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Table of Contents

🔥 Here’s What’s Happening Now

The market shook off “weak” NVDA earnings to close higher again. Normally you would expect today to be dead ahead of the long weekend, but PCE is this morning and crypto is selling off again.

Keeping with our theme of buying Trump’s favorite stocks and sectors the Drone stocks are ripping this morning….

🧠 Software’s Death by AI? Not So Fast

“We think this idea of software on demand is going to be one of the defining characteristics of the GPT-5 era,” OpenAI Chief Executive Sam Altman said at the event. He is actually a bit late to the party; Nvidia NVDA CEO Jensen Huang proclaimed in 2017 that “AI is going to eat software.” 

Winners and Losers as AI Meets the $1.2 Trillion Enterprise Software Market

Executive Takeaways

  • Enterprise software spend is still growing double-digits (~$1.2T in 2025, +11% YoY), making it the single largest line item in tech budgets.

  • AI hype (vibe coding, GPT-5 demos, “AI will eat software”) has pressured software multiples, but wholesale disruption is unlikely.

  • Winners: entrenched SaaS incumbents embedding AI natively (Salesforce, Workday, ServiceNow, Microsoft, Adobe).

  • Losers: smaller SaaS point-solutions with shallow moats and commoditized functionality; also high-valuation cloud stocks facing rotation.

  • The next phase of AI + software is not “replacement” but multi-agent orchestration across apps, which no one has cracked yet.

Context: Why Software Looked “Under Threat”

  • Sam Altman’s GPT-5 demo showcased “software on demand” (aka vibe coding), raising the specter that end-users could bypass packaged SaaS.

  • Jensen Huang’s 2017 line—“AI will eat software”—is again in circulation.

  • Meanwhile, macro headwinds (trade wars, inflation, rate uncertainty) already slowed net-new IT spend; AI infra capex is crowding budgets.

  • Result: cloud software indices are down YTD, lagging the Nasdaq/S&P.

Why Death Is Exaggerated

  • Complexity moat: mission-critical apps (HR, ERP, CRM, financial controls) are highly regulated, tightly integrated, and too complex for first-gen AI.

  • Trust moat: 65%+ of the Fortune 500 already on Workday, Salesforce, etc.—not going to rip out controls for a startup chatbot.

  • Execution moat: Incumbents are embedding AI themselves—Salesforce Einstein GPT, Workday AI agents, ServiceNow AI copilots, Adobe Firefly for creative workflows.

  • Proof point: Even JPMorgan’s CFO, experimenting with vibe coding, admitted it’s “amazing” but not a replacement for enterprise systems.

Winners

🏆 Incumbent SaaS Giants

  • Salesforce (CRM) – embedding AI in customer data/automation loops; deep install base means sticky revenue.

  • Workday (WDAY) – entrenched in HR/finance; CEO: “not one Fortune 500 will let a startup run their back office.” Pricing power intact.

  • ServiceNow (NOW) – strong workflow orchestration; uniquely positioned if multi-agent systems become real.

  • Microsoft (MSFT) – Office + Azure Copilot strategy; owns distribution into nearly every enterprise.

  • Adobe (ADBE) – creative monopoly, Firefly AI features integrated into Creative Cloud.

🏆 Infrastructure + Integration Plays

  • Datadog (DDOG), Snowflake (SNOW) – as AI/agents scale, observability and data integration become mission-critical.

  • Okta (OKTA), CyberArk (CYBR) – identity/security layers remain mandatory; AI magnifies security risk, increasing their value.

Losers

High-Multiple Cloud “Tourist” Names

  • Point solutions with thin differentiation (smaller HR tech, niche expense mgmt, collaboration tools) are vulnerable.

  • Many were trading at high EV/sales multiples in the 2020–21 SaaS bubble; AI makes their TAM story harder to defend.

Legacy “middle tier” vendors

  • Mid-sized players without scale to build AI in-house, but too big to be agile. They risk getting squeezed by incumbents and startups alike.

Investors chasing hype over fundamentals

  • Early AI-native “replacement” startups are more likely to stumble (hallucinations, regulatory risk, trust gaps) than dethrone incumbents.

  • Example: GPT-5’s launch triggered criticism about accuracy, undermining the “replacement thesis.” Meta’s struggles with Llama 4 show the difficulty of scaling.

The Next Frontier: Multi-Agent Systems

  • RBC and others highlight the real unlock will be AI agents that execute across systems:

    • e.g., hiring a salesperson → touches HR identity, expense cards, training, CRM.

  • No vendor has cracked this yet. The leader will likely be an incumbent with workflow reach (ServiceNow, Microsoft, Salesforce).

  • This is where asymmetry lies for investors.

Investment Playbook

  • Core Longs (High Conviction Winners): CRM, WDAY, NOW, MSFT, ADBE.

  • Selective Adds (Infrastructure): DDOG, SNOW, OKTA.

  • Avoid / Hedge: richly-valued point-solution SaaS; overhyped “AI-native” software replacement stories.

  • Optionality: Watch multi-agent progress—likely to be M&A driven (large SaaS buying AI agent startups).

AI isn’t killing enterprise software—it’s making the moats deeper. Fortune 500 CIOs want trust, security, compliance, and integration—not vibe coding experiments. The $1.2T software market isn’t shrinking; it’s evolving. Winners are the incumbents embedding AI into sticky platforms; losers are overpriced point-solutions and pure AI-replacement hype.

Translation for investors: don’t short the software majors; look to add on weakness. The true asymmetry will be when multi-agent AI systems emerge—and the companies that own enterprise workflows (Salesforce, Workday, ServiceNow, Microsoft) are the only ones positioned to win that prize.

Ticker

Company

Positioning in AI Era

Catalysts

Risks

Rating

CRM

Salesforce

Deep CRM/automation moat; embedding AI agents (Einstein GPT)

Multi-agent orchestration; cross-sell AI seats; M&A

Growth decel in macro slowdown

Core Long

WDAY

Workday

Entrenched in HR/finance; high trust barrier

AI copilots in HR/payroll; Fortune 500 stickiness

Margin pressure from AI R&D spend

Core Long

NOW

ServiceNow

Workflow king; uniquely positioned for multi-agent orchestration

New AI products; cross-enterprise automation

Valuation premium; execution

Core Long

MSFT

Microsoft

Distribution everywhere (Office, Azure); AI copilots ubiquitous

Continued Azure/OpenAI integration; enterprise adoption

Regulatory risk; high expectations

Core Long

ADBE

Adobe

Creative suite monopoly; Firefly embedding AI

Generative content demand; enterprise subscriptions

Competitive encroachment (Canva, open AI tools)

Core Long

DDOG

Datadog

AI observability & monitoring

AI workloads expansion; new product attach

Competitive cloud-native tools

Selective Add

SNOW

Snowflake

Data integration & analytics backbone

AI model hosting; enterprise data cloud

Execution on AI pivot; valuation

Selective Add

OKTA

Okta

Identity/security for AI era

Identity AI features; demand for compliance

Past breaches; execution

Selective Add

TEAM

Atlassian

Collaboration/DevOps; integrating AI copilots

Dev productivity gains

Susceptible to disruption by AI coding tools

Hold / Neutral

MNDY

Project mgmt SaaS; thin moat vs. AI workflows

SMB adoption; AI task bots

Easily replicable features

Avoid

AI-native startups

(private/public small-caps)

Hype-heavy “replacement” narratives

Early adoption, M&A

Accuracy, trust, regulatory hurdles

Avoid / Hedge

📈 Stock Corner

Today’s stock is Alibaba (BABA)…..

📬 In Case You Missed It

The key difference between Income Blast and other option income ETFs…..

🤝 Before You Go Some Ways I Can Help

  1. ETFs: The Antidote to Wall Street

  2. Inside HEAT: Our Monthly Live Call on What Wall Street Doesn’t Want You To Know

  3. Financial HEAT Podcast https://www.youtube.com/@TuttleCap Freedom from the Wall Street Hypocrisy

  4. Tuttle Wealth Management: Your Wealth Unshackled

  5. Advanced HEAT Insights: Matt’s Inner Circle, Your Financial Edge

    The views and opinions expressed herein are those of the Chief Executive Officer and Portfolio Manager for Tuttle Capital Management (TCM) and are subject to change without notice. The data and information provided is derived from sources deemed to be reliable but we cannot guarantee its accuracy. Investing in securities is subject to risk including the possible loss of principal. Trade notifications are for informational purposes only. TCM offers fully transparent ETFs and provides trade information for all actively managed ETFs. TCM's statements are not an endorsement of any company or a recommendation to buy, sell or hold any security. Trade notification files are not provided until full trade execution at the end of a trading day. The time stamp of the email is the time of file upload and not necessarily the exact time of the trades. TCM is not a commodity trading advisor and content provided regarding commodity interests is for informational purposes only and should not be construed as a recommendation. Investment recommendations for any securities or product may be made only after a comprehensive suitability review of the investor’s financial situation.© 2025 Tuttle Capital Management, LLC (TCM). TCM is a SEC-Registered Investment Adviser. All rights reserved.

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