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Startups & Venture·October 22, 2026·1 min read

Shopify-Like IPO Successes Becoming Rare in Canada, Nowlan Says

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Canada’s struggle to produce another Shopify-scale IPO amid a listing drought is a signal that late-stage capital and public-market appetite are structurally thinner. Founders north of the border should plan around extended private lifecycles, dual listings, or U.S. venues rather than a local IPO default.

Startups & Venture

Sources: Datadog offered to acquire Israeli cloud cybersecurity startup Upwind Security for nearly $4B; Upwind is finalizing a $300M round at a ~$3.8B valuation

Cloud observability and cloud security are converging into a single control plane — a $4B offer for Upwind at a ~$3.8B standalone valuation is a price on that thesis. If you sell infra tooling, assume buyers will increasingly expect security, monitoring, and posture management to come bundled, not stitched together.

Startups & Venture

Sources: SoftBank's SB Energy is considering going public in December or possibly waiting until next year as it monitors Anthropic's IPO, expected next month

SB Energy timing its IPO around Anthropic’s debut — while building a massive Ohio data center project for OpenAI — shows how tightly AI demand is now coupled to energy and infra capital markets. If you’re planning large-scale AI deployments, counterparty risk now includes your power provider’s IPO window and balance sheet.