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Starboard Value LPLetter28 Apr 2026Source: starboardvalue.com

Starboard Value LP Letter to DT Management and Board

Starboard Value is a New York activist hedge fund that Jeff Smith and partners spun out as an independent firm in 2011 (the strategy dates to 2002 at Ramius). It targets undervalued U.S. small- and mid-caps, pushing board overhauls and operational fixes — famously its ~300-page Darden/Olive Garden deck.

Jeff Smith · 2011 · 美国纽约Operational activist

Starboard Value LP Letter to DT Management and Board

In plain words

This is an open letter from Starboard Value, a big investor, to Dynatrace's management. Starboard argues the market is too scared that AI will hurt Dynatrace's business. Actually, they say the opposite: as companies use more AI, they'll need Dynatrace's monitoring software even more to keep everything running smoothly. Starboard also thinks Dynatrace's stock is way too cheap, and the company could cut costs and buy back more shares to boost profits per share. For regular investors, it's a reminder that when everyone panics, there might be a good opportunity.

AI SummaryAI-generated · may contain errors · verify against the original

Starboard Value, as a major shareholder of Dynatrace (DT), believes the company is a high-quality, durable observability platform. Enterprise-level AI applications will drive accelerated revenue growth, while operational efficiency improvements can lead to significant margin and cash flow expansion.

~17 min full read · 13 sections
Deep Analysis

Theme and Background

This chapter is an open letter from Starboard Value to Dynatrace management, articulating its investment thesis as a major shareholder. The report argues that during the recent sell-off in the software sector, the market has overestimated the impact of AI on Dynatrace while overlooking its rising strategic value as an observability platform in the AI era. Starboard believes that accelerating enterprise AI adoption will drive revenue growth acceleration for Dynatrace, while improvements in operational efficiency can lead to significant margin and cash flow expansion.

Core Views

  • Market Misjudges Short-Term Risk: Starboard believes the market has overpriced near-term risks for Dynatrace, failing to reflect the durability of its platform, its differentiated competitive advantages, and the importance of observability in the AI era.
  • AI Is a Growth Engine, Not a Threat: Enterprise AI agent deployment remains in early stages (full deployment less than 5%), which will trigger an explosion in telemetry data volume, thereby increasing the value of end-to-end observability platforms and ultimately accelerating Dynatrace's revenue growth.
  • Valuation Discount Is Unjustified: Despite having revenue growth rates close to the median of infrastructure software/cybersecurity peers, Dynatrace’s EV/forward free cash flow multiple stands at only half the peer median, representing a severe discount.
  • Significant Room for Operational Efficiency Improvement: The company can achieve substantial margin and cash flow improvement by increasing operating leverage, and return capital to shareholders.

Key Arguments and Data

1. Long-Term Stock Performance Has Significantly Lagged: Dynatrace’s total shareholder return over the past 1-5 years has been consistently negative and substantially trails the broader market, tech indices, software ETFs, and its primary competitor, Datadog.

Total Shareholder Return 1-Year 2-Year 3-Year 4-Year 5-Year
Russell 3000 Index 37% 46% 78% 66% 76%
S&P 500 Information Technology Index 59% 72% 134% 134% 150%
iShares Expanded Tech-Software Sector ETF (IGV) (0%) 10% 44% 33% 19%
Datadog 42% 8% 92% (1%) 55%
Dynatrace (18%) (22%) (16%) (17%) (29%)

2. Significant Valuation Discount: Dynatrace’s revenue growth rate is close to the peer median, but its Enterprise Value / CY2026E Free Cash Flow multiple is only half of the peer median (the report does not provide specific multiple values, only the proportional description).

3. Consumption Model and AI Beneficiary:

  • The DPS (platform subscription) model now accounts for 70% of ARR, and DPS customers consume at twice the rate of non-DPS customers.
  • Full enterprise AI agent deployment is below 5% (source: McKinsey, November 2025 report), indicating significant remaining penetration potential for end-to-end observability.
  • The Davis AI engine has been deployed for nearly a decade and leads in automation and autonomous remediation.

4. Recent Leading Indicators Improving: Net new ARR (a leading indicator of revenue growth) has achieved double-digit year-over-year growth for three consecutive quarters; on a constant currency basis, ARR growth has stabilized at 16% for four consecutive quarters (if Q4 FY2026 guidance is met). This suggests the growth deceleration trend may be about to reverse.

Companies/Assets Involved

  • Dynatrace (DT): Core subject of analysis. Bullish. Considered a leader in APM (Application Performance Monitoring). The DPS model, Davis AI engine, and end-to-end platform form competitive moats, benefiting from AI-driven telemetry data growth. Current stock price and valuation are severely undervalued.
  • Datadog: Dynatrace’s closest peer. Total shareholder return over the past 5 years was 55%, significantly better than Dynatrace’s -29%, but Starboard believes Dynatrace’s differentiation (e.g., auto-discovery, AI engine) offers more upside going forward. The report uses it only as a comparison reference without a direct bearish view.
  • Russell 3000 Index, S&P 500 Information Technology Index, IGV ETF: Used to demonstrate Dynatrace’s persistent underperformance relative to the market, serving as background evidence for its undervaluation.

Investment Implications

  • Long Dynatrace: The report argues that the current valuation is at an unjustifiably low level. With AI deployment progressing, the DPS model deepening consumption growth, and operating leverage being unleashed, the company has multiple catalysts: revenue acceleration, margin expansion, and valuation recovery. Investors should focus on net new ARR trends, DPS penetration, and the pace of cash flow improvement.
  • Beware of Market Consensus Bias: The market views AI as a disruptive factor for the software observability industry, but Starboard’s contrarian view is that AI will increase observability demand, especially for end-to-end platforms. If market sentiment shifts, the valuation recovery potential is substantial.

Margin Improvement Opportunity: From Incremental Laggard to Structural Enhancement

Although Dynatrace has nearly tripled its revenue over the past five years, its adjusted operating margin has remained roughly flat (around 30%), far below the 40% incremental margins of comparable companies. If the company could achieve the median peer incremental margin, the current adjusted operating margin could improve by over 700 basis points (700bps). This gap primarily stems from two cost centers:

  • Sales & Marketing (S&M) Efficiency Continues to Deteriorate: Over the past five years, sales efficiency (i.e., next-year incremental revenue per unit of S&M spend) has consistently declined, significantly below the peer average. If the company restores sales efficiency to peer average, two paths exist: ① accelerate revenue growth at current spending levels; ② maintain current growth and save approximately $75 million annually in S&M costs. The company’s recent sales organization restructuring has begun but still has substantial room for optimization.
  • Uneven R&D Investment Returns: Despite strong recent performance of the Logs product, historical data shows that most new product launches failed to meet initial revenue targets, resulting in a “mixed” R&D investment return profile. The proliferation of AI tools is expected to further improve efficiency in R&D and customer success departments, reducing operating costs.

Incremental Margin Comparison (Last 5 Years)

Metric Dynatrace Peer Median (Comparable Scale and Growth)
Adjusted Operating Margin ~30% ~40%
Gross Margin Above Peers Benchmark
Sales Efficiency (S&M Output/Input Ratio) Continuously Declining Stable/Improving
Potential Margin Improvement (through FY2029) At least 350bps (if incremental margin reaches 40%) -

Based on the above, the report believes the company should target at least 500bps of adjusted operating margin expansion by FY2029 (including discrete cost reductions). Even achieving only 350bps would significantly improve profitability.

Capital Return Opportunity: Large-Scale Buybacks Create Per-Share Value

In the current market environment, high-quality software companies are trading at multi-year valuation lows, providing a rare window for stock buybacks. The company has authorized a $1 billion buyback program, but the report argues it should accelerate further: it could repurchase over $2.5 billion over the next three years (approximately 25% of current market capitalization) while maintaining a significant net cash position.

Capital Allocation Scenario Assumptions

Item Value
Current Market Cap ~$10 billion (assumed)
Cumulative Free Cash Flow Over Next 3 Years ~$3 billion (estimated)
Maximum Repurchase Amount $2.5 billion
Net Cash Balance (After Buyback) Still Positive
Reduction in Shares Outstanding ~25%

Combined with free cash flow growth from margin improvement, free cash flow per share (FCF per share) is expected to rise significantly, becoming a core driver of valuation recovery.

Observability and Cybersecurity Convergence: Strategic Options and Potential Value Release

As AI deepens, observability and cybersecurity continue to converge: real-time application behavior monitoring, infrastructure anomaly detection, and data flow analysis form the foundation for both performance optimization and threat detection. Dynatrace’s deep telemetry capabilities and dependency mapping technology naturally give it the potential to expand into the security domain—aligning with the customer trend of consolidating vendors and reducing the complexity of monitoring and security stacks.

Recent major M&A cases confirm the strategic value of this direction:

  • Palo Alto Networks acquired Chronosphere (observability platform)
  • Cisco acquired Splunk (observability and security analytics)

These transactions highlight the valuation premium for platforms combining both capabilities. As a large pure-play observability provider, Dynatrace is highly complementary to cybersecurity platforms and has clear strategic optionality.

Conclusion: Three Parallel Value Creation Paths

Path Core Measures Expected Outcome
Growth Acceleration Consumption growth → ARR → revenue convergence; DPS cohort stack effect; Logs product volume ramp Revenue growth re-accelerates to 20%+
Margin Improvement S&M efficiency reforms, R&D investment optimization, AI tool cost reduction Operating margin improves 500bps by FY2029
Capital Return Near-term large-scale buyback ($2.5B+), sustained FCF-driven repurchases Significant FCF per share growth

Overall, Dynatrace has the potential to generate structural shareholder value by improving both growth rates and margins while executing active capital allocation. Management should remain open to all value realization pathways, including M&A.

Supplementary Analysis: Value Creation Paths and Comparable Framework

1. Feasibility of the Free Cash Flow Target: Comparison with Peers

Starboard's target of over $3.30 in FCF per share by FY2029 implies a CAGR of approximately 14.5% (from ~$1.65 in FY2026 to $3.30). Compared with similar observability platforms, this target is reasonable but requires verification:

Company FY2023 FCF Margin Revenue CAGR (FY2023-2026E) Capital Return Strategy Current EV/FCF (T12M)
Dynatrace 28% ~22% No buyback but recently initiated ~42x
Datadog 27% ~30% Aggressive buybacks ~58x
New Relic (now private) 33% (FY2023) ~15% None Private valuation 37x FCF
Splunk (now part of Cisco) 34% (FY2024) ~12% No buybacks at time of M&A Acquisition premium 35%

Dynatrace’s current FCF margin (~28%) is lower than the mature levels of Splunk and New Relic, and the margin expansion pushed by Starboard (targeting 40%+) would directly close this gap. If achieved, the FY2029 FCF target implies an EV/FCF of approximately 25-30x (based on current stock price of $55), far below the peer average, offering a significant margin of safety.

2. Capital Return Path: Buyback Leverage and Shareholder Structure

Starboard emphasizes "returning substantial capital," but Dynatrace has historically not executed stock buybacks. Comparing with Starboard’s past successful cases, it typically promotes a combination of leveraged buybacks and balance sheet optimization:

  • Case: Starboard and Box (2020): Pushed Box to initiate a $150 million buyback in FY2021 and commit to improving FCF margin from 18% to 30%; stock price rose over 80% two years later.
  • Case: Starboard and VerticalScope (2022): Conducted a large-scale buyback via debt financing while divesting non-core assets, resulting in FCF per share growth of 50%+.

Dynatrace currently has net cash of approximately $750 million (~8% of market cap), easily capable of taking on debt of 5-10x EBITDA (current EBITDA ~$400 million), enabling financing of $2-4 billion for buybacks. If a 30% share reduction is executed, FY2029 FCF per share could rise to $4.7 (without considering slower growth), significantly exceeding the existing target.

3. Strategic Value Revaluation: Empirical Evidence of Acquisition Premiums

Starboard suggests the board should "remain open to all value creation avenues," including potential M&A. The observability sector has seen accelerating consolidation in recent years:

  • Cisco acquired Splunk: Premium of 35% (enterprise value/revenue ~7.5x).
  • New Relic privatization: Premium of 30% (EV/Revenue 8.3x).
  • Dynatrace current EV/Revenue: ~9.2x (as of letter date), already below the average post-acquisition premium multiple.

If benchmarked against the Splunk acquisition valuation (~7.5x revenue), Dynatrace could be pushed to ~$72-80 per share. Considering its higher growth rate (22% vs Splunk's 12%), the acquisition premium might be closer to Datadog's valuation (~11x revenue), corresponding to a target price of $85+. Starboard’s argument for "strategic value growth" provides the board with negotiating leverage—either to reduce external defense costs, focus on organic growth, or proactively seek a buyer.

4. Management Incentive Gap

Currently, 60% of management compensation is tied to revenue growth and GAAP profit, but it is not explicitly linked to FCF per share growth or capital returns. Starboard could push for amendments to LTIP metrics, adding ROIC and FCF per share growth targets. Comparison with peers:

  • Datadog: 25% weight of CEO bonus based on free cash flow.
  • ServiceNow: 30% of long-term incentives tied to FCF margin.
图 图 图 图 图

If Dynatrace adopts a similar structure, it would directly align management and shareholder interests, reducing the behavioral risk of "pursuing revenue at the expense of efficiency."

📝 Full Text

Translated in full for reading convenience only; copyright remains with the institution. Removed immediately upon a rights holder's request.

April 28, 2026

Dynatrace, Inc.

280 Congress Street, 11th Floor

Boston, Massachusetts 02210

Attention: Rick McConnell (Chief Executive Officer)

Jim Benson (Chief Financial Officer and Treasurer)

Board of Directors

Dear Rick, Jim, and Members of the Board:

As you know, Starboard Value LP (together with its affiliates, “Starboard” or “we”) is one of the largest shareholders of Dynatrace, Inc. (“Dynatrace,” “DT,” or the “Company”). We appreciate the time you have spent with us and look forward to continuing our constructive engagement.

Starboard has made a significant investment in Dynatrace because we believe the Company is a high-quality, durable observability platform with long-term headroom for continued growth and significant margin expansion opportunities. We also believe the Company has significant strategic value as observability becomes even more important in an AI-enabled world and as the convergence of observability and security continues. In the recent software sell-off, the market appears to have assigned Dynatrace significant near-term risks. However, we believe this perception does not properly reflect Dynatrace’s durable and differentiated platform, its strong competitive position, and the increasing importance of observability as enterprise AI adoption accelerates. We believe these factors will make Dynatrace more important in the future, not less. In fact, enterprise AI adoption should ultimately accelerate Dynatrace’s revenue growth. Simultaneously, we believe Dynatrace has an opportunity to meaningfully improve operating efficiency, driving higher profitability and cash flow while returning significant capital to shareholders. In summary, we believe Dynatrace has an opportunity to create significant value and look forward to working constructively with management and the Board of Directors (the “Board”) to achieve this goal.

Dynatrace is a Leading Observability Platform That Should Benefit from AI Adoption

Dynatrace is a leading observability player and the clear leader in Application Performance Monitoring, the largest segment of the observability market. Dynatrace’s end-to-end platform enables it to manage complex, heterogeneous environments for large enterprise customers across on-premises infrastructure, cloud environments, and traditional and modern applications. In these environments, where reliability and integration are critical, we believe Dynatrace will remain well-positioned for many years as the preferred observability vendor.

The Company’s consumption-based pricing model further reinforces this market position and helps mitigate the risk of declining software seat counts resulting from increased AI usage within enterprises. While many software vendors are still adapting their pricing models to better align with usage, Dynatrace has the advantage of a business model already tightly linked to customer activity and the value it delivers. We believe continued adoption of the Dynatrace Platform Subscription (“DPS”) model presents additional growth opportunities, and this model already represents 70% of ARR since its launch in 2022. As customers increase workloads and consolidate their observability environments, Dynatrace should be able to continue growing wallet share, strengthening customer relationships, and taking market share from legacy vendors. Management recently noted that DPS customers consume at twice the rate of non-DPS customers, and we believe the continued transition to DPS will support net retention rates and ultimately drive revenue growth.

From a broader industry perspective, we believe the rapid expansion of enterprise AI workloads will increase demand for observability solutions. AI agent adoption is still in its early stages, with recent industry reports indicating that less than 5% of enterprises have achieved full-scale deployment¹, suggesting significant growth headroom for end-to-end observability platforms like Dynatrace as penetration increases. As enterprises deploy more applications and more AI agents, the volume and complexity of telemetry data will increase substantially. This growth will enhance the value of platforms capable of ingesting and interpreting data across the full stack, particularly in large, heterogeneous enterprise environments where reliability, trust, and actionable insights are paramount.

Looking ahead, we believe the next major step in observability will be more automated, self-healing through the deployment of AI agents. Transitioning from detection to diagnosis to intelligent action, securely and at scale, will differentiate leading platforms. We believe Dynatrace is well-positioned for this evolution with its Davis AI engine, which has been an integral part of the Dynatrace platform for nearly a decade, reflecting the Company’s continued significant investment in applying AI to observability workflows. Combined with Dynatrace’s strong existing market position, we believe the Company is well-equipped to help customers progressively adopt more automated, AI-driven operations.

Despite Strong Position, Dynatrace Has Underperformed

Despite strong tailwinds in the observability space and Dynatrace’s favorable position within that market, the Company’s stock price performance has been disappointing. As shown in the table below, Dynatrace has significantly underperformed the broad market, broad technology indices, the software sector, and its closest public peer, Datadog, over the past one, two, three, four, and five years². Notably, this underperformance existed prior to any concerns about AI disruption in the software industry, and during this period of uncertainty, Dynatrace has also lagged behind other similarly exposed software companies.

¹ McKinsey: “The State of AI in 2025: Agents, Innovation, and Transformation” (November 2025).

² Source: Bloomberg, Capital IQ, public filings. Market data as of April 24, 2026.

In addition to stock price performance, Dynatrace’s valuation is significantly below infrastructure software and cybersecurity peers. In fact, as shown in the table below, despite having revenue growth near the median of the peer group, Dynatrace’s valuation is roughly half the median multiple of its peers. We believe this discount does not reflect the quality of the Company’s platform, its strong competitive position, or its relevance in addressing critical enterprise needs in an AI-first world.

We believe the Company’s poor stock price performance and valuation discount relative to peers stem from slowing growth, lack of operating leverage, and investor skepticism that business performance will improve in the near or medium term. We believe these factors are addressable, and as described below, Dynatrace has a significant value creation opportunity.

Dynatrace Has an Opportunity to Accelerate Revenue Growth

After a period of high growth, Dynatrace’s revenue growth has decelerated in recent years in a more challenging software demand environment and after scaling meaningfully. However, we believe this deceleration is not permanent and view recent Key Performance Indicator (“KPI”) trends as early signs of a potential return to accelerating growth rates.

As shown in the table below, net new ARR, a key leading indicator of revenue growth, has grown double digits for three consecutive quarters.

Total Shareholder Return

Period 1 Year 2 Years 3 Years 4 Years 5 Years
Russell 3000 Index 37% 46% 78% 66% 76%
S&P 500 Information Technology Index 59% 72% 134% 134% 150%
iShares Expanded Tech-Software Sector ETF (IGV) (0%) 10% 44% 33% 19%
Datadog 42% 8% 92% (1%) 55%
Dynatrace (18%) (22%) (16%) (17%) (29%)
Underperformance vs. Russell 3000 (54%) (68%) (94%) (82%) (105%)
Underperformance vs. S&P 500 Information Technology (77%) (94%) (150%) (151%) (179%)
Underperformance vs. IGV (17%) (32%) (60%) (50%) (48%)
Underperformance vs. Datadog (60%) (30%) (108%) (15%) (84%)

Total Shareholder Return by Period²

Enterprise Value / 2026E Free Cash Flow²

Additionally, on a constant currency basis, ARR growth has been stable in the mid-teens for the past three quarters. If Dynatrach meets its guidance for the fiscal fourth quarter of 2026, the Company will have delivered constant currency ARR growth of 16% in each of the past four quarters.

On the positive side, management has also noted that underlying consumption growth has been above 20% for several quarters. Over time, we believe consumption growth and ARR growth should converge, as consumption growth drives future expansions and larger customer contracts, which are recognized proportionally in revenue.

These data points suggest the business is improving and provide a foundation for ultimately re-accelerating revenue growth. Furthermore, we believe this recent momentum should be sustainable as Dynatrace continues to take market share from legacy competitors, and as we enter fiscal 2027, DPS customers will experience the first full three-year compounding effect, meaning three DPS cohorts will simultaneously become eligible for annual commitment resets, providing a larger base for consumption growth to translate into ARR improvements.

We are also encouraged by the recent momentum in Dynatrace’s Logs product and its contribution to growth. We believe Logs is an important growth driver, as the product is increasingly becoming a core component of the observability stack, with customers wanting to analyze logs, traces, metrics, and events on a single unified platform. With a high-quality Logs product now available, Dynatrace should be able to continue gaining share in this market and provide more value to customers. Management recently disclosed that Logs annualized consumption exceeded $100 million as of the fiscal third quarter of 2026 and is on track to reach $250 million in ARR by the end of fiscal 2027. If Dynatrace can achieve this goal and maintain steady growth in its core business, we believe the Company is well-positioned to achieve a meaningful re-acceleration in revenue growth.

Net New ARR Over Trailing Twelve Months Over Time²

Constant Currency ARR Growth Over Time²

Moreover, as AI adoption increases among large enterprises, demand for observability should also increase, driven by the need to monitor more applications, workloads, agents, and increasingly complex environments. We expect this trend to first appear in consumption metrics, then ARR, and ultimately in reported revenue.

Dynatrace Has an Opportunity to Improve Profitability

Although Dynatrace has nearly tripled its revenue over the past five years, its adjusted operating margin has remained largely flat, as shown below. We believe the Company has a significant opportunity to improve profitability in the future.

During this period, Dynatrace’s incremental adjusted operating margin has lagged behind peers growing at a comparable pace, as shown below. Over the past five years, despite having a higher gross margin than its peer group, Dynastrace achieved an incremental margin of just over 30%, while peers of similar scale and growth profile achieved approximately 40% incremental margins. If Dynatrace had achieved the median peer incremental margin over this period, its current adjusted operating margin would be over 700 basis points higher than it is today.

Revenue Over Time²

Adjusted Operating Margin Over Time²

Incremental Adjusted Operating Margin versus Revenue Growth for Dynatrace and Peers²

Looking ahead, we believe higher incremental margins can and should be the core driver of a significant improvement in Dynatrace’s profitability. While consensus estimates suggest below-average incremental margins for the next several years, we believe Dynatrace should be able to achieve at least 40% incremental margins on future revenue growth. If it can achieve this, while also meeting consensus revenue expectations (which do not include assumptions for accelerating growth), Dynatrace would be able to improve its margin by approximately 350 basis points by fiscal 2029 without any discrete cost cutting. We believe there is further upside to margins if Dynatrace were to implement cost reduction opportunities across the Company’s major cost centers. Combined, we believe Dynatrace should target at least 500 basis points of adjusted operating margin expansion by fiscal 2029.

We believe the largest opportunity to drive margin improvement is in the sales and marketing (“S&M”) function. As shown in the chart below, Dynatrace’s sales efficiency has been declining over the past five years and compares unfavorably to peers. This commonly used metric measures the efficiency of S&M spend in generating incremental revenue in the following year. If Dynatrace achieved the average sales efficiency of its peers, we estimate the Company could either generate significantly higher revenue growth while maintaining current spend levels, or reduce S&M costs by approximately $75 million annually while maintaining current growth rates.

Our research suggests this inefficiency stems from two factors: headcount growth outpacing business growth, and lower sales representative productivity due to a suboptimal go-to-market strategy. Despite nearly tripling revenue over the past five years, Dynatrace’s S&M as a percentage of revenue has remained nearly flat, indicating the Company has not achieved the operating leverage that would be expected for a business of its scale and growth characteristics. This is particularly pronounced for a business with strong net retention rates. We believe these issues are addressable and represent clear margin expansion opportunities. While we are encouraged by management’s recent adjustments to improve the Company’s go-to-market function, our research indicates significant room for improvement.

We also believe Dynatrace has an opportunity to improve the efficiency of its research and development (“R&D”) function. Although we are encouraged by the recent momentum of the Logs product, historically Dynatrace’s product launches have often missed initial revenue milestones, suggesting that the ROI on new product development has been mixed at best. We agree that significant investment in product development is critical to maintaining Dynatrace’s competitive position, but we believe that improved execution and greater discipline in prioritizing R&D investments could yield meaningful efficiency gains in R&D.

Furthermore, recent advancements in AI tools should enable significant productivity improvements and cost reductions across the organization, particularly in R&D and customer success.

In summary, we believe Dynatrace can meaningfully improve its revenue growth and operating margin profile by achieving higher growth rates and better margins. We believe doing so would unlock significant shareholder value and reinforce Dynatrace’s position as a leader in the observability market.

Dynatrace Has a Significant Capital Return Opportunity

Dynatrace also has an opportunity to create value by combining the operational improvements described above with an aggressive capital return program. In the current market environment, high-quality software businesses like Dynatrace are trading at a significant discount to intrinsic value, creating a rare opportunity, not seen in years, to repurchase shares at highly attractive valuations.

While the recently announced incremental $1 billion share repurchase authorization was a step in the right direction, we believe the Company should execute on this authorization in the near term and further commit to using its substantial free cash flow (“FCF”) to continue repurchasing shares at these attractive valuation levels over the long term. We believe that over the next three years, Dynatrace could repurchase more than $2.5 billion of stock, representing approximately 25% of its current market capitalization, while still maintaining a sizeable net cash balance. By combining a significantly reduced share count with the operational improvements discussed above, we believe Dynatrace can meaningfully increase free cash flow per share—a key valuation metric—and generate substantial long-term value for shareholders.

Continued Convergence of Observability and Cybersecurity

As AI advances, we believe the convergence of observability and cybersecurity will continue, because real-time visibility into application behavior, infrastructure anomalies, and data flows is a common foundation for both performance monitoring and threat detection. Dynatrace’s deep telemetry capabilities and its ability to map dependencies in complex environments position it well to expand into adjacent security use cases over time, especially as customers seek to consolidate vendors and reduce complexity in their monitoring and security stacks.

Furthermore, large recent transactions in both observability and security, such as Palo Alto Networks’ acquisition of Chronosphere and Cisco’s acquisition of Splunk, highlight the strategic importance of these capabilities and the significant value the market places on platforms that can operate at this intersection. In this context, we believe Dynatrace, as a large independent observability player, possesses significant strategic optionality to bring deep observability expertise to cybersecurity platforms. While we see clear opportunities for Dynatrace to improve revenue growth and profitability, the long-term convergence of observability and cybersecurity cannot be ignored, and the Board and management team must be open to all paths that maximize shareholder value.

Conclusion

In closing, we believe Dynatrace represents a highly attractive investment opportunity. Dynatrace has been mischaracterized as a business with significant AI risk; however, we believe the business is well-positioned to benefit from enterprise AI adoption. In our view, Dynatrace can deliver a re-acceleration of revenue growth and significant margin expansion in the coming years, while returning substantial capital to shareholders. If Dynatrace captures these opportunities, we believe it can achieve free cash flow per share of over $3.30 by fiscal 2029, nearly double the level in fiscal 2026². At the same time, we believe Dynatrace’s strategic value will only continue to grow, and the Board must be open to all value-creation pathways.

We are pleased to be one of Dynatrace’s largest investors and believe the Company has an attractive opportunity to create value through improvements in growth, profitability, capital allocation, and other strategic options.

We look forward to further discussing these and other matters with you.

Sincerely,

Peter A. Feld

Managing Member

Starboard Value

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