Simon Sokol
InvestorVice President at Relay Ventures
Canada
Writes $500K – $10M checks · typically $500K
About
Pre-seed and seed investor who specializes in the culture-technology intersection—sports, gaming, entertainment, creator economy and wellness—and brings uncommon cross-border M&A experience from CPPIB and Brookfield.
Contact· self-published, not guessed
Invests in
FintechMedia & EntertainmentMobility & TransportationPropTechSaaS
Experience
- Game Changers VenturesPartnercurrent2025 — presentNew York, New York, United States
- swshBoard Membercurrent2026 — present
- AnvaraBoard Membercurrent2025 — present
- ALT Sports Data, Inc.Board Observercurrent2024 — present
- Gambit PartnersCo-Founder & General Partnercurrent2021 — presentToronto, Ontario, Canada
- Relay VenturesVice President2021 — 2025Toronto, Ontario, Canada
- Relay VenturesInvestment Associate2020 — 2021Toronto, Ontario, Canada
- Relay VenturesInvestment Analyst2018 — 2020Greater Toronto Area, Canada
- The Curling GroupBoard Observer2024 — 2025
- MaveBoard Observer2024 — 2025
- HomeTeam LiveBoard Observer2023 — 2025
- Train FitnessBoard Member2023 — 2025
- WoveoBoard Observer2022 — 2025
- sherpaºBoard Observer2020 — 2025
- PlaymakerBoard Observer2021 — 2023
- CitiInvestment Banking Analyst2017 — 2018Toronto, Ontario, Canada
- Relay VenturesSummer Analyst2016Greater Toronto Area, Canada
- ClearFit - Hire more people like your top performersProduct2015Greater Toronto Area, Canada
- Vaughan Endoscopy ClinicResearch Analyst2014Greater Toronto Area, Canada
- The Acupuncture and Pain Relief CentreDoctor's Assistant2013Greater Toronto Area, Canada
- Camp White PineSenior Counselor and Landsports Staff Member2011 — 2013Haliburton
- Alpine Ski ClubPrivate and Group Snowboard Instructor2010 — 2012Collingwood
Skills & more
Project Management11PowerPoint11Microsoft Office19Public Speaking20Editing8Financial Analysis2Finance2Financial Accounting3Managerial Finance2International Economics1Financial Economics4Sports4
+12 more
Sports AnalysisBudgetsBusiness StrategyCompetitive AnalysisCompetitive IntelligencePhotoshopMarketing StrategyTeamworkResearchTime ManagementMicrosoft ExcelLeadership- Canadian Private Capital Investment School — Ivey Business School Executive Education
- Open Water Diver — PADI
- VC University Online — VC University
- Level Two Snowboard Instructor — Canadian Association of Snowboard Instructors
From Simon's professional profile.
Colleagues at Relay Ventures
Gary Clayton
Investor at Relay Ventures
Irfhan Rawji
Managing Partner at Relay Ventures
Jake Cassaday
Associate at Relay Ventures
Jason Spero
Investor at Relay Ventures
Jeannette Wiltse
Partner and CFO at Relay Ventures
John Albright
Board Member at Alate Partners
Kevin Talbot
Co-Founder and Managing Partner at Relay Ventures
Norman Winarsky
Investor at Relay Ventures
Network1
Investors connected to Simon in public investor directories — a warm-intro map.
Frequently asked questions
- Who is Simon Sokol?
- Pre-seed and seed investor who specializes in the culture-technology intersection—sports, gaming, entertainment, creator economy and wellness—and brings uncommon cross-border M&A experience from CPPIB and Brookfield.
- Where does Simon Sokol work?
- Simon Sokol is Vice President at Relay Ventures.
- What does Simon Sokol invest in?
- Simon Sokol invests in Fintech, Media & Entertainment, Mobility & Transportation, PropTech, SaaS.
- What check size does Simon Sokol write?
- Simon Sokol typically writes checks of $500K – $10M.
- Where did Simon Sokol go to school?
- Simon Sokol studied at Ivey Business School at Western University; University of Sydney (Exchange Program); Western University (Bachelor’s Degree, Honours Specialization in Interdisciplinary Medical Sciences).
Same school
Also attended Ivey Business School at Western University229
ØysteinInvestor at InvestinorVivek RamaswamiPartner at Madrona Venture GroupRay SharmaFounding Partner, CEO at Extreme Venture PartnersHa DuongVP Finance & Operations at Luge CapitalJasmine YangVice President at Sapphire VenturesJaye LandowHead of Investor Relations at FJ Labs
+ 223 more
Also attended University of Sydney255
Clay RobbinsForward Deployed Partner at Slow VenturesClare McCartney BeerCOO & Managing Director at Burda Principal InvestmentsTony NystenPartner at OpenOceanNaomi GunasekaranDeputy Chief Financial Officer, Funds - Finance at Magnetar AI VenturesJethro CohenPrincipal at Square Peg CapitalOsh JayasuriyaInvestment Operations Manager at Square Peg Capital
+ 249 more
Also attended Western University194
Jasmine YangVice President at Sapphire VenturesKevin GaburaInvestor at Craft VenturesTanuj DuttaGeneral Partner at Congruent VenturesLindsay HamiltonInvestment Manager - Finance at Emerald Technology Ventures AgMichelle KwokPrincipal at Draper AssociatesJenny HeFounder & General Partner at Position Ventures
+ 188 more
Shared employers
Also worked at Relay Ventures7
Jonathan EhrlichFounder & General Partner at Inovia CapitalJohn AlbrightBoard Member at Alate PartnersKevin TalbotCo-Founder and Managing Partner at Relay VenturesJeannette WiltsePartner and CFO at Relay VenturesIrfhan RawjiManaging Partner at Relay VenturesStuart LombardAdvisory Board; Founder of ecobee at Alate Partners
+ 1 more
Also worked at The Curling Group1
Also worked at sherpaº1
Also worked at Citi769
Nina AchadjianInvestor at Index VenturesRishi ModiInvestor at GV (Google Ventures)RustyAdvisor at Clear VenturesKerry WongHead of Investor Relations at Pantera CapitalTori KorineInvestor at OpenView Venture PartnersAnn PauloseSenior Investor Relations Associate at Greycroft
+ 763 more