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Why AI startups are selling the same equity at two different prices

by Marina Temkin
March 4, 2026
in Technology
Reading Time: 3 mins read
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As competitors amongst AI startups heats up, founders and VCs are turning to novel valuation mechanisms to fabricate a notion of market dominance.

Till just lately, probably the most sought-after firms raised a number of rounds of funding in fast succession at escalating valuations. Nonetheless, as a result of fixed fundraising distracts founders from constructing their merchandise, lead VCs have devised a brand new pricing construction that successfully consolidates what would have been two separate funding cycles into one.

Current rounds using this scheme embrace Aaru’s Collection A. The synthetic-customer analysis startup raised a spherical led by Redpoint, which invested a big portion of its examine at a $450 million valuation, The Wall Avenue Journal reported. Redpoint then invested a smaller portion at a $1 billion valuation, and different VCs joined at that very same $1 billion worth level, in line with our reporting. TechCrunch was the primary to report Aaru’s financing, together with its multi-tiered valuation.

The method permits fascinating startups like Aaru to name themselves a unicorn — valued at greater than $1 billion — despite the fact that a good portion of the fairness was acquired at a cheaper price.

“It’s a signal that the market is extremely aggressive for enterprise capital corporations to win offers,” stated Jason Shuman, a common associate at Main Ventures. “If the headline quantity is big, it’s additionally an unimaginable technique to scare away different VCs from backing the quantity two and quantity three gamers.”

The large “headline” valuation creates the aura of a market winner, despite the fact that the lead VC’s common worth was considerably decrease.

A number of traders instructed TechCrunch that till just lately, that they had by no means encountered a deal the place a lead investor splits their capital between two completely different valuation tiers in a single spherical.

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Wesley Chan, co-founder and managing associate at FPV Ventures, views this valuation tactic as a symptom of bubble-like conduct. “You possibly can’t promote the identical product at two completely different costs. Solely airways can get away with this,” he stated.

Usually, founders provide a reduction to top-tier VCs as a result of their involvement serves as a robust market sign that helps entice expertise and future capital.

However since these rounds are regularly oversubscribed, startups have discovered a solution to accommodate the surplus curiosity: Relatively than turning away keen traders, they permit them to take part instantly, however at a considerably larger worth. These traders are keen to pay that premium as a result of it’s the solely solution to safe a spot on a high-demand cap desk.

One other startup that gave preferential pricing to its lead investor is Serval, an AI-powered IT assist desk startup, in line with The Wall Avenue Journal. Whereas Sequoia’s lowest entry worth was at a $400 million valuation, Serval introduced in December that its $75 million Collection B valued the corporate at $1 billion.

Whereas the excessive “headline” valuation may also help recruit expertise and entice company clients who might view the corporate as having a stronger market place than its rivals, the technique shouldn’t be with out its dangers.

Though the true, blended valuation for these startups is decrease than $1 billion, they’re anticipated to lift their subsequent spherical at a valuation that’s larger than the headline worth; in any other case it is going to be a punitive down spherical, Shuman stated.

These firms are in excessive demand now, however they could face sudden challenges that can make it very exhausting for them to justify their excessive valuations. In a down spherical, staff and founders find yourself with a smaller possession proportion of the corporate; they’ll additionally erode the boldness of companions, clients, future traders, and potential new hires.

Jack Selby, managing director at Thiel Capital and founding father of Copper Sky Capital, warns founders that chasing excessive valuations is a harmful sport, pointing to the painful market reset of 2022 as a cautionary story. “If you happen to put your self on this high-wire act, it’s very simple to fall off,” he stated.



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