Over dinner: how the best deals find their way in

I've sat at a lot of investing tables over the years. Few have had the energy this one did.

Last week we held the founding members dinner for House of Arāya in London. It was the first time the people we'd been building this for were all in one room, and the conversation went exactly where I'd hoped it would: straight past the surface and into how people actually make decisions with their capital.

One conversation stuck with me. A few of us got onto what separates a real pre-seed deal from one that only looks like a business, and it came down to one thing that's almost never in the deck.

The wedge.

The wedge is the specific moment where a customer stops using what they had before and starts using this instead. Not a target market or a customer profile, but the precise point where someone switches, against a specific alternative, for a clear reason you can explain.

A compelling product with no clear entry point isn't a business yet. It's a hypothesis. At pre-seed, the difference between those two things is everything.

One of our portfolio companies in the AI agent space had already won tenders against a well-recognised incumbent when they pitched to us. That single fact told us more than the rest of the deck combined. It showed us who their ideal customer was, where they could win, and why someone would choose them over an established alternative that already had the relationship. The product did not need to be perfect. The wedge was real, which meant the business had a way in. 

Most decks never show you that. You see a large market, a strong product, an impressive demo. What you don't see is the friction that makes switching worth it, the specific customer who feels that friction most acutely, and the moment where the product becomes the obvious answer. 

The test I use is simple. Can the founder tell me, in two sentences, who their first hundred customers are, what those customers were doing before, and what made them switch? Not who they think the customer will be, but who is already switching, or who has the clearest reason to. 

A founder with a real wedge answers that immediately and specifically. A founder still searching for one describes a profile instead of a person, a market instead of a moment, a belief instead of evidence. 

This is the kind of thing the room got into on the night, the questions you only really sharpen by talking them through with other people who deploy their own capital and have seen where these deals go right and wrong.

Take this into your next deal

Take the last deck you reviewed. Try to answer the wedge test yourself, without going back to the founder: who switches, from what, and why now?

If you can't answer it from what you already know, that's the question worth asking before you decide.

The full scorecard

The wedge is one of 25 things we score every deal against at House of Arāya, across team, market, product, traction and terms. We've put the full scorecard into a PDF you can use on your own deals, the same criteria, the same 1 to 3 scoring, and the same thresholds we work to ourselves.

It's a structured way to think, not a substitute for your own judgement, but it shows you quickly where a deal is strong and where the gaps are.

I also pull apart seven of the red flags I watch for in this week's video, the wedge among them, if you want to see how it plays out in real deals..  

Warmly,

Rupa

P.s. When you're ready, here are 3 ways I can help:

  1. Follow me on LinkedIn: I share quick takes on deals, founder patterns, and what I am seeing across the ecosystem between newsletters.

  2. Subscribe to my new YouTube channel: I'm releasing in-depth videos every week on how to succeed with angel investing.

  3. House of Arāya Membership: Access pre-vetted deals, co-invest alongside Arāya Ventures, and join a community that pools diligence and shares real perspectives.

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