The Chadwin Investment Philosophy: Part 3
In the last installment of our three-part series, we’ll look at the final step in the investment process: valuing the business.
Even the world’s best business can be a terrible investment at the wrong price. Which is why every succesful investment has to answer one key question: what price should we pay?

In Part 1, we established three foundational principles that separate disciplined investors from market speculators. The owner mindset shifted our perspective from ticker symbols to actual businesses. The margin of safety principle taught us to build bridges stronger than necessary, protecting against both analytical errors and unforeseen events. And our circle of competence reminded us to stay within the bounds of what’s truly knowable through research.
In Part 2, we walked through our framework for evaluating businesses. At its heart lies the concept of free-cash-flow compounding, the mathematical engine that transforms good businesses into wealth-creating machines. We showed how PMC’s robust free cash flows, 20% returns on incremental capital, vast reinvestment opportunities, and multiple competitive moats created a powerful compounding machine. In contrast, TTS’s negative cash flows, value-destroying growth, and complete absence of moats illustrated how even the most hyped companies can be terrible investments.
Throughout our series, we’ve used our fictional companies to illustrate key concepts. PMC represented everything we seek—sustainable competitive advantages, exceptional returns on capital, aligned management, and a long reinvestment runway. TTS embodied everything we avoid—cash-burning growth, no competitive moats, promotional management, and existential risks. Yet during the market cycle we examined, TTS traded at astronomical valuations while PMC languished at depressed prices.
This paradox where the market values hype over substance creates opportunities for disciplined investors. Our valuation framework helps us identify these moments when Mr. Market’s emotions create mispricing. We’ll show you how to:
- Reverse-engineer market expectations using the current stock price
- Build probabilistic scenarios that acknowledge uncertainty
- Determine when the market offers genuine margin of safety
The goal isn’t to predict the unpredictable or time the market perfectly. Instead, we want to identify situations where the odds are stacked heavily in our favor, where even if we’re partially wrong, we still make money, and if we’re right, we make multiples of our investment.
Let’s complete our investment philosophy by adding this final, crucial piece: a disciplined approach to valuation that transforms thorough analysis into profitable action.
The Expectations Investing Approach
Stock prices embed collective expectations about the future. When investors pay $50 for TTS shares, they’re betting on explosive growth and eventual profitability. When they sell PMC for $80, they’re predicting persistent industry weakness. Our job is to identify when these collective expectations are wrong.
We use Michael Mauboussin’s Expectations Investing framework in order to find situations where the market’s expectations are much different than our own forecasts. Expectations Investing starts with the current stock price (which represents the market’s collective estimate of future cash flows) and reverse-engineers what revenue growth rates, margins, and reinvestment assumptions must be true for that price to make sense.
This approach offers several advantages:
- It grounds our analysis in market reality rather than our own projections
- It forces us to think about whether the market’s implied assumptions are reasonable
- It connects directly to our Part 2 analysis of business quality and compounding ability
For example, when PMC traded at $80, we could calculate that the market was implying minimal FCF growth and deteriorating returns on capital, assumptions that contradicted everything we learned about their competitive position and reinvestment opportunities. When TTS traded at $50, the embedded expectations required impossible FCF generation from a business that had never produced positive cash flow.
Let’s see how this worked for our two companies:
PMC | Market Implied | Our Assessment |
---|---|---|
Revenue Growth | 3% annually | 6-8% annually, based on order backlog |
Operating Margins | Flat at 15% | Expanding to 18-20% with utilization |
Competitive Position | Weakening | Strengthening in downturn |
Implied Message | Permanent decline | Unreasonably pessimistic |
For PMC at $80 per share, the market implied expectations of 3% annual revenue growth and flat margins, essentially betting on a permanent semiconductor downturn. Our analysis suggested these expectations were overly pessimistic. PMC’s order backlog, customer relationships, and technology roadmap supported 6-8% growth with expanding margins as utilization recovered. The market’s expectations seemed unreasonably low, creating our opportunity.
TTS | Market Implied | Our Assessment |
---|---|---|
Revenue Growth | 50% annually for 5 years | No consumer app sustained this |
Operating Margins | 25% eventual | Their CAC > LTV made this impossible |
Market Position | Dominant platform | Already losing users to competitors |
Monetization | Successful | No clear path identified |
Implied Message | "The next Facebook" | Pure fantasy |
TTS at $50 per share embedded heroic assumptions: 50% annual revenue growth for five years, eventual 25% operating margins, and successful platform expansion. Comparing these to any comparable software company revealed their impossibility. No consumer app company had sustained such growth rates, and none achieved software-like margins with TTS’s cost structure. The market’s expectations resided in fantasy, not financial reality.
Scenario Analysis with Probabilistic Thinking
Once we understand market expectations, we build our own view using probability-weighted scenarios. This process involves forecasting revenue growth rate, operating margin, capital re-investment rates, as well as several other factors like tax rate. These inputs are fed into a model which then projects what these inputs mean for future free cash flow and ultimately share price.
For PMC, our analysis looked like this:
Scenario | Probability | Key Assumptions | Value/Share |
---|---|---|---|
Bear Case | 25% | Extended downturn, 0% growth, margins compress to 12% | $65 |
Base Case | 50% | Normal recovery, 5% growth, margins stable at 15% | $120 |
Bull Case | 25% | Semiconductor super-cycle, 10% growth, margins expand to 20% | $160 |
Expected Value | $118 |
Key factors supporting our view:
- Order backlog suggested recovery already beginning
- Competitors exiting during downturn improved PMC’s position
- Asian semiconductor investment accelerating
- New chip architectures required PMC’s latest equipment
Probability-weighting these scenarios yielded $118 expected value versus the $80 market price—a compelling 32% margin of safety.
TTS scenarios revealed asymmetric downside:
Scenario | Probability | Key Assumptions | Value/Share |
---|---|---|---|
Bear Case | 40% | Failed monetization, user exodus, cash runs out | $0 |
Base Case | 50% | Modest success but increasing competition | $15 |
Bull Case | 10% | Everything works, successful pivot | $40 |
Expected Value | $11 |
Critical concerns driving our probabilities:
- User acquisition costs exceeded lifetime value
- Three competitors with identical features launching
- No clear monetization strategy after three pivots
- Platform dependency created existential risk
Probability-weighted value of $11 versus a $50 stock price meant 78% downside, a clear avoid.
The framework’s power lies in making expectations explicit. For PMC, we could point to specific reasons why market expectations were too conservative. For TTS, we could identify precisely which assumptions were unrealistic. This discipline prevents us from falling for compelling narratives that lack economic substance.
We’ve built the expectations investing valuation process directly into Chadwin. We use our qualitative analysis of business fundamentals, as described in part one and two, as the foundation of a quantitative valuation. We’re able to make forecasts about reasonable future performance, translating them to a fair price valuation that helps our customers steer clear of over-hyped growth and towards sustainable long-term growth.
Conclusion
This three-part series reveals how timeless principles, rigorous analysis, and disciplined valuation combine to create a complete investment framework. Each element builds on the others, creating a systematic approach that has proven itself across market cycles.
We began with three foundational principles that keep us grounded. The owner mindset transforms how we view investments: not as ticker symbols to trade, but as businesses to own. The margin of safety protects us from both analytical errors and unforeseen events, demanding that we buy only when the market offers meaningful discounts. Our circle of competence reminds us to stay within the bounds of what’s knowable through diligent research, avoiding the siren call of exciting but unpredictable ventures.
Building on these principles, we developed a comprehensive evaluation framework centered on free-cash-flow compounding. We showed how true wealth creation requires three elements working in harmony: high returns on incremental capital, extensive reinvestment opportunities, and management with the skill and discipline to deploy capital wisely. Our analysis tools—from economic moat assessment to risk evaluation—help us identify businesses capable of compounding value over decades while avoiding those that merely create illusions of growth.
Finally, we revealed our valuation methodology that transforms analysis into an investment decision. By reverse-engineering market expectations and building probabilistic scenarios, we identify moments when Mr. Market’s emotions create genuine opportunities. This approach acknowledges uncertainty while maintaining the discipline to act only when the odds are heavily stacked in our favor.
Throughout our series, our fictional companies PMC and TTS embodied the stark difference between investment and speculation. PMC combined every element we seek: robust free cash flows, multiple competitive moats, exceptional returns on capital, vast reinvestment opportunities, aligned management, manageable risks, and during our analysis, an attractive valuation. TTS displayed every warning sign: negative cash flows, no competitive advantages, value-destroying growth, promotional management, existential risks, and despite these flaws, a wildly speculative valuation.
Our framework forces disciplined thinking at every step:
- Apply our principles: Think like owners, demand safety margins, stay within competence
- Evaluate the business: Analyze cash flows, moats, returns, management, and risks
- Assess the price: Reverse-engineer expectations and build probabilistic scenarios
- Make the decision: Buy only when all elements align favorably
This systematic approach helps us navigate markets that oscillate between euphoria and despair. When others chase momentum in the TTSs of the world, we patiently accumulate the PMCs trading at discounts to intrinsic value. When markets panic and sell quality businesses indiscriminately, our framework gives us confidence to act while others retreat.
The beauty of this philosophy lies not in its complexity, but in its logical coherence. Each principle reinforces the others. Each analytical tool serves the larger goal of identifying compounding machines. Each valuation step connects back to our fundamental focus on free cash flow generation. Together, they form a complete system for long-term wealth creation.
Successful investing isn’t about predicting the unpredictable or timing the markets perfectly. It’s about consistently applying sound principles, thoroughly analyzing businesses, and acting decisively when the odds favor you. The path may require patience and discipline, but the destination—long-term wealth creation through intelligent investing—makes the journey worthwhile.
Appendix: Key Formulas and Applications
Essential Calculations
- Return on Invested Capital (ROIC): ROIC = NOPAT ÷ Average Invested Capital
- Free Cash Flow (FCF): FCF = Operating Cash Flow − Maintenance CapEx ± Working Capital Changes
Expectations Investing Framework
- Start with current stock price
- Reverse-engineer implied expectations
- Assess reasonableness of expectations
- Compare to your forecasts
- Invest if market expectations too conservative
Investment Principles Summary
- Owner Mindset: Think like business owners, not stock traders
- Margin of Safety: Demand 25-30% discount to intrinsic value
- Circle of Competence: Only invest in understandable businesses
- FCF Focus: Free cash flow reveals economic truth
- Quality Factors: Moat, returns on capital, reinvestment runway
- Risk Assessment: Systematic evaluation of what could go wrong
- Management Alignment: Seek owner-operators who allocate capital wisely
- Valuation Discipline: Use expectations investing and scenario analysis