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
- Octopus VenturesPrincipalcurrent2023 — presentGreater London, England, United Kingdom
- Octopus VenturesInvestment Manager2020 — 2023Greater London, England, United Kingdom
- Octopus VenturesInvestment Associate2018 — 2020London
- VCRunClubFoundercurrent2025 — presentLondon Area, United Kingdom
- GraspInvestor Directorcurrent2025 — presentLondon Area, United Kingdom
- CambriInvestor Directorcurrent2024 — present
- SwitcheeBoard Observercurrent2024 — presentLondon Area, United Kingdom
- MagicOrangeInvestor Directorcurrent2023 — presentLondon Area, United Kingdom
- WazokuInvestor Directorcurrent2022 — presentGreater London, England, United Kingdom
- FergusInvestor Directorcurrent2022 — presentAuckland, New Zealand
- The Safeguarding CompanyInvestor Director2019 — 2023
- VeeqoInvestor Director2019 — 2021Greater Swansea Area
- Northleaf Capital PartnersAssociate2015 — 2018London Area, United Kingdom
- KPMG UKCorporate Development2015London Area, United Kingdom
- KPMG UKCorporate Finance2012 — 2015London Area, United Kingdom
- University of ManchesterManagement (Hons) Bsc2009 — 2012
- Sloane RobinsonResearch Intern2011London Area, United Kingdom
- The London 2012 Organising Committee (LOCOG)Selection Event Volunteer2011Manchester
- KPMGAudit Assistant2008 — 2009
Education
- ICAEWACA2012 — 2015
- The University of ManchesterManagement Hons (Bsc)2009 — 2012
- Dean Close School1997 — 2008
Skills & more
Valuation2Financial ServicesTime Management2Corporate Finance6AccountingFinancial Analysis3Project ManagementBankingResearchMarket ResearchBusiness StrategyFinancial Modeling4
+4 more
Data AnalysisMicrosoft ExcelTeamworkAnalysisFrom Rich's professional profile.
Colleagues at Octopus Ventures
Adam Said
Principal at Octopus Ventures
Alan Wallace
Investor at Octopus Ventures
Albert Puig
B2B Software at Octopus Ventures
Angel Issa
Fintech at Octopus Ventures
Brandon Mhangami
Investor at Octopus Ventures
Chloe Allan
B2B Software at Octopus Ventures
Chris Oliver
People + Talent at Octopus Ventures
Constanza Diaz
B2B Software / Climate 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
Also attended ICAEW128
Abdul GueforManaging Director at Intel CapitalJames BraithwaiteFinancial Controller at NorthzoneJackson HeddyCFO at NorthzoneSteph OrdeChief Financial Officer at Episode1Sian CathrallPartner (joining next fund) at 4Di CapitalStephen ChandlerManaging Partner at Notion Capital
+ 122 more
Also attended The University of Manchester163
Joel NoyceInvestor at Moonfire VenturesJames BraithwaiteFinancial Controller at NorthzoneFreya Svedberg-KeatingInvestor at MedicxiAndy LeaverOperating Partner at Notion CapitalSimon SegarsExecutive Advisor at Black Opal VenturesHonor de WintonExecutive Assistant at Giant Ventures Global Llp
+ 157 more
Shared employers
Also worked at Switchee4
Also worked at Fergus3
Also worked at KPMG UK65
Remy MartinClient Team Member at Generation Investment ManagementLiam SymingtonSenior Director at Marlin Equity PartnersSarah HollyheadDirector at Marlin Equity PartnersVaibhavi NesarikarPrincipal at GTMfundLirui DingPrincipal at TRANSCENDAngelica CostaOperations Assistant at Mighty Capital
+ 59 more














































