/
© 2026 RiffOn. All rights reserved.
  1. The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
  2. 20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software
20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · Dec 4, 2025

VCs debate AI's impact on SaaS valuations, growth vs. efficiency, the "TAM trap," and the rise of incumbent competition. A Code Red for SaaS?

PE Buyouts of Stagnant SaaS Companies Are a Bet on an AI-Fueled Second Act

Recent acquisitions of slow-growth public SaaS companies are not just value grabs but turnaround plays. Acquirers believe these companies' distribution can be revitalized by injecting AI-native products, creating a path back to high growth and higher multiples.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

AI Application Startups Are Forcibly Capital Efficient as Traction Outpaces Hiring

A unique dynamic in the AI era is that product-led traction can be so explosive that it surpasses a startup's capacity to hire. This creates a situation of forced capital efficiency where companies generate significant revenue before they can even build out large teams to spend it.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

Most Public SaaS Companies Are in a 'TAM Trap,' Unable to Expand into Saturated Adjacent Markets

The slow growth of public SaaS isn't just an execution failure; it's a structural problem. We created so many VC-backed companies that markets became saturated, blocking adjacent expansion opportunities and creating a 'Total Addressable Market (TAM) trap'.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

Reacceleration at Scale Justifies Seemingly Irrational Valuations for Companies Like Databricks

Traditional valuation models assume growth decays over time. However, when a company at scale, like Databricks, begins to reaccelerate, it defies these models. This rare phenomenon signals an expanding market or competitive advantage, justifying massive valuation premiums that seem disconnected from public comps.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

Incumbents Will Use Security Risks From AI Agents as a Pretext to Lock Down Platforms

Recent security breaches (e.g., Gainsight/Drift on Salesforce) signal a shift. As AI agents access more data, incumbents can leverage security concerns to block third-party apps and promote their own integrated solutions, effectively using security as a competitive weapon.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

Late-Stage Deals in Proven Winners Can Offer Better Risk-Adjusted Returns Than Seed

Contrary to the 'get in early' mantra, the certainty of a 3-5x return on a category-defining company like Databricks can be a more attractive investment than a high-risk seed deal. The time and risk-adjusted returns for late-stage winners are often superior.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

The New Mandate for SaaS Teams Is 2x Marginal Efficiency: 100% Revenue Growth on 50% Headcount Growth

The operating model for SaaS has inverted post-2021. Previously, growth came at the cost of declining efficiency ('200% headcount to grow 100%'). The new benchmark is to achieve hyper-efficiency at the margin, demanding teams grow revenue at double the rate of their headcount expansion.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

AI Infrastructure Plays Can Be a High-Risk, Low-Reward Trap Compared to the App Layer

In a new, high-risk category, betting on infrastructure ('shovels') isn't necessarily safer. If the category fails, both app and infra lose. But if it succeeds, the application layer captures disproportionately more value, making the infrastructure a lower-upside bet for the same level of existential risk.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago

SaaS Per-Seat Pricing Models Face an Existential Threat from AI-Driven Efficiency

The push for AI-driven efficiency means many companies are past 'peak employee.' This creates a scenario analogous to a country with a declining population, where the total number of available seats is in permanent decline, making per-seat pricing a fundamentally flawed long-term business model.

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software thumbnail

20VC: Thrive & OpenAI Partnership | Eventbrite Acquired for $500M | Databricks Raising $5BN at $134BN Valuation: Cheap or Not? | Why SaaS is Like Japan and The TAM Trap in Software

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·3 months ago