Contextual AI is an enterprise software company that builds a platform for secure, production-grade AI agents and applications on company data. It focuses on retrieval-augmented generation and context engineering for advanced industries.
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Contextual.ai shares are not on public exchanges. UpMarket provides accredited investors access through secondary market transactions.
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Pre-IPO investments are illiquid, speculative, and involve risk of total loss of capital.
| Date | Round | PPS (split-adj.) | Valuation |
|---|---|---|---|
| 2024 | Series A |
Contextual AI announced an $80M Series A in late 2024 to accelerate production-grade AI and expand go-to-market execution. A growth-strategy writeup says the company has raised over $100M total and plans to triple engineering while targeting 300% ARR growth over 18 months.
Contextual AI says its platform replaces DIY complexity with context engineering to ship production-grade AI that is secure, scalable, and specialized. Its company page says it is building a platform for enterprises to create AI agents and applications that work securely on their data.
Contextual AI’s platform is positioned for enterprises that need dynamic agents and workflows built in days rather than months, with enterprise-grade data management and security. Industry explainers describe contextual AI as using real-time and historical signals to improve relevance, accuracy, compliance, and task-specific outcomes in enterprise settings.
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No. As of March 2026, Contextual.ai is a private company and does not trade on any public stock exchange. Accredited investors can access Contextual.ai shares through UpMarket, a FINRA-registered broker-dealer that specializes in pre-IPO investments.
Contextual.ai does not have a public stock price because it is privately held. The most recent known share price comes from its last funding round. Pre-IPO share prices on the secondary market may differ from the last round price depending on supply, demand, and market conditions.
Yes. Accredited investors can indicate interest in Contextual.ai shares through UpMarket by filling out the form on this page or creating an account at upmarket.co. All pre-IPO offerings are subject to availability and require a $50,000 minimum investment. UpMarket is a FINRA-registered broker-dealer and has brokered more than $500M in alternative investments since 2019.
Pre-IPO investments carry significant risks. Contextual.ai shares are illiquid, meaning there is no public market to sell them quickly. There is no guaranteed exit timeline or return. The investment is speculative in nature, and investors should be prepared for the possibility of total loss. Valuations of private companies can fluctuate substantially between funding rounds. Investors should consult their financial advisor and review all offering documents before investing.
In a pre-IPO transaction, accredited investors purchase shares from existing shareholders (such as employees, early investors, or other holders) through secondary market platforms. The company itself does not issue new shares in these transactions. UpMarket facilitates these trades as a FINRA-registered broker-dealer, handling compliance, documentation, and settlement on behalf of both parties.
There are two primary exit paths for pre-IPO holdings: selling your shares on the secondary market to another buyer, or holding until the company completes an IPO or is acquired. Both paths are subject to transfer restrictions, company approval (right of first refusal), and market conditions. The timing of any exit is unpredictable, and investors should plan for a multi-year holding period.
The minimum investment for most pre-IPO offerings on UpMarket is $50,000. This amount may vary depending on the specific offering and share availability. There are no fees to create an UpMarket account or browse available investments. Investors only pay transaction-related fees when they complete an investment.
UpMarket's valuation estimate of is derived from a proprietary model that incorporates multiple data sources: funding round data (Caplight), revenue estimates (Sacra), secondary market pricing, and public company comparables. The model applies a private company discount to the public comp multiple to account for illiquidity and information asymmetry. This estimate is not investment advice and may differ substantially from the price at which shares actually trade.
Contextual AI builds secure, production-grade AI agents and applications on company data, and raised an $80M Series A to scale enterprise go-to-market — accredited investors can access Contextual.ai stock through UpMarket.