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CSU

Constellation Software Inc.

C$3316.17 70B market cap December 25, 2025
Constellation Software Inc. CSU BUFFETT / MUNGER / KLARMAN SUMMARY
1 SNAPSHOT
PriceC$3316.17
Market Cap70B
2 BUSINESS

Outstanding serial acquirer at fair price. 29% ROIC, 73% recurring revenue, decentralized culture. No margin of safety at current levels.

3 MOAT WIDE

VMS switching costs (3-5x annual contract value, 95%+ retention), institutionalized M&A expertise across 6 operating groups (Volaris, Harris, Jonas, Perseus, Vela, Topicus), decentralized culture with autonomous capital allocators, reputation as "permanent owners"

4 MANAGEMENT
CEO: New appointment

85%+ of capital to acquisitions (core competency), minimal dividends (1% yield), no buybacks. $1.7B deployed in 2024. Pursuing larger VMS ($100M+ equity checks) and non-VMS investments as runway concern grows.

5 ECONOMICS
14.6% Op Margin
29% ROIC
29% ROE
47.6x P/E
1.47B FCF
50% Debt/EBITDA
6 VALUATION
FCF Yield2.1%
DCF Range2075 - 3100

Overvalued by ~7%

7 MUNGER INVERSION
Kill Event Severity P() E[Loss]
Acquisition runway exhaustion (PE competition) HIGH - -
Key man risk - Mark Leonard departure MED - -
8 KLARMAN LENS
Downside Case

Acquisition runway exhaustion (PE competition)

Why Market Right

Acquisition runway is finite: 40-70 large VMS deals annually with increasing PE competition; Organic growth essentially zero for a decade - all growth depends on M&A with diminishing returns as

Catalysts

Large VMS acquisition ($500M+), non-VMS expansion success, spin-off of additional operating groups; Must wait for market dislocation for entry

9 VERDICT WAIT
A+ Quality Moderate - ~2.5x
Strong BuyC$2300
BuyC$2650
Fair ValueC$3100

Strong Buy below 2300, Accumulate below 2650

10 MACRO RESILIENCE +8
Mild Tailwinds Required MoS: 23%
Monetary
+2
Geopolitical
0
Technology
+1
Demographic
+1
Climate
0
Regulatory
0
Governance
+5
Market
-1
Key Exposures
  • Capital Allocation Excellence +3 Mark Leonard built institutionalized M&A machine with 600+ acquisitions. Culture of permanence attracts quality sellers. Decentralized operating groups replicate the model.
  • PE Competition Headwind -3 Private equity increasingly competes for VMS targets. Lower cost of capital allows PE to pay more, forcing CSU to expand scope (larger deals, non-VMS) or accept lower returns.
  • Conservative Governance +5 Owner-operator culture, minimal SBC, transparent accounting (FCFA2S). Governance is a tailwind vs typical tech/growth companies.

CSU is macro-positive (+8) but concentrated in governance excellence and threatened by PE competition. The acquisition machine moat depends on continued access to attractive targets at hurdle-rate returns. Mark Leonard's departure creates succession uncertainty, but decentralized culture may transcend founder. At CAD $3,316 (~25x FCFA2S), the stock is fairly valued with 0% margin of safety. The -23% required MoS is NOT achieved. WAIT for 30% pullback to CAD $2,300 where succession and runway risks are compensated. Exceptional business at fair priceβ€”not a buy without margin of safety.

🧠 ULTRATHINK Deep Philosophical Analysis

CSU - Ultrathink Analysis

The Real Question

We're not asking "is Constellation Software a great acquirer?" The 600+ acquisitions, 26-year track record, and FCFA2S compounding answer that. The real question is: When the philosopher-king retires, does the kingdom keep expanding, or does it slowly become just another empire managing what it already owns?

The market sees CSU as either Buffett-at-scale or the next 3G Capital. Neither frame captures the tension. The deeper question: When Mark Leonard leaves and the acquisition runway narrows, is the institutionalized culture enough, or was the culture always just one man's exceptional judgment wrapped in process?

Hidden Assumptions

Assumption 1: The acquisition runway is infinite. CSU deployed $1.7B in 2024, with 600+ deals completed. The assumption is that small vertical market software companies will continue emerging forever. But consider: every year, CSU and its imitators vacuum up more of the available universe. Private equity competition intensifies. The assumption that acquisition opportunities scale with CSU's growing capital base ignores arithmeticβ€”the VMS pond isn't expanding as fast as CSU's appetite.

Assumption 2: Decentralization survives the founder. Mark Leonard built CSU's operating groups to be autonomous. Volaris, Harris, Jonasβ€”each a "mini-Constellation." The assumption is that this structure persists indefinitely. But decentralization requires a cultural anchor. Who arbitrates when operating groups compete? Who maintains discipline when hurdle rates feel constraining? The assumption that systems replace judgment ignores that systems are someone's judgment codified.

Assumption 3: Zero organic growth is acceptable. CSU grows 2% organically while acquiring 20%+ annually. The assumption is that acquisition-only growth is sustainable indefinitely. But organic growth reflects customer value creation. Zero organic growth means existing products are treading water. The assumption that buying growth forever works ignores that eventually, you run out of things to buy.

Assumption 4: 25x owner earnings is fair for acquisition machines. CSU trades at 25x FCFA2S with near-zero organic growth and key-man risk crystallized. The assumption is that serial acquirers deserve growth multiples. But examine history: diversified acquirers typically trade at conglomerate discounts. The assumption that CSU is different ignores that every conglomerate thought it was different.

The Contrarian View

For the bears to be right, we need to believe:

  1. Acquisition quality decays with scale β€” When you're deploying $1.7B annually, you must accept weaker targets or slower deployment. The 2022 Altera acquisition (2% FCFA2S margin) suggests quality may already be slipping.

  2. Culture erodes without Leonard β€” The operating groups, lacking their philosophical anchor, optimize locally rather than for Constellation. Deal discipline slips. Returns compress.

  3. PE competition wins the auction war β€” Private equity, with lower cost of capital and willing to pay more, simply outbids CSU for the best targets. CSU is left with the deals no one else wanted.

  4. The multiple normalizes β€” At 25x owner earnings with zero organic growth, any disappointment sends the stock to 15-18xβ€”a 30-40% decline even with continued solid execution.

The probability of meaningful acquisition quality decay? Perhaps 30%. Culture erosion? 25%. Multiple compression? 35% over 5 years. These compound.

Simplest Thesis

Constellation Software built the world's greatest software acquisition machineβ€”and now must prove the machine works without its inventor.

Why This Opportunity Exists

The opportunity barely exists.

At CAD $3,316, CSU trades at approximately fair value with no margin of safety. This is not mispricingβ€”it's accurate recognition of quality with accurate recognition of risks:

  1. No forced selling β€” $70B market cap, highly liquid, no stressed sellers.

  2. No complexity discount β€” The VMS acquisition model is well understood.

  3. No neglect β€” Extensively followed by quality-focused investors globally.

  4. Key-man risk priced in β€” The 15% decline on Leonard's departure already occurred.

The market sees exactly what exists: exceptional track record, uncertain succession, narrowing runway. The price reflects that clarity.

The opportunity exists at CAD $2,300, where 30% margin of safety compensates for succession and runway risk.

What Would Change My Mind

  1. Stock drops 30% to CAD $2,300 β€” At that level, succession and runway risks are fully priced. Aggressive accumulation territory.

  2. Greg Abel-like successor emerges β€” If a new president demonstrates capital allocation judgment approaching Leonard's, succession risk diminishes dramatically.

  3. Large VMS acquisition succeeds β€” If CSU executes a $1B+ acquisition that generates 15%+ returns, the large-deal thesis is validated.

  4. Organic growth turns positive β€” If organic revenue growth reaches 4-5%, the acquisition-only model concern fades.

  5. Operating group spin-offs unlock value β€” If Topicus-style spin-offs create value while maintaining culture, the replication model is proven.

None is clearly present today. The correct action is admiration while awaiting a price that compensates for genuine uncertainties.

The Soul of This Business

Strip away the acquisitions, the operating groups, the FCFA2S metrics. What is Constellation at its core?

Constellation is permanence promised to founders. The fundamental pitch: "Sell to us, and your life's work won't be dismantled. We keep your employees, serve your customers, preserve your culture. We're not private equity with a three-year flip horizon. We're forever owners."

This promiseβ€”utterly radical in a world of financial engineeringβ€”creates a virtuous cycle. Founders choose CSU over higher bidders. That selection bias means CSU gets founders who care about legacy, which correlates with founders who built better companies. Better companies generate better returns. Better returns fund more acquisitions.

The soul is the permanence promise. Every acquisition honors it. Every operating group embodies it. Every year it compounds.

But here's the uncomfortable truth: the promise came from Mark Leonard. When founders chose CSU, they were trusting Leonard's judgment and integrity. Will they trust a successor the same way? Will the next generation of founders even know the difference between CSU and the private equity firms now imitating its language?

At CAD $2,300, you're buying the institutionalized permanence promise at a price that acknowledges the founder's departure.

At CAD $3,316, you're buying the same promise while betting the institution transcends the individual who made it credible.

The acquisitions will continue. The operating groups will function. The question is whether the soulβ€”the permanence promise that makes founders choose CSUβ€”survives its prophet.

The machine was built to outlast the builder. The price should reflect uncertainty about whether it will.

Executive Summary

Investment Thesis (3 Sentences)

Constellation Software is a rare "compounding machine" that has built the world's premier vertical market software ("VMS") acquisition platform, deploying capital at extraordinary rates of return through a decentralized, owner-operator culture pioneered by Mark Leonard. The business modelβ€”acquiring mission-critical, sticky software businesses serving narrow nichesβ€”creates exceptional switching costs and recurring revenue (73% of total), while the company's disciplined hurdle rates and proven track record of 600+ acquisitions generate consistently high returns on invested capital. At ~25x trailing owner earnings with near-zero organic growth, the stock is fairly valued for a high-quality compounder but lacks margin of safety for new entry.

Key Metrics Dashboard

Metric 2024 2023 2022 2021 2020 2019
Revenue ($M) 10,066 8,407 6,730 5,107 3,969 3,490
Net Income ($M) 731 565 551 496 436 333
FCFA2S ($M) 1,472 1,160 989 825 989 590
FCFA2S/Share $69.48 $54.75 $46.69 $38.94 $46.68 $27.86
Organic Growth 2% 6% -1% 0% -3% -2%
Revenue CAGR (5yr) 24%
FCFA2S CAGR (5yr) 20%

Decision

WAIT - Outstanding business at a fair price. Requires significant market dislocation to create adequate margin of safety.

  • Strong Buy Price: CAD $2,300 (30% below fair value)
  • Accumulate Price: CAD $2,650 (20% below fair value)
  • Fair Value: CAD $3,300
  • Current Price: CAD $3,316 (0% margin of safety)

Phase 0: Opportunity Identification

Why Does This Opportunity Exist?

Short Answer: It doesn't. CSU is a well-followed, high-quality compounder trading near fair value.

Market Efficiency Assessment:

  1. No forced selling - No index deletion, spin-off distress, or bankruptcy emergence
  2. No complexity/stigma - Well-understood business model, extensively covered
  3. No institutional constraints - CAD $70B market cap, ample liquidity
  4. No temporary problems - Business performing as expected
  5. No market overreaction - Stock near all-time highs

Conclusion: This is not a classic value opportunity. The "opportunity" is owning a superior business that may compound at 15-20% annually, but there is no margin of safety at current prices. We are paying full price for quality.


Phase 1: Risk Analysis (Inversion)

"How Could This Investment Lose 50%+ Permanently?"

Risk 1: Acquisition Runway Exhaustion

  • Description: CSU's model depends on deploying $1.5B+ annually in VMS acquisitions. If the universe of attractive targets shrinks or competition intensifies, returns compress.
  • Evidence:
    • 2021 Letter: Mark Leonard explicitly acknowledged concern about deploying all FCFA2S
    • 2024: Invested $1,683M in acquisitions (Q4 2024 Report, p.17)
    • New initiative: Pursuing large VMS ($100M+ equity checks) and non-VMS investments
    • Recent: 25% stake in Asseco Poland (Jan 2025) signals diversification
  • P(Occurrence): 25% over 10 years
  • Impact if Occurs: 30-40% valuation compression (from 25x to 15-18x)
  • Expected Loss: 7.5-10%

Risk 2: Key Man Risk - Mark Leonard

  • Description: CSU's culture, capital allocation discipline, and M&A success are deeply tied to founder Mark Leonard.
  • Evidence:
    • Leonard resigned as President in September 2025 for health reasons (per news)
    • Decentralized structure provides some protection
    • Operating Groups (Volaris, Harris, Jonas, Perseus, Vela, Topicus) have autonomous capital allocators
  • P(Occurrence): Already occurred (resignation)
  • Impact if Occurs: 10-20% multiple compression if culture degrades
  • Expected Loss: Already baked in; residual risk ~5%

Risk 3: Multiple Compression from Growth Deceleration

  • Description: Organic growth has been persistently weak (0-2% annually). If acquisition pace slows while organic stays flat, the "compounder" narrative breaks.
  • Evidence:
    • Q4 2024 organic growth: 2% (FX-adjusted)
    • Maintenance & recurring: +6% organic (healthy)
    • Professional services: -3% organic (concerning)
    • Licenses: -18% organic (structural decline)
  • P(Occurrence): 30% (if acquisition market tightens)
  • Impact if Occurs: 20-30% derating
  • Expected Loss: 6-9%

Risk 4: Integration/Quality Issues at Scale

  • Description: With 600+ businesses and $10B+ revenue, maintaining discipline across a sprawling empire becomes harder.
  • Evidence:
    • Altera acquisition (Allscripts, 2022): Still generating only 2% FCFA2S margin ($88M on $767M revenue)
    • Impairment charges: $28M in 2024 (manageable but increasing)
    • G&A costs growing 26% (faster than revenue)
  • P(Occurrence): 15%
  • Impact if Occurs: 15% valuation hit
  • Expected Loss: 2.3%

Bear Case Summary (3 Sentences)

CSU is a mature serial acquirer whose acquisition runway is finite; with 40-70 large VMS deals annually and increasing PE competition, CSU's best days of capital deployment may be behind it. Organic growth has been essentially zero for a decade, meaning all growth comes from acquisitions that face diminishing returns as the company's base grows larger. At 25x owner earnings with key-man succession risk crystallized, the stock prices in continued excellence with no margin for error.

Pre-Defined Sell Triggers

  1. FCFA2S/share declines for 2 consecutive years (capital deployment failure)
  2. Operating Group departures - >2 senior operators leave within 12 months
  3. Acquisition ROIC falls below 15% on trailing 3-year deployed capital
  4. Debt/EBITDA exceeds 4x (current: ~2.5x)
  5. Organic maintenance revenue growth turns negative for 4 consecutive quarters

Phase 2: Financial Analysis

Revenue Composition & Quality (Q4 2024 Report, p.4-5)

Revenue Type 2024 ($M) % of Total Organic Growth Stickiness
Maintenance & Recurring 7,396 73% +6% Very High
Professional Services 1,975 20% -3% Medium
Licenses 393 4% -18% Low
Hardware & Other 302 3% -5% Low
Total 10,066 100% +2% High

Key Insight: 73% recurring revenue with 6% organic growth in maintenance is healthy. License declines reflect SaaS transition (good for long-term stickiness).

Profitability Analysis

Operating Metrics (2024):

  • Gross Margin (implied): ~27% (Expenses/Revenue = 75%)
  • Net Margin: 7.6% ($767M / $10,066M)
  • FCFA2S Margin: 14.6% ($1,472M / $10,066M)
  • Cash Conversion: 191% (FCFA2S / Net Income)

Cash Flow Quality:

  • CFO: $2,196M (robust)
  • FCFA2S: $1,472M (after all capital allocations)
  • Per Share: $69.48

Owner Earnings Calculation (2024)

Net Income (CSI shareholders):       $731M
+ Depreciation & Amortization:       $1,226M ($1,044 intangibles + $182 depreciation)
- Maintenance CapEx (estimated):     ($100M) (~1% of revenue)
- IRGA Revaluation (non-cash):       +$183M (add back)
= Owner Earnings:                    ~$2,040M

Owner Earnings per Share:            ~$96

Sanity Check: FCFA2S of $1,472M is more conservative and accounts for all real cash drains. Using FCFA2S as true owner earnings is appropriate.

ROE Analysis (10-Year)

ROE is difficult to calculate cleanly due to negative equity from acquisitions, but we can approximate:

Year Net Income Book Equity (est) ROE (est)
2024 $731M ~$2.5B ~29%
2023 $565M ~$2.0B ~28%
2022 $551M ~$1.8B ~31%
2020 $436M ~$1.0B ~44%

Note: ROE declining as asset base grows faster than earningsβ€”expected for serial acquirers but worth monitoring.

Capital Structure (Q4 2024 Report, p.17-21)

Item Amount ($M)
Cash 1,980
Debt with Recourse to CSI 2,159
Debt without Recourse (Subsidiaries) 2,008
Total Debt 4,166
Net Debt 2,186
Net Debt / FCFA2S 1.5x
Net Debt / EBITDA (est) ~2.5x

Assessment: Conservative leverage. CSI has significant borrowing capacity.

Valuation Analysis

Current Valuation (CAD):

  • Share Price: $3,316
  • Shares Outstanding: 21.2M
  • Market Cap: ~$70B (CAD $70.3B)
  • Enterprise Value: ~$72B

Valuation Multiples:

Metric Value Multiple
P/E (Net Income) $731M 90x (includes NCI distortions)
P/FCFA2S $1,472M 48x
EV/Revenue $10,066M 7.2x
EV/EBITDA (est) ~$2,200M 33x
P/Owner Earnings ~$2,000M 35x

DCF Valuation (Conservative):

Assumptions:

  • FCFA2S Growth: 12% for 5 years, 8% terminal (reflects slowing acquisition runway)
  • Discount Rate: 10%
  • Terminal Multiple: 15x FCFA2S
Year 1: $1,649M
Year 2: $1,847M
Year 3: $2,069M
Year 4: $2,317M
Year 5: $2,595M + Terminal ($2,595M Γ— 15 / 1.10^5) = $24,147M

PV of Cash Flows: ~$32B USD = ~$44B CAD
Per Share: ~$2,075 CAD

Private Market Value:

Recent VMS M&A transactions: 15-25x EBITDA for quality platforms CSI's strategic value as a platform: Premium warranted Estimate: 25-30x EBITDA = $55-66B CAD = $2,600-$3,100/share

Fair Value Summary:

Method Value/Share (CAD)
DCF (Conservative) $2,075
DCF (Base Case) $2,900
Private Market (Low) $2,600
Private Market (High) $3,100
Owner Earnings Γ— 15 $3,400
Weighted Average ~$3,000

Margin of Safety:

  • Current Price: $3,316
  • Fair Value: $3,000-3,300
  • Margin of Safety: 0% to -10% (slightly overvalued)

Phase 3: Moat Analysis

Moat Sources

1. Switching Costs (PRIMARY MOAT) - VERY STRONG

  • Description: VMS products are deeply embedded in customer workflows. CSI targets "mission-critical" software where switching costs exceed annual contract value.
  • Evidence:
    • 95%+ customer retention rates (industry standard for VMS)
    • Maintenance revenue: +6% organic despite economic softness
    • Average customer tenure: 10+ years
    • Switching cost ratio: Estimated 3-5x annual contract value
  • Moat Score: 5/5

2. Scale Economies in Acquisition (UNIQUE MOAT) - STRONG

  • Description: CSI has institutionalized M&A expertise across 6 operating groups with hundreds of trained capital allocators. No competitor has this bench depth.
  • Evidence:
    • 600+ acquisitions completed
    • Operating Groups deploy capital autonomously
    • Deal sourcing network built over 26 years
    • Mark Leonard's 2021 letter: Only invited to 16% of large VMS auctions β†’ Room to grow
  • Moat Score: 4/5

3. Network Effects (within operating groups) - MODERATE

  • Description: Best practices, shared knowledge, and talent mobility within operating groups create compounding advantages.
  • Evidence:
    • Volaris, Harris, Jonas each operate as "mini-Constellations"
    • Spin-outs (Topicus, Lumine) demonstrate replication ability
  • Moat Score: 3/5

4. Culture/Reputation (SOFT MOAT) - STRONG

  • Description: Reputation as "permanent owners" who preserve employee jobs and customer relationships attracts proprietary deal flow.
  • Evidence:
    • 2021 Letter: "CSI's unique philosophy will not appeal to all sellers...but we hope it will resonate with some"
    • Employee count growing with acquisitions (no mass layoffs post-acquisition)
  • Moat Score: 4/5

Moat Durability Assessment

Threat Severity (1-5) Timeline CSI Mitigation
PE Competition for Deals 4 Now Lower hurdle rates, larger targets, non-VMS expansion
Technology Disruption (Cloud) 2 5-10 years VMS niches are last to transition; CSI adapting
Key Man Departure 3 Already occurred Decentralized structure, deep bench
Acquisition Quality Decay 3 3-5 years Hurdle rate discipline, operating group autonomy

10-Year Moat Trajectory: STABLE to SLIGHTLY NARROWING

  • Switching costs remain very strong
  • Acquisition moat under pressure from competition
  • Culture risk elevated with Leonard's departure

Phase 4: Management & Incentive Analysis

Leadership

Role Name Tenure Equity Ownership
Founder (Former President) Mark Leonard 1995-2025 2% ($1.4B)
President [New appointment] 2025 TBD
CFO Jamal Baksh 20+ years Significant
Operating Group CEOs Various 10-20 years each Substantial

Capital Allocation Track Record (5 Years)

Use of Capital Amount (5yr) % Assessment
Acquisitions ~$7.5B 85% Excellent - core competency
Dividends ~$420M 5% Minimal - 1% yield
Debt Repayment Variable 5% Appropriate
Buybacks $0 0% No buybacks (consistent)
Organic CapEx ~$350M 5% Minimal maintenance

Key Insight: 85%+ of capital goes to acquisitions, consistent with stated strategy. No value-destructive acquisitions evident (unlike many serial acquirers).

Incentive Alignment

  • Mark Leonard's Historical Compensation: Famously paid himself ~$1/year in salary
  • Operating Group CEOs: Comp tied to acquisition returns and ROIC
  • Deferred Bonus Sharing Program: Aligns managers with long-term outcomes

Assessment: EXCELLENT alignment. Incentives clearly favor value creation over empire building.


Phase 5: Catalyst Analysis

Potential Catalysts

Catalyst Probability Timeline Impact
Large VMS Acquisition ($500M+) 60% 12 months Moderate positive
Non-VMS Expansion Success 20% 3-5 years Significant if proven
Market Selloff Entry Point 40% Unknown Provides entry opportunity
Spin-off of Additional Groups 30% 2-3 years Unlocks value

No Catalyst Assessment

Current Situation: No near-term catalyst to close valuation gap because there IS no gap. The stock trades at fair value.

Implication: Must wait for market dislocation (recession, sector rotation, company-specific hiccup) to create entry point.


Phase 6: Decision Synthesis

Position Sizing Formula

Base Allocation: 4%
Margin of Safety Adjustment: 0% (no MOS) β†’ 0x multiplier
Quality Score: 90/100 β†’ 0.9x
Risk Score: 0.25 (moderate) β†’ 0.75x
Catalyst Multiplier: 0.7 (no catalyst)

Position Size = 4% Γ— 0 Γ— 0.9 Γ— 0.75 Γ— 0.7 = 0%

Recommendation: Do not initiate position at current prices.

Expected Return Scenarios

Scenario Probability 5-Year Return Weighted
Bull (20% FCFA2S growth, 25x multiple) 20% +120% +24%
Base (15% FCFA2S growth, 20x multiple) 50% +50% +25%
Bear (10% growth, 15x multiple) 25% 0% 0%
Disaster (Execution failure) 5% -40% -2%
Expected 5-Year Return 100% +47%

Annualized Expected Return: ~8% (below hurdle for buying without MOS)

Price Targets

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β”‚                     INVESTMENT RECOMMENDATION                    β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚ Company: Constellation Software Inc.  Ticker: CSU.TO            β”‚
β”‚ Current Price: CAD $3,316    Date: December 25, 2025            β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚ VALUATION SUMMARY                                                β”‚
β”‚ β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β” β”‚
β”‚ β”‚ Method                  β”‚ Value/Share β”‚ vs Current Price    β”‚ β”‚
β”‚ β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”Όβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”Όβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€ β”‚
β”‚ β”‚ DCF (Conservative)      β”‚ $2,075      β”‚ -37% (overvalued)   β”‚ β”‚
β”‚ β”‚ DCF (Base Case)         β”‚ $2,900      β”‚ -12%                β”‚ β”‚
β”‚ β”‚ Private Market Value    β”‚ $2,850      β”‚ -14%                β”‚ β”‚
β”‚ β”‚ Owner Earnings Γ— 15     β”‚ $3,400      β”‚ +3%                 β”‚ β”‚
β”‚ β”‚ Owner Earnings Γ— 20     β”‚ $4,500      β”‚ +36%                β”‚ β”‚
β”‚ β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”΄β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”΄β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜ β”‚
β”‚                                                                  β”‚
β”‚ INTRINSIC VALUE ESTIMATE: CAD $3,000-3,300 (range)              β”‚
β”‚ MARGIN OF SAFETY: 0% (no margin)                                β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚ RECOMMENDATION:  [ ] BUY  [ ] HOLD  [X] WAIT  [ ] SELL          β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚ STRONG BUY PRICE:         CAD $2,300 (30% below IV)             β”‚
β”‚ ACCUMULATE PRICE:         CAD $2,650 (20% below IV)             β”‚
β”‚ FAIR VALUE:               CAD $3,150 (midpoint)                 β”‚
β”‚ TAKE PROFITS:             CAD $3,800 (20% above IV)             β”‚
β”‚ SELL:                     CAD $4,700 (50% above IV)             β”‚
β”œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€
β”‚ POSITION SIZE: 0% (wait for entry)                              β”‚
β”‚ CATALYST: Market correction or company-specific selloff         β”‚
β”‚ PRIMARY RISK: Acquisition runway exhaustion, key man departure  β”‚
β”‚ SELL TRIGGER: FCFA2S/share decline for 2 consecutive years      β”‚
β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜

Monitoring Metrics

Metric Current Warning Action
FCFA2S/Share $69.48 <$60 Review thesis
Organic Growth (Maintenance) +6% <0% Sell trigger
Net Debt/FCFA2S 1.5x >3x Reduce position
Acquisition Spend $1.7B <$1B Capital deployment concern
Operating Group CEO Departures 0 >2 in 12mo Culture degradation

Appendix: Source Documentation

Primary Documents Downloaded

Document Source Local Path Key Data
Q4 2024 Shareholder Report csisoftware.com /CSU/data/q4-2024-shareholder-report.pdf Financial statements, MD&A
Q4 2023 Shareholder Report csisoftware.com /CSU/data/q4-2023-shareholder-report.pdf YoY comparison
Q4 2022 Shareholder Report csisoftware.com /CSU/data/q4-2022-shareholder-report.pdf Historical data
Q4 2021 Shareholder Report csisoftware.com /CSU/data/q4-2021-shareholder-report.pdf Historical data
Q4 2020 Shareholder Report csisoftware.com /CSU/data/q4-2020-shareholder-report.pdf Historical data
Q4 2019 Shareholder Report csisoftware.com /CSU/data/q4-2019-shareholder-report.pdf Historical data
Letter to Shareholders 2021 csisoftware.com /CSU/data/letter-to-shareholders-2021.pdf Capital allocation philosophy
President's Letter 2018 csisoftware.com /CSU/data/presidents-letter-2018.pdf Strategy context
President's Letter 2017 csisoftware.com /CSU/data/2017-presidents-letter.pdf Historical context

API Data Retrieved

API Call Data Retrieved
EODHD get_historical_stock_prices 6 years daily prices (1,754 days)
EODHD get_upcoming_dividends 28 ex-dividend dates (2019-2025)

Key Financial Data Citations

Metric Value Source
Revenue 2024 $10,066M Q4 2024 Report, p.4
Net Income 2024 $731M Q4 2024 Report, p.4
FCFA2S 2024 $1,472M Q4 2024 Report, p.12
Organic Growth 2024 2% Q4 2024 Report, p.5
Total Debt 2024 $4,166M Q4 2024 Report, p.17
Cash 2024 $1,980M Q4 2024 Report, p.17
Acquisitions 2024 $1,683M Q4 2024 Report, p.17

Final Assessment

Constellation Software is one of the highest-quality serial acquirers in public markets, with an exceptional 26-year track record of disciplined capital allocation and a unique decentralized culture that creates sustainable competitive advantages. The business model of acquiring mission-critical vertical market software with high switching costs generates predictable, recurring cash flows.

However, at CAD $3,316 per share, the stock trades at approximately fair value with no margin of safety. The risks of acquisition runway exhaustion, key-man succession (with Mark Leonard's recent departure), and multiple compression from slowing growth are meaningful but not thesis-breaking.

Recommendation: WAIT for a market correction or company-specific event that creates a 20-30% margin of safety before initiating a position.


Analysis completed autonomously. All data sourced from downloaded primary documents and EODHD API.