Work with Bill
For founders ready to explore full coaching access, go ahead and schedule an intake appointment to see if there is a strong potential mutual fit.
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Build with a mentor who’s been there.
You’re not looking for another passive advisor. You want someone who’s built, scaled, and exited — and who knows the difference between theory and traction.
At CEO Whisperer, full access to coaching and mentorship is intentionally limited. Bill works with fewer than 12 clients at a time to go deep — helping you execute with clarity, build the right team, develop elite problem-solving skills and lead with confidence as your company scales.
What you’ll get with full coaching access:
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Weekly 1:1 strategy sessions tailored to your business
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Mental, physical and social health check-ins
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Meeting transcripts with actionable to-do lists
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A sounding board for product, sales, hiring, and fundraising
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Guidance shaped by $0–$100MM+ operating experience
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Support through pivots, investor decks, org design, and growth
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Asynchronous messaging access for fast-moving decisions
Retainer pricing:
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Product-Market Fit Start-ups, $0-$2MM revenue = $2.5K/month
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Gaining Traction Start-Ups, $2MM-$20MM revenue = $5K/month
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Breaking Out Start-Ups, $20MM-$100+ MM revenue = $8K/month
Throughout the retainer period, either party can opt out on a monthly basis.
Who it’s for:
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B2B SaaS or AI startup CEOs
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Founders aiming for product-market fit, traction, or breakout scale
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Go to market leaders who want a real partner
How it works:
- 1. Book a 30 minute intro call. We'll talk goals, stage, and fit.
- 2. If it’s a good fit, the first one hour meeting is for free. We’ll discuss how to make progress against your top 3 most important goals of the year.
- 3. Get invited into the full platform. Features unlock once coaching begins.
- 4. Build with confidence. You'll have a partner through every step of the journey.
“Bill has experienced just about everything during his career – if you’re facing it, he probably knows what to do about it.”
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How much does CEO Whisperer coaching cost?
CEO Whisperer coaching is a monthly retainer priced by company stage. Product-market fit startups ($0 to $2MM in revenue) pay $2500 per month, Gaining Traction startups ($2MM to $20MM in revenue) pay $5000 per month and Breaking Out start-ups ($20MM to $100MM +) pay $8,000 per month.
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Is there a long-term contract?
No. Either you or Bill can end the retainer on a monthly basis.
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What happens after I submit the form?
Bill schedules a 30-minute intro call to talk through your goals, your stage and whether coaching is a good two-way fit. If it is, your first one-hour session is free and focuses on making progress on your three most important goals for the year. After that, you’re invited into the full CEO Whisperer platform and coaching begins.
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What is included in full coaching access?
Coaching clients get regular one-on-one strategy sessions with Bill, mental, physical and social health check-ins, to-do lists after each session, and messaging access for fast-moving decisions. Bill also reviews messaging and pitch decks, helps with investor prep, and advises on product, sales, hiring, org design and fundraising. All three curriculum stages unlock once coaching begins.
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Why does Bill limit the number of clients he coaches?
Bill works with no more than 10 clients at a time so he can go deep with each founder: knowing the business, the team, the decisions in play and staying pro-active. Because of that limit, openings are not always available, and the intro call is the best way to find out.
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How do I know if CEO coaching is right for me?
Coaching tends to fit B2B SaaS or AI founders who are working toward product-market fit, traction or breakout scale and want a partner who has run companies at those stages. If you’re unsure, describe what you need help with in the form. Bill will tell you on the intro call whether he thinks he can help.
