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17 Mar 2026

Tailscale acquires Border0

Deal TypeMerger & Acquisition

IndustryTech/Computer/IT

Transaction ValueUndisclosed/Confidential

Firms InvolvedOsler, Hoskin & Harcourt LLP, Not specified
27 Oct 2025

Wealthsimple signs $750-million Series E round

Deal TypePublic/Private Offering

IndustryBanking/Finance

Transaction ValueUndisclosed/Confidential

Firms InvolvedOsler, Hoskin & Harcourt LLP, Goodmans LLP
15 Sep 2025

SecurityScorecard acquires HyperComply

Deal TypeMerger & Acquisition

IndustryTech/Computer/IT

Transaction ValueUndisclosed/Confidential

Firms InvolvedNot specified, Osler, Hoskin & Harcourt LLP
8 Apr 2025

Tailscale raises US$160 million of Series C financing

Deal TypeFinancing/Investment

IndustryTech/Computer/IT

Transaction Value$ 221,466,400

Firms InvolvedOsler, Hoskin & Harcourt LLP, Accel
24 Sep 2024

LumiQ secures strategic investment from Vertu Capital

Deal TypeFinancing/Investment

IndustryBanking/Finance

Transaction ValueUndisclosed/Confidential

Firms InvolvedOsler, Hoskin & Harcourt LLP, Stikeman Elliott LLP
20 Aug 2024

Agilysys acquires Book4Time

Deal TypeMerger & Acquisition

IndustryTech/Computer/IT

Transaction Value$ 204,127,457

Firms InvolvedOsler, Hoskin & Harcourt LLP, Book4Time, Inc.
8 Apr 2024

Vancouver-based Hootsuite acquires Talkwalker from Marlin Equity Partners

Deal TypeMerger & Acquisition

IndustryTech/Computer/IT

Transaction Value$ 342,422,500

Firms InvolvedOsler, Hoskin & Harcourt LLP, Cooley LLP, A&O Shearman, Borden Ladner Gervais LLP (BLG), Goodwin Procter LLP
3 Apr 2024

Brim Financial secures $85 million in funding led by EDC to fuel U.S. expansion and innovation in fintech

Deal TypeFinancing/Investment

IndustryTech/Computer/IT

Transaction Value$ 85,000,000

Firms InvolvedExport Development Canada, Osler, Hoskin & Harcourt LLP
7 Dec 2022

Delphia acquires Fathom Privacy to enhance data-driven investment strategies

Deal TypeMerger & Acquisition

IndustryTech/Computer/IT

Transaction ValueUndisclosed/Confidential

Firms InvolvedOsler, Hoskin & Harcourt LLP, Goodmans LLP
4 May 2022

Tailscale raises US$100 million in Series B led by CRV, Insight Partners

Deal TypeFinancing/Investment

IndustryTech/Computer/IT

Transaction Value$ 130,290,000

Firms InvolvedOsler, Hoskin & Harcourt LLP, CRV, Insight Partners