Coaching Services
Interviewing / Positioning
resume refinement
narrative building
interview prep
offer negotiation
Skill Development
Running pipeline reviews
Developing a Sales Process
Identification of your ICP
Leading Teams
Handling Underperformance
Communicating Up and Communicating Down
Career Strategy
Real-Time Situations
Should I take this role?
How do I position myself for VP?
Am I under-leveled / underpaid?
How do I get recognized for my best work?
I have a tough conversation tomorrow - how should I handle it?
My CRO just said this - what does it mean?
This deal is sideways - what do I do?
Most people are promoted into leadership roles without being taught how to lead.
This is where that gets fixed.
I work with commercial operators who are trying to move into leadership—or who recently got there and realize the job is different than they expected.
This is practical, real-world coaching focused on career strategy, leadership skills, real-time situations, and positioning.
This is for you if...
You’re performing, but not getting promoted
You just became a manager and feel behind
You’re in leadership meetings but not influencing decisions
You’re doing the work, but not getting recognized for it
You feel stuck and don’t know why
How we work together:
This isn't theoretical.
We focus on what you're actually dealing with in real time:
Breaking down real situations you’re navigating right now
Preparing for high-stakes conversations
Interpreting leadership signals ("what did my CRO actually mean?"
Reviewing deals, org dynamics, and decision-making
Establishing your leadership cadence and style
Translating what’s actually happening inside your company
Building your leadership narrative and positioning
If you're trying to move into leadership - or you're already there and realizing no one trained you for it - this is exactly the kind of work we'll do together.
Reach out if you want to discuss fit.
Who I Typically Work With
High-performing individual contributors trying to become:
Manager
Director
VP
First-time leaders struggling with:
Managing people
Unclear expectations
Operating in ambiguity
Mid-level leaders who are stuck:
Not advancing and don’t know why
Need help seeing the patterns holding them back
What We Can Work On
Options & Pricing
Ongoing Coaching (steady-state support)
2 calls/month
async support
$1,500 / month
High-Touch Advisory (weekly + deeper involvement)
weekly calls
async support
document review
$3,500 / month
Promotion / Transition Sprint
4-weeks
focused on: narrative, positioning, interviews
$4,000 flat
Contact Carter Cathey
Reach out for collaborations or questions.
info@cartercathey.com
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