Simon Cai is a Principal at Penfund, whose known portfolio counts 8 companies.
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Investment focus
- Stage
- Late-Stage
- Focus
- BeautyCPGCollaborationConsumer GoodsElder CareFitnessHealthcare OperationsHospitalsJunior CapitalMiddle-Market PEPets
Contacts
Affiliated funds' portfolios
Principal at Penfund, whose known portfolio counts 8 companies
- Dermatologists of Central States
- Gastro Health
- Arrowhead Engineered Products
- CBI Health Group
- Canadian Hospital Specialtie
- IntouchCX
- Mariner Wealth Advisors
- Recochem
Investor Profile
Simon Cai is listed against sectors Climate, Commerce, Consumer and FinTech, and focus areas Beauty, CPG, Collaboration and Consumer Goods in the database.
Stage-wise, the deals at Penfund cluster around Late-Stage rounds.
What the affiliated firm has backed is the closest available signal on whether Simon Cai is worth approaching.
Colleagues at Penfund
Richard Bradlow
Partner
Toronto, Canada
Matthew Lee
Partner
Toronto, Canada
Mike Binnington
Partner
Canada
Stephen Virgilio
Partner
Toronto, Canada
Tim Melis
Vice President
Toronto, Canada
Emily Milazzo
Vice President
Toronto, Canada
John Bradlow
Partner and Chairman
Toronto, Canada
Frequently asked questions
Who is Simon Cai?
Simon Cai is a private equity investor and venture debt investor based in Toronto, Ontario, Canada, listed as Principal at Penfund. The known portfolio of that firm counts 8 companies. That portfolio belongs to the firm, not to Simon Cai personally.
What does Simon Cai invest in?
Listed sectors include Climate, Commerce, Consumer and FinTech; listed focus areas include Beauty, CPG, Collaboration and Consumer Goods. Those tags come from the portfolios of the firms this profile is attached to, so they read as a record of what has been backed rather than a stated preference for what comes next.
What stage does Simon Cai invest at?
Penfund appears in Late-Stage rounds across its known deals, and Simon Cai is listed there as Principal. Stage is the strongest single filter when you build a target list: an investor with no record at your stage rarely starts with you.
Which firm is Simon Cai listed at?
Simon Cai is listed as Principal at Penfund. 7 other people in the database share a firm with Simon Cai.
How do I contact Simon Cai?
An email address, a phone number and a LinkedIn page are on file for Simon Cai. The address stays masked on this page and is readable inside RaiseHunt after you create an account.
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Data: RaiseHunt investor dataset · Snapshot 5 September 2026 · How this data is built · Report a correction or request removal