CEO Thought Partner
Keep Your Decisions Clean as You Scale.
You’re making 2–3 high-stakes decisions every quarter. A key hire. A market move. An AI investment that your board is pushing but your gut says isn’t ready. These calls shape your next few years.
You don’t need more “advice.” You need a pattern-matching partner to pressure-test your thinking before you commit resources.
What You Get
- Two focused CEO sessions per month (60-90 mins). Not status updates—strategic working sessions.
- Email/Async access. For "Should I do this?" gut-checks between sessions.
- Prioritized path. We identify where your operating model is breaking and how to fix it.
- AI investment pressure-testing. Before you commit six figures to an AI initiative, we stress-test whether it’s creating leverage or just activity — and whether your operating model can absorb it.
Real Topics Ceos Bring To Sessions:
- We're considering an acquisition—what operational risks am I missing?
- I need to restructure the leadership team, but I'm not sure how to sequence it.
- My VP of Sales is struggling at this new scale. Do I coach or replace?
- We're spending on AI tools, but I don't see the ROI. Are we doing this wrong?
- The board is pushing for aggressive growth; I'm worried our infrastructure will break.
- I need a COO. Am I hiring for the right problem?
- We have three growth paths. Help me validate which one fits our capability.
- My time is getting pulled into weeds. Help me redesign my own role.
- We're entering a new market. Will our current go-to-market model translate?
- How do I retain my top performers during this messy transition?
- I feel like the bottleneck. How do I push decision rights down safely?
- My board wants an AI strategy. How do I give them something real without chasing a trend?
Investment & Fit
- Your team executes well, but you want sharper strategic thinking.
- You value an outside perspective with no internal political agenda.
- You want pattern recognition from someone who has seen this growth stage 50+ times.
- You’re being pushed to invest in AI and want to make sure the money lands in the right place before you commit.
Investment: $30,000 / six months (6-month minimum).
FAQ Questions
01 How is this different from hiring a consultant?
Consultants analyze and leave you with recommendations. I stay engaged as your thinking partner through the messy middle — the real-time decisions, not the deck.
01 What does a typical engagement look like?
Two sessions per quarter, 60–90 minutes each. You bring the high-stakes decisions; I bring pattern recognition from working with dozens of mid-market CEOs. Email access between sessions for quick gut-checks.
01 How long do engagements typically last?
Six-month minimum. Most CEOs work with me for 18–36 months — long enough to tackle multiple strategic challenges, short enough that you’re not carrying permanent overhead.
01 How do I know if I need this vs. deeper work?
If you’re facing 2–3 strategic decisions per quarter and mainly need a sounding board, this is right. If your operating model itself is broken — slow decisions, wrong structure, processes failing — you need Co-Designer or a Sprint. Not sure? Take the assessment.
