Fundraising Fox

Rich Bolton

Investor

Investor at Octopus Ventures

London

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

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.

Experience

  1. Octopus VenturesPrincipalcurrent2023 — presentGreater London, England, United Kingdom
  2. Octopus VenturesInvestment Manager2020 — 2023Greater London, England, United Kingdom
  3. Octopus VenturesInvestment Associate2018 — 2020London
  4. VCRunClubFoundercurrent2025 — presentLondon Area, United Kingdom
  5. GraspInvestor Directorcurrent2025 — presentLondon Area, United Kingdom
  6. CambriInvestor Directorcurrent2024 — present
  7. SwitcheeBoard Observercurrent2024 — presentLondon Area, United Kingdom
  8. MagicOrangeInvestor Directorcurrent2023 — presentLondon Area, United Kingdom
  9. WazokuInvestor Directorcurrent2022 — presentGreater London, England, United Kingdom
  10. FergusInvestor Directorcurrent2022 — presentAuckland, New Zealand
  11. The Safeguarding CompanyInvestor Director2019 — 2023
  12. VeeqoInvestor Director2019 — 2021Greater Swansea Area
  13. Northleaf Capital PartnersAssociate2015 — 2018London Area, United Kingdom
  14. KPMG UKCorporate Development2015London Area, United Kingdom
  15. KPMG UKCorporate Finance2012 — 2015London Area, United Kingdom
  16. University of ManchesterManagement (Hons) Bsc2009 — 2012
  17. Sloane RobinsonResearch Intern2011London Area, United Kingdom
  18. The London 2012 Organising Committee (LOCOG)Selection Event Volunteer2011Manchester
  19. KPMGAudit Assistant2008 — 2009

Education

  1. ICAEWACA2012 — 2015
  2. The University of ManchesterManagement Hons (Bsc)2009 — 2012
  3. Dean Close School1997 — 2008

Skills & more

Valuation2Financial ServicesTime Management2Corporate Finance6AccountingFinancial Analysis3Project ManagementBankingResearchMarket ResearchBusiness StrategyFinancial Modeling4
+4 moreData AnalysisMicrosoft ExcelTeamworkAnalysis

From Rich's professional profile.

Colleagues at Octopus Ventures

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.
Where does Rich Bolton work?
Rich Bolton is Investor at Octopus Ventures.
What check size does Rich Bolton write?
Rich Bolton typically writes checks of $100K – $5M.
Where did Rich Bolton go to school?
Rich Bolton studied at ICAEW (ACA); The University of Manchester (Management Hons (Bsc)); Dean Close School.

Same school

Shared employers