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Clio in its US$1-billion acquisition of vLex and US$500-million Series G investment round

Osler advised Clio in its acquisition of vLex for US$1billion. This acquisition is the largest M&A transaction in the legal technology sector in history. Alongside this transaction, Clio announced a US $500-million Series G funding round at a US$5-billion valuation led by New Enterprise...

Lead Office: Vancouver Date Closed: November 10, 2025 Value: US$1billion

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Wealthsimple in its $750-million Series E round at a post-money valuation of $10 billion

On October 27, 2025, Wealthsimple announced that it has signed a Series E round of up to $750 million at a post-money valuation of $10 billion. The round, which includes both a $550-million primary offering and a secondary offering of up to $200 million, is co-led by Dragoneer Investment Group and...

Lead Office: Toronto Date Announced: October 27, 2025 Value: $750 million

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Felix Health in its $53-million growth financing

On October 23, 2025, Felix Health announced that it secured $53 million of growth financing from the Canadian Business Growth Fund (CBGF) and other existing investors. The capital will be used towards the growth of personalized health options for Canadians. Felix Health Inc. is a patient-driven...

Lead Office: Toronto Date Announced: October 23, 2025 Value: $53 million

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Representative Work

Wealthsimple in connection with Tetra Trust’s $10-million financing

On September 8, 2025, Tetra Trust announced that its new parent company, Tetra Digital Group, closed $10 million in funding with investors including Wealthsimple, Shopify, National Bank, ATB Financial, Purpose Unlimited and Shakepay. Tetra Trust will use the new capital to launch a Canadian-dollar...

Lead Office: Toronto Date Announced: September 8, 2025 Value: $10 million

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Spellbook in its US$50-million Series B financing

On October 9, 2025, Spellbook announced that it raised US$50 million of Series B financing in a round led by Khosla Ventures. Spellbook, headquartered in Toronto and St. John’s, Newfoundland, is a legal software company which launched its first generative AI contract drafting tool in...

Lead Office: Toronto Date Announced: October 9, 2025 Value: US$50 million

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Ridge Ventures in its lead investment in Tato’s $5-million Seed financing

On October 1, 2025, Tato announced that it raised $5 million in a seed financing round led by Ridge Ventures. Other investors in the round included Myriad Venture Partners, Betaworks and RRE Ventures. Ridge Ventures is a seed and early-stage venture capital firm. Osler, Hoskin &...

Lead Office: Toronto Date Announced: October 1, 2025 Value: $5 million

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Representative Work

CoVet in its securing of growth funding

On September 2, 2025, CoVet announced it closed a growth funding round with Off Leash Capital. This investment will accelerate CoVet’s global expansion and product development. CoVet is an AI-powered clinical co-pilot built for veterinary professionals. Osler, Hoskin & Harcourt LLP...

Lead Office: Toronto Date Announced: September 2, 2025 Value: --

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Float in its securing of $70-million Series B financing led by Goldman Sachs Alternatives

On January 13, 2025, Float Financial announced it secured a $70-million Series B financing round that was led by Goldman Sachs Alternatives. The round also saw participation from OMERS Ventures, FJ Labs, Teralys and existing investor Garage Capital. Float plans on utilizing the funding towards...

Lead Office: Toronto Date Announced: January 13, 2025 Value: $70 million

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Representative Work

Cohere announced it has raised US$500-million financing at a US$6.8-billion valuation

On August 14, 2025, Cohere announced that it raised US$500 million with a US$6.8-billion valuation. The round was led by Radical Ventures and Inovia Capital and included investments from AMD Ventures, Nvidia, PSP Investments, Salesforce Ventures and the Healthcare of Ontario Pension...

Lead Office: Toronto Date Announced: August 14, 2025 Value: US$500 million

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Representative Work

Blue J in its raising of US$122-million Series D financing

On August 4, 2025, Blue J announced it raised US$122 million Series D financing in a round led by Oak HC/FT and Sapphire Ventures and saw participation from Intrepid Growth Partners and previous investors Ten Coves Capital and CPA.com. It is noted that Blue J doubled its revenue and customer...

Lead Office: Toronto Date Announced: August 4, 2025 Value: US$122 million

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