Joined March 2019
Who pays when an AI agent makes a mistake? Especially a financial one. At some point, an AI agent will make a mistake with your money. Maybe it books the wrong flight. Accepts the wrong supplier quote. Gives a customer a refund it was not authorized to issue. Follows malicious instructions hidden in a webpage. Or spends thousands of dollars in compute trying to complete a task that should have taken minutes. None of that requires an AI to “go rogue” in the cinematic sense. It only requires a system to have access, a goal, and enough authority to turn a bad answer into a real-world action. That is the shift underway. AI has spent the past few years being evaluated primarily for what it can produce: text, images, code, analysis, recommendations. Agents change the frame. They can browse websites, query databases, communicate with customers, trigger workflows, and increasingly make or assist with purchases. The question is no longer only whether AI can be wrong. It is: who bears the cost when AI acts wrongly? Banks are already confronting versions of this question. Institutions including Bank of America, NatWest, ING, Capital One, ASB, and Commonwealth Bank have warned about fraud, privacy, and consumer-protection risks created by AI shopping agents. The concern goes beyond a bad recommendation. An agent could transact outside a user’s intent, interact with a fraudulent merchant, mishandle payment information, or leave banks, merchants, platforms, and customers disagreeing over responsibility. For now, the most common failures will probably be less dramatic. A finance agent makes an incorrect payment. A procurement agent selects an unapproved vendor. A coding agent changes a production system. A research agent exposes proprietary information. A customer-service agent makes the same incorrect promise thousands of times. The mistakes may look ordinary. Their consequences may not. There is no single AI-insurance market (yet) The obvious conclusion is that AI agents will need insurance. But insurance for what, exactly? An AI vendor may need protection when its product produces harmful outputs, exposes confidential information, or causes a customer financial loss. A company deploying agents may need coverage when an agent exceeds its intended role. A consumer may eventually want protection when a personal agent spends too much, transacts with the wrong party, or fails to follow an instruction. A third party may want recourse when an AI-enabled system harms them, even though they never chose to interact with it. That makes this less like one new insurance category and more like a collision between technology errors and omissions, cyber insurance, professional liability, commercial crime, product liability, payment protection, warranties, and contractual indemnity. Those products were largely designed for a world in which software supported people. Agents introduce a world in which software acts on their behalf. A few companies are starting to define the gap. Armilla AI offers AI liability coverage and performance warranties for AI companies and enterprises deploying AI systems. Its products can address financial losses associated with issues such as inaccurate outputs, model drift, confidentiality claims, and certain agent failures. Klaimee is closer to the literal “insurance for your AI agent” thesis. It combines assessment and testing with insurance-backed warranties designed around autonomous-agent risks. AIUC, the Artificial Intelligence Underwriting Company, takes another approach: certify the AI system, then insure it. Its model connects independent testing of safety, security, and reliability with financial protection when systems fail. These companies are signals, not evidence of a mature category. There is no widely standardized agent-insurance policy. There are no established loss ratios for autonomous-agent failures. Insurers do not yet have decades of actuarial data showing how often these systems fail or how costly those failures become. That creates a deeper problem. Insurance needs evidence An insurer cannot reliably price a black box. When an agent causes a loss, someone needs to reconstruct what happened. Which agent acted? Who deployed it? What permissions did it have? What instructions did it receive? Which tools did it use? What data did it access? Did it exceed its authority? Could a human have stopped it? Was the action reversible? This is where the AI-insurance story becomes an infrastructure story. Agents do not need legal personhood to need an identity. They can function as non-human software actors tied to an accountable individual or organization. The emerging agentic-payments ecosystem is already moving in this direction. Payment frameworks are beginning to explore ways to bind agent actions to verifiable mandates defining identity, scope, limits, and permitted conditions. In practice, that could distinguish an agent authorized to buy office supplies up to $500 from one that was never allowed to sign a contract or send money internationally. An autonomous agent may eventually need: A verifiable identity A human or organizational owner Defined permissions Spending and transaction limits A history of actions and approvals A way to revoke access An audit trail after something goes wrong This is agent observability: infrastructure that allows organizations to understand what autonomous systems are doing. Platforms such as Arize/Phoenix, LangSmith, Langfuse, Braintrust, and AgentOps already trace model calls, tool use, multi-step workflows, evaluations, costs, and production failures. AI-security companies are tackling adjacent problems including prompt injection, data leakage, unsafe tool use, and shadow AI. They are not insurance companies. But they could become part of the insurance stack. A property insurer may ask whether a building has sprinklers. A cyber insurer may ask about multi-factor authentication, endpoint protection, and backups. An insurer covering autonomous agents may ask whether a system has scoped permissions, adversarial testing, action logs, spending limits, escalation rules, and a kill switch. The policy may be only one part of the product. The rest may be the infrastructure that makes the policy possible. The agentic internet needs an accountability layer For years, one of the largest questions around AI has been what it will automate. Agentic AI raises another question: what new products and institutions become necessary once software starts participating directly in economic activity? The internet was largely built around humans clicking, reading, posting, buying, and choosing. An agentic internet needs to accommodate software that acts continuously, across services, at machine speed. That creates potential markets around agent identity, authorization, payment controls, reputation, secure memory, observability, fraud detection, security, certification, insurance, and dispute resolution. These categories may look separate today. Increasingly, they solve different pieces of the same problem: how do you know what an agent is, what it is allowed to do, what it actually did, and who is responsible when something goes wrong? Payment companies are already treating these questions as connected. Mastercard’s work on agentic commerce, for example, emphasizes identity, intent, authorization, behavioral signals, and fraud intelligence. Regulators are approaching adjacent questions through documentation, risk management, cybersecurity, transparency, incident reporting, and human oversight. None of this means every company deploying an agent will need a dedicated AI-insurance policy. It suggests something broader. As agents receive more autonomy, the infrastructure around that autonomy becomes more valuable. The emerging market may not simply be “insurance for rogue AI agents.” It may be the system that makes agents safe enough to trust, transparent enough to govern, and legible enough to insure. And that leaves an interesting question for investors: Where will the value accrue? To insurers with the balance sheets to bear risk? AI vendors that bundle warranties into their products? Companies that certify agents before deployment? Identity and observability platforms that provide insurers with evidence? Payment networks that become the trust layer for agentic commerce? It is too early to know. But the underlying shift is easier to see. As AI moves from generating information to acting on it, risk becomes less abstract. It becomes a question of authority, accountability, and repair. And someone will need to build the infrastructure for all three.
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A useful way to analyze an exit: What is the transaction worth? What reaches equity holders? What does each investor receive? When is it received? How much does it contribute to the fund? “Company sold for $X” answers only the first question.
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An acquisition announcement is not an exit. Before counting the return, ask: Did the deal close? What reached equity holders? Who got paid at closing? What remains in escrow or earnouts? What does the distribution mean for the fund? The headline is only the starting point.
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Normally the acquisition price of a startups is the one that gets the headline. Payment terms decide the outcome. Our latest guide breaks down cash, stock, rollover equity, earnouts, dilution, and control in startup M&A.
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A startup announces a $30M acquisition. How much does the founder make? How much reaches shareholders?
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A $30M acquisition pays $24M at closing, with $6M tied to a revenue target. Friendly reminder to review who controls pricing, how revenue is counted, and when payment is due.
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GoingVC retweeted
𝗦𝗽𝗲𝗰𝘁𝗲𝗿 𝗠𝗼𝗻𝗶𝘁𝗼𝗿 245 is out 🗞️ $100M ARR in 12 months for a wealth management platform. An AI canvas platform is drawing top-tier VC attention, and a founder with $85M raised is now building in stealth. Here is what's moving private markets today.
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Family offices completed 158 direct transactions worth $12.9B in 2025. That growth is creating another route into professional investing. The difference between a family office and traditional VC starts with the capital.
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Traditional VC can give you breadth across industries and markets. CVC can give you depth within an industry, combining investing with corporate strategy, technology, and commercial opportunities. The skills overlap. The lens changes. Which path would you choose?
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CVC and VC share the same fundamentals: deals, diligence, founders, markets, and portfolios. The mandate changes the job. Traditional VC focuses on financial returns. CVC adds strategic value: technology, customers, partnerships, and market access. Which path do you choose?
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In H1 2026, corporate investors participated in 21.1% of U.S. venture deals, the lowest share in a decade, while accounting for 82.6% of total deal value, a record share. (PitchBook-NVCA)
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According to @affinity__crm 2026 Corporate Venture Capital Trends Report, 63% of corporate VC deals involved AI, compared with 49% of deals by independent VC firms.
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Emerging managers rarely raise first from pension funds or sovereign wealth funds. Those LPs typically want track record and scale. HNWIs, family offices, and specialist funds of funds are often the earlier backers.
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Venture funds are financed by limited partners, not GPs alone. Industry analysis identifies 13 LP categories — from family offices to sovereign wealth funds — each with a distinct mandate and risk tolerance.
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Not every career in VC starts with financial modeling. Platform, community, recruiting, marketing, and business development have become core functions at many firms. Venture capital is creating more paths into the industry than ever before.
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Capital is becoming easier to access in many startup sectors. Differentiation is shifting toward everything that comes after the investment. The best VC firms increasingly compete on talent, community, customer introductions, and operational support, not just fund size.
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Innovation isn’t limited to a few startup hubs. Great companies are emerging across every region, but knowing where to look is an advantage. Our latest article explores how new investors can balance local specialization with a global perspective.
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Should new VCs invest locally or think globally? Local expertise builds stronger sourcing, diligence, and networks. A global perspective helps identify emerging trends and opportunities. The strongest investors develop both over time.
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A great product gets a startup noticed. An organization that learns quickly is what often sustains long-term growth. When evaluating startups, don’t just study the product. Study the founders, the systems, and the company’s ability to keep innovating.
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Many startups build innovative products. Far fewer build organizations that continue innovating for years. One of the biggest questions VCs ask isn’t “Is this product different?” It’s “Can this team continue adapting as markets, customers, and technology change?”
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