Tiny buys Oso Cloud software assets for $1.9 million

Tiny Ltd., the Victoria-based holding company listed on the Toronto Stock Exchange, has bought the assets of New York software maker Oso Cloud for about $1.9 million, the company said.

Tiny said the deal closed on Oct. 1 and announced it on Oct. 6. BetaKit reported the transaction on Oct. 8. The company said it paid about $1.2 million in cash at closing, with a holdback of about $0.7 million for transition services and transaction adjustments. It said the purchase was funded from its balance sheet cash.

Oso Cloud, founded in 2019, sells authorization software that companies build into their own products to control who can access what. Tiny said the business has about 80 customers in security, fintech and developer software, all on recurring subscriptions, several of them multi-year.

Tiny said Oso had about $5.3 million in annualized recurring revenue at closing. With Oso included, the company said its pro forma annualized recurring revenue is about $75.4 million, up about 7.6 per cent from $70 million.

“Controlling access to sensitive data and critical systems is fundamental to how large enterprises operate securely,” Tiny chief executive Austin Singhera said in the release.

The company’s release does not name the currency for the purchase price. BetaKit reported the figures in Canadian dollars.

Tiny chief financial officer Mike McKenna told BetaKit that a “small but dedicated team” is staying on to grow the business under Tiny’s ownership. BetaKit also reported that members of the Oso team, including co-founder and CEO Graham Neray, have joined U.S. software firm Temporal Technologies. Tiny’s release does not mention Temporal.

McKenna described the purchase as a “prime opportunity to have a real strong impact in the environment” of AI agent security, which he said is becoming more important for companies broadly. Oso’s software is used to track access controls for both human users and AI agents, according to BetaKit.

BetaKit described the purchase as appearing to be Tiny’s first acquisition focused on enterprise software security. The outlet said demand for tools that track the identities and activities of software agents is likely to grow as companies adopt more AI.

The deal is small next to Tiny’s history. The company was founded by Andrew Wilkinson and Chris Sparling and typically buys mostly digital businesses to hold for the long term. BetaKit reported its shares have fallen sharply from a pandemic-era high of $236 to about $6 on the TSX. Its holdings include the film-review app Letterboxd, which BetaKit said is reportedly being shopped for sale, and the DJ software maker Serato.

For Canadian investors, the transaction shows how a TSX-listed holding company is using modest cash outlays to add recurring software revenue rather than larger, riskier purchases. Oso’s contribution is about 7.6 per cent of the pro forma total, according to Tiny’s own figures. The company did not disclose Oso’s profitability.

The story is developing. The currency of the price and the details of the Temporal hires rest on BetaKit’s reporting and have not been confirmed by Tiny.

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Sources: Tiny Ltd. release via Newsfile (Oct. 6, 2026); BetaKit (Oct. 8, 2026).