/People

Rich Bolton

Former Investor at Octopus Ventures · Former Associate at Northleaf Capital Partners

London

Writes $100K – $5M checks · typically $1.5M

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About

Rich Bolton is a Principal at Octopus Ventures who invests in UK and European B2B software and AI companies at Seed to Series B stages, typically deploying initial cheques of £2–20 million. His investment focus centers on "Accountable Automation"—AI systems that execute work across consequential workflows while maintaining auditability and integration with existing systems of record, particularly in finance ops, insurance, legal ops, procurement, and compliance functions. Bolton is also the founder of VCRunClub.

Frequently asked questions

Who is Rich Bolton?
Rich Bolton is a Principal at Octopus Ventures who invests in UK and European B2B software and AI companies at Seed to Series B stages, typically deploying initial cheques of £2–20 million. His investment focus centers on "Accountable Automation"—AI systems that execute work across consequential workflows while maintaining auditability and integration with existing systems of record, particularly in finance ops, insurance, legal ops, procurement, and compliance functions. Bolton is also the founder of VCRunClub.
What check size does Rich Bolton write?
Rich Bolton typically writes checks of $100K – $5M.

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