Grounded engagement for accelerated growth.
Startup success isn’t just about vision — it’s about execution. CEO Whisperer helps early-stage founders develop the operational discipline, leadership mindset, and systems thinking required to navigate uncertainty and build scalable, category-defining companies.
“Vision without execution is hallucination.”
Thomas Edison
Trusted by CEOs and Startups.
“Bill’s frameworks are a masterclass in scaling with clarity. His materials don’t just advise—they architect a strategic path from idea to impact. For any B2B SaaS leader serious about breaking through the chaos of early growth and unlocking real traction, Bill’s insights are the competitive advantage.”
“Bill has experienced just about everything during his career—if you’re facing it, Bill probably knows what to do about it. His insights consistently helped us overcome obstacles that would have otherwise derailed our progress, making him an invaluable partner in our unprecedented success story. Bill’s structured approach to navigating the critical stages from product-market fit to scalability provided exactly the framework we needed to scale Spiky.AI by 10X in just twelve months.”
“I can’t rate Bill’s coaching and expertise any higher. From working with me as a CEO to counseling my leadership team, Bill’s practical perspective has really helped increase the slope of Transcepta’s growth and valuation curve.”
“Bill’s CEO coaching framework gave me a clear, actionable roadmap to navigate the chaos of early-stage startups and pursue product-market fit with focus and confidence. His straight-talking guidance, practical methods, and ability to connect founders with the right people at the right time have made a transformative difference on our journey with Pulze. Bill doesn’t just give advice—he helps you focus, execute, and grow as a leader.”
“Bill’s deep leadership experience in scaling four start-ups coupled with his approachability and supportive nature has been an absolute difference maker to me and valuation-driver for PitchIt. He has also played a role in keeping the rest of the board members’ interests aligned with the goals of our startup, constantly providing context to help everyone understand each other’s incentives.”
“Bill has become a great coach for me, a confidant and a stable source of guidance. He asks lots of questions, has a firm but empathetic style and works hard to focus on the most pressing issue of the month. I trust him because he has shown he is here for the long run.”
Startup leadership doesn’t have to be complicated.
At The CEO Whisperer, I believe great leadership shouldn’t live in an ivory tower.
After leading multiple startups from pre-revenue to over $100MM in revenue, I’ve seen it all — the highs, the chaos, and the breakthroughs. Now, I’m paying it forward. My time in the sun was rewarding, but nothing compares to helping the next generation of founders succeed.
Through a mix of interactive online tools and personal, face-to-face coaching, I distill hard-won lessons into practical skills. My mission is to democratize what it takes to be an effective startup CEO — so you can execute with confidence, grow with purpose, and lead with impact.
Without CEO Whisperer
| Trial-and-Error Leadership | Learning the hard way through mistakes that could’ve been avoided | Gain proven leadership strategies from decades of experience |
|---|---|---|
| No Trusted Advisor | Lacking expert guidance when making high-stakes decisions | Get tailored support that fits your specific journey |
| Stalled Growth | Struggling to scale without a clear strategy or plan | Make faster, better decisions that move your business forward |
| Leadership in Isolation | Navigating challenges alone without support or feedback | Have a trusted partner to challenge and guide your thinking |
| Incomplete CEO Skillset | Mising the practical tools to lead and grow confidently | Lead with clarity, impact, and the confidence to inspire others |
Founder
From $0 to $100MM+ — Bill’s been there.
Bill Demas, Chief Whisperer at CEO Whisperer, has led multiple startups from near-zero revenue to over $100MM and scaled other technology divisions from $250MM to $2B revenue. A four-time start-up CEO and technology executive, Bill knows the real work — the twists, turns, setbacks, and breakthroughs — that it takes to build and lead high-performance teams and launch category-defining products.
At CEO Whisperer, he works one-on-one with startup CEOs, primarily in B2B software, helping them incubate new products, accelerate growth, and scale profitably. Bill holds an M.B.A. from Harvard Business School and degrees in computer science, organizational behavior, and management from Brown University.
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Ernst & Young Entrepreneur of the Year finalist
(2012 and 2013) -
Goldman Sachs – 100 Most Intriguing Entrepreneurs
(2014)
Products
Actionable insights, tailored to your needs.
Whether you’re finding product-market fit, gaining traction or breaking out, CEO Whisperer’s programs are uniquely tailored to your stage of growth. Each includes one-on-one coaching, drawing on Bill’s vast experience leading startups from zero to high-revenue success — and access to an interactive online portal that brings structure, accountability, and momentum to your journey.
Courses are customized around your specific goals, covering core areas like product innovation and product-market fit, go-to-market strategy, leadership development, developing culture and values, scaling operations, and accelerating revenue growth.
Stage 1
Attaining Product-Market Fit
You’ve got an idea and a desire to make a major impact, now what?
Guide your innovation-driven start-up from idea stage to product-market fit as quickly as possible. Less than 5% of software start-ups achieve $2MM in revenue and product-market fit. This structured high impact exploration will help your business beat the odds.
We will work together on a regular basis to cover the aspects of the seven modules that are most critical to you:
- Key Facets of Company Inception
- Prospects, Customers and Markets
- Building Product
- Company Sales
- Building Your Business Model
- Fundraising
- Incorporating AI
Stage 2
Gaining Traction: Going from $2MM to $20MM ARR/Revenue
Congratulations on finding product-market fit.
Now comes the hard part: building a leadership team, fixing people issues, managing rapid or uneven growth, and bringing order to the chaos. Less than 1% of software start-ups achieve $20MM and truly gain traction. Let’s increase those probabilities.
This curriculum helps you sharpen your vision and values, define the metrics that matter, implement lightweight processes, and build a high-impact operating rhythm. You’ll learn how to optimize your P&L, strengthen your balance sheet, and get the right people in the right seats — all while accelerating profitable growth and maximizing market share.
- Building the Foundation
- Growing as a CEO
- Finding Growth Levers
- Measuring Key Metrics
- Highlighting Issues
- Implementing Processes
- Incorporating AI
- Leading People
- Effectively Fundraising
Stage 3
Breaking Out: Going from $20MM to $100MM ARR/Revenue
You’ve gained real traction — now it’s time to scale.
With your foundation in place, the goal is rapid growth to lead your category at a global level. Many startups stall around $40M in revenue. This curriculum helps you break through, whether via new product lines, international expansion, M&A, or leadership changes. We’ll cover the evolving role of the CEO, building and aligning your executive team, scaling org structure, maximizing product, sales, and marketing efforts, managing your Board, and navigating fundraising and acquisitions.
- Building the Foundation
- Growing as a CEO
- Finding Growth Levers
- Measuring Key Metrics
- Highlighting Issues
- Implementing Processes
- Incorporating AI
- Leading People
- Effectively Fundraising