Fundraising Fox
Damien Steel
InvestorChief Technology, Data & AI Officer at HOOPP private markets · Board director at Kaleo Software
Toronto, Ontario
Writes $5M – $25M checks · typically $15M
Find your path to Damien
433 people in our graph can introduce you to Damien.
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Ask James Lochrie to introduce you to Damien
You →James · together at Wave HQ (2012–2015) →Damien
Ask Jamie Chen to introduce you to Damien
You →Jamie · 3 people · together at EdgeStone Capital Partners →Damien
Ask Sam Okafor to introduce you to Damien
You →Sam · together at Password Box →Damien
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About
Operator-turned-investor who founded and exited a tech-enabled healthcare business, he deploys his pension fund's infrastructure and real-estate assets to create strategic startup partnerships, criticizes valuation hype, and leads Deep Sky.
Invests in
AI & Machine LearningEnterprise SoftwareFintechHealthtechSaaS
Board director at Kaleo Software
Intro paths
In turn, Damien can intro founders to Kaleo Software's investors below.
Kaleo Software's investors · 6
Co-founders at Kaleo Software
Experience
- HOOPP (Healthcare of Ontario Pension Plan)Chief Technology, Data & AI Officercurrent2026 — presentToronto, ON
- Whitecap Venture PartnersVenture Partner2026Toronto, ON
- Deep SkyAdvisor2025 — 2026Toronto, Ontario, Canada
- Deep SkyChief Executive Officer2023 — 2025Montreal, Quebec, Canada
- OMERS VenturesSr. Advisor2023 — 2024Toronto, Ontario, Canada
- OMERS VenturesManaging Partner and Head of Ventures2011 — 2023Toronto, Canada Area
- TouchBistroBoard Director2018 — 2024Toronto, Canada Area
- HopperBoard Director2016 — 2024Montreal, Canada Area
- HootsuiteBoard Observer2020 — 2023
- DuckDuckGoBoard Observer2019 — 2023
- KlipfolioBoard Director2015 — 2023Ottawa, Canada Area
- Kaleo SoftwareBoard Director2015 — 2022Greater Los Angeles Area
- FusebillBoard Director2013 — 2021Ottawa, Canada Area
- Wave HQBoard Director2012 — 2019Toronto, Canada Area
- Felix & Paul StudiosBoard Director2017 — 2019Montreal, Canada Area
- DogVacayBoard Observer2016 — 2017Santa Monica, California
- BusbudBoard Director2015 — 2017Montreal, Canada Area
- LeadSiftChairman of the Board2013 — 2016Halifax, Canada Area
- MojixBoard Observer2015
- PasswordBoxBoard Director2013 — 2014Montreal, Canada Area
- Ontario Securities CommissionMember of the Small and Medium Enterprise Committee2012 — 2014Toronto, Canada Area
- ShoplogixCorporate Director2010 — 2011
- OverlayTVCorporate Director2010 — 2011
- EdgeStone Capital PartnersVice President - Venture Capital Fund2007 — 2011
- Protus IP SolutionsCorporate Director2010Ottawa, Canada
- KPMG Corporate FinanceManager2006 — 2007
- RSM RichterAssociate - Corporate Finance2001 — 2005
Skills & more
+12 more
Business StrategyStrategic PlanningCorporate FinanceValuationStart-upsFinancial ModelingBudgetingFinancial AnalysisEnterprise SoftwareEntrepreneurshipIPOStrategyLanguages English · French
From Damien's professional profile.
Investments
Investor
AmpMeBusbudCourtyard AIDogVacayFelix & Paul StudiosFusebillHopperKaleo SoftwareKlipfolioLeadSiftPasswordBoxTouchbistroWave
Per curated public sources.
Network5
Investors connected to Damien in public investor directories — a warm-intro map.
Frequently asked questions
- Who is Damien Steel?
- Operator-turned-investor who founded and exited a tech-enabled healthcare business, he deploys his pension fund's infrastructure and real-estate assets to create strategic startup partnerships, criticizes valuation hype, and leads Deep Sky.
- Where does Damien Steel work?
- Damien Steel is Chief Technology, Data & AI Officer at HOOPP private markets and Board director at Kaleo Software.
- What does Damien Steel invest in?
- Damien Steel invests in AI & Machine Learning, Enterprise Software, Fintech, Healthtech, SaaS.
- What check size does Damien Steel write?
- Damien Steel typically writes checks of $5M – $25M.
- What companies has Damien Steel invested in?
- Investments tracked here include AmpMe, Busbud, Courtyard AI, DogVacay, Felix & Paul Studios, Fusebill, Hopper, Kaleo Software, Klipfolio, LeadSift, PasswordBox, Touchbistro, and 1 more.
- Where did Damien Steel go to school?
- Damien Steel studied at Wilfrid Laurier University (Bachelor of Business Administration (B.B.A.)); Chartered Financial Analyst (CFA) (CFA); Qualified as a Chartered Accountant (CPA) (CPA).
Founder mafias
OMERS Ventures mafia6
Also came through, then founded or led a company.
Busbud mafia4
Also came through, then founded or led a company.
Hootsuite mafia4
Also came through, then founded or led a company.
Password Box mafia4
Also came through, then founded or led a company.
Whitecap Venture Partners mafia4
Also came through, then founded or led a company.
Same school
Also attended Wilfrid Laurier University137
+ 131 more
Shared employers
Also worked at Hopper19
+ 13 more
Also worked at DuckDuckGo6
Also worked at Wave HQ7
+ 1 more
