- Board prep support
- Unlimited software access (Team tier)
- Slack/email support
- 3-month minimum
Deliverables:
- Monthly strategic guidance
- Quarterly GTM reviews
- Ad-hoc deal coaching
How We Work Together
Discovery Call (30 min, free)
We discuss your current GTM challenges, goals, and determine if we're a good fit.
Deal Data Upload
You export your last 20-50 closed deals. I analyze patterns before our first working session.
Strategy Sessions
Weekly working sessions where we build your GTM foundation together (ICP, personas, messaging, playbook).
Deliverable Review
I present completed GTM artifacts. We refine until you're confident presenting to your board.
Team Training & Handoff
I train your team on the new GTM system and ensure they can execute independently.
Why Work With Amber
Proven Track Record
Scaled Web Courseworks from $3.5M to $9.2M ARR with 97% retention. Led successful acquisition to Forj Software.
Data-Driven Approach
I don't guess. I analyze your actual deal data to extract patterns and build systems based on what's working.
'CRO Who Codes'
I build the tools I use. GTM Foundation Platform is my methodology, productized. You get both strategy AND execution.
Hands-On Execution
I don't just deliver PowerPoints. I configure your CRM, write your playbook, train your team. Real systems, not just strategy.
Web Courseworks
EdTech SaaS Platform → Acquired by Forj Software
"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."
— Leadership Team, Web Courseworks
Ready to Build Your GTM Foundation?
Book a free 30-minute discovery call to discuss your GTM challenges
Book Discovery CallNo sales pitch. Just an honest conversation about whether we're a good fit.