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Harley Finkelstein, Angel Investor

Harley Finkelstein

Angel Investor

Ottawa, Canada

Harley Finkelstein is a seed investor in Ottawa focused on Software and Artificial Intelligence. Harley Finkelstein is the Co-Founder of Firebelly Tea and the President of Shopify. He previously worked at C100 as a Board Member. Harley Finkelstein attended the University of Ottawa and Concordia University.

Total investments:
18
Last investment:
Lead investor:
0%

Last updated:

Industries Harley Finkelstein invests in

SoftwareArtificial IntelligenceMarketplaceMachine LearningApps

Stages Harley Finkelstein invests in

SeedSeries APre-SeedSeries BSeries C

Countries Harley Finkelstein invests in

CanadaUnited StatesSweden

Round sizes

Seed $2.7M–$10MPre-Seed $4.1M–$5MSeries A $13M–$39M

Contacts

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Round size

Seed
$2.7M–$10M
Pre-Seed
$4.1M–$5M
Series A
$13M–$39M

Investment Focus

Industry

  • Software 5 (28%)
  • Artificial Intelligence 5 (28%)
  • Marketplace 4 (22%)
  • Machine Learning 4 (22%)
  • Apps 3 (17%)
See all 51 industries →

Stage

  • Seed 6 (33%)
  • Series A 4 (22%)
  • Pre-Seed 2 (11%)
  • Series B 1 (6%)
  • Series C 1 (6%)
See all 8 stages →

Country

  • Canada 6 (33%)
  • United States 6 (33%)
  • Sweden 2 (11%)

Investments

CompanyDescriptionRoundLinks
Stilla is an AI-powered productivity platform that transforms how product development teams coordinate work by automating organizational alignment through workflow and AI agent orchestration. $5M / Pre-Seed / Jan 20, 2026
Paraform is a marketplace approach to recruiting that turns anyone into your recruiter. On their marketplace, tech startups can post bounties for open roles, and anyone – professional recruiter or otherwise – can collect it by successfully referring a candidate. Their customers are currently some of the most innovative and exciting tech startups inthe industry, from seed stage startups that just went through Y Combinator to unicorns like better.com. They raised funding from world-class investors like the co-founders of Twitch, leadership at Scale AI, Founders, Inc., and Primer Sazze Partners. $20M / Series A / Jun 24, 2025
Polar is a subscription network for open-source maintainers and backers. Polar also provides tools that enable data processing and data integration. Polar was founded in 2022 and was headquartered in Stockholm, Sweden. $10M / Seed / Jun 18, 2025
Fleek is a B2B Wholesale Marketplace for second-hand fashion. Our buyers are vintage stores and online resellers; our suppliers are used clothing wholesalers, rag-houses, and donation centres. $14.9M / Series A / Mar 29, 2024
Foraged is a platform marketplace for specialty foods. Vendors on the Foraged marketplace sell hard-to-find foods direct to consumers. Their objective is to increase food sustainability, traceability, and quality by centralizing the specialty food market on a single marketplace. $2.7M / Seed / Jul 12, 2023
Super.com is the savings super app for everyday Americans. The app helps customers save across travel, entertainment, financial services, and daily spending. The Super+ membership supercharges the app. Members get 10% cashback on hotels, unlock financial tools like cash advances and credit building, and much more. Since 2016, Super.com hasdelivered more than $1 billion in savings. Learn more at Super.com $60M / Series C / Apr 24, 2023
Super.com is the savings super app for everyday Americans. The app helps customers save across travel, entertainment, financial services, and daily spending. The Super+ membership supercharges the app. Members get 10% cashback on hotels, unlock financial tools like cash advances and credit building, and much more. Since 2016, Super.com hasdelivered more than $1 billion in savings. Learn more at Super.com $25M / Debt Financing / Apr 24, 2023
Fleek is a B2B Wholesale Marketplace for second-hand fashion. Our buyers are vintage stores and online resellers; our suppliers are used clothing wholesalers, rag-houses, and donation centres. $5.6M / Seed / Mar 31, 2022
ResQ is the all-in-one app to request, track and pay for your restaurant's repair and maintenance needs. $39M / Series A / Oct 12, 2021
1Password is a secure, convenient password manager, providing businesses and families a safe way to share passwords, credit cards, and documents. It keeps important information secure with AES 256-bit encryption. With 1Password, users can keep all kinds of information easily organized with convenient categories and tags and find what they need witha customizable search.Founded in 2005, 1Password remembers and fills web forms with passwords, credit card information, and addresses—with a single click. It is focused on making security convenient and keeping customers happy. It is headquartered in Toronto, Ontario in Canada. $100.1M / Series B / Jul 27, 2021
See all 18 investments →

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FAQ

What does Harley Finkelstein invest in?

Harley Finkelstein invests primarily in Software, Artificial Intelligence and Marketplace startups, most often at Seed and Series A stage. Most of the 18 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.

What round sizes does Harley Finkelstein invest in?

Harley Finkelstein typically joins rounds of $2.7M–$10M at Seed, $4.1M–$5M at Pre-Seed and $13M–$39M at Series A. These are whole funding-round sizes, not Harley Finkelstein's own check, which is rarely disclosed: the 10th–90th percentile of the confirmed public funding rounds Harley Finkelstein took part in.

How do I contact Harley Finkelstein?

Public channels for Harley Finkelstein include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.

When did Harley Finkelstein last invest?

The most recent investment recorded for Harley Finkelstein closed in Jan 2026. Shizune tracks 18 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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