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enterprise software

Notes: Navigating the Shifting Sands: Is Enterprise Software Facing a Secular Sentiment Change?
enterprise software

Notes: Navigating the Shifting Sands: Is Enterprise Software Facing a Secular Sentiment Change?

Summary * Investor sentiment toward enterprise software is softening, raising the question of whether this is a temporary cyclical pause or the start of a secular shift. * AI-native startups are moving faster and capturing attention, while many SaaS incumbents struggle with organizational inertia that makes clean-slate innovation difficult. * Payback periods for enterprise software are deteriorating, and investors appear to be rotating away from seat-based SaaS even without clear evidence ye
19 min read 20 Aug 2025
Microsoft: Building The Cloud, Securing The Future - How Microsoft Leveraged Azure To Lead In Cybersecurity (Pt.2)
cybersecurity
23 min read 18 Oct 2024

Microsoft: Building The Cloud, Securing The Future - How Microsoft Leveraged Azure To Lead In Cybersecurity (Pt.2)

Summary * In Part 1 we discussed how Microsoft transitioned to the cloud to make Azure an unlikely market leader. * In Part 2, we explore how Microsoft leveraged its on-prem Active Directory to create Azure AD, forming the foundation for its cybersecurity ecosystem and driving success in identity management. * Part
Valuation Analysis: Rule of X vs. Multiples
valuation
8 min read 19 Apr 2024

Valuation Analysis: Rule of X vs. Multiples

Summary * Reports on Confluent, Rubrik's IPO, and Match Group are on the way. * In this short report we share simple relative valuation analysis using the Rule of X. In a previous post we mentioned we're replacing much of our Rule of 40 analysis with the Rule

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