One-on-One Advisory
Executive-Level Perspective for High-Stakes Revenue Leadership Decisions
I work with Founders, CEOs, Chief Revenue Officers and aspiring CROs navigating career-defining decisions and complex leadership dynamics.
These are paid, private advisory sessions not coaching, mentoring, or casual conversations.
The value is judgment, pattern recognition, and direct perspective informed by 30+ years working alongside CROs, founders, boards, and investors.
The outcome is clarity so you can move forward with confidence instead of second-guessing.
Who This Is For
You should book an advisory session if you are
Founders / CEOs
- Exploring the idea of hiring a CRO
- Considering promoting someone on your team to a CRO position
- Experiencing challenges with your current CRO
- Experiencing friction with your board in relation to your current CRO
Aspiring CROs or
Current CROs
- Considering your first CRO role
- Currently interviewing for CRO roles & looking for strategies / guidance
- Evaluating a CRO opportunity and assessing risk
- Navigating executive or board-level dynamics
- Clarifying mandate, expectations, or success criteria
- Pressure-testing a decision that carries real consequences
- Considering a move to a new CRO role elsewhere
This is particularly valuable for leaders who already know the mechanics of revenue but want a clear, experienced outside perspective.
What This is (and is Not)
You should book an advisory session if you are
This is
- Direct, experience-based advisory
- Strategic and career-oriented
- Grounded in real CRO outcomes—not theory
- Focused on decision quality and positioning
This is not
- A free coffee chat
- Resume editing or interview prep
- Generic leadership coaching
- Ongoing consulting disguised as a call
How Advisory Sessions Work
Private CRO Advisory Session
60 or 90 minutes
Virtual
Pre-session context intake
Focused, candid discussion
Clear takeaways and next steps
Most clients report that a single session saves them months of uncertainty or helps them avoid costly missteps.
You can now access the same $1B+ deal insights I use for my retainer clients, but in a surgical, time-boxed format
Career Calibration ($500)
Validate your market value and define your trajectory in 30 minutes.
Interview Strategy ($900)
Stop answering questions; start driving the agenda. We refine your narrative to position you as the solution.
Negotiation Strategy ($1,800)
A comprehensive hour to architect your deal. We don’t just tell you if you can get more; we build the specific playbook on how to get it.
Crisis Response ($3,000)
Priority access within 24 hours (including weekends) for exploding offers or termination threats.
All sessions are paid and booked in advance.