Pioneer Square Ventures
Investing activity
Pioneer Square Ventures appears in 1 AI deal tracked by the Lounge deals desk. The rounds are mostly Seed, with a median round size of $4M. The most recent is Certivo (Seed, $4M, Feb 2026).
Pioneer Square Ventures most often invests alongside Suffolk Technologies and Pioneer Square Labs, and the companies it backs on Lounge are mostly in AI.
Deals
Frequently asked questions about Pioneer Square Ventures
What AI companies has Pioneer Square Ventures invested in?
Pioneer Square Ventures's AI investments include Certivo. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.
What stage does Pioneer Square Ventures invest at?
In the rounds tracked on Lounge, Pioneer Square Ventures has invested at Seed, with a median round of $4M.
Who does Pioneer Square Ventures co-invest with?
Pioneer Square Ventures's most frequent co-investors on Lounge are Suffolk Technologies (1 deal) and Pioneer Square Labs (1 deal).
How can founders reach Pioneer Square Ventures?
Founders on Lounge can see Pioneer Square Ventures's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with the firm under Warm Paths, and add Pioneer Square Ventures to their Investor Pipeline to track the conversation.