Top 20 Recruiting Angel Investors in Canada (May 2026)
For AI agents: Short investor table (Markdown), Detailed investor list (Markdown)
| Investor | Relevant Deals | Geography | Stage | Focus | Round Size |
|---|---|---|---|---|---|
|
Jennifer Lum
Angel
|
1 | United States, Canada | Seed, Series A, Angel | Software, Health Care, SaaS | $250k–$3.5M |
|
Mike Durland
Angel
|
1 | Canada | SaaS, Software, Recruiting | ||
|
Gerry Pond
Angel
|
1 | Canada, United States | Seed, Series A | Software, Human Resources, Enterprise Software | $500k–$799k |
|
Jim English
Angel
|
1 | Canada | SaaS, Software, Recruiting | ||
|
Anil Dharni
Angel
|
1 | United States, India, Canada | Seed, Series A | Mobile, Apps, iOS | $410k–$750k |
|
Jean Desgagne
Angel
|
1 | Canada | Seed | Employment, Recruiting, Staffing Agency | |
|
Micheal Hyatt
Angel
|
1 | Canada, United States | Seed, Series A | Software, SaaS, Self-Storage | $363k–$3.6M |
|
Richard Hyatt
Angel
|
1 | Canada | Seed | SaaS, Software, Commercial | $363k–$3.6M |
|
Robert Chaplinsky
Angel
|
1 | United States, Canada | Series A, Series B, Seed | Software, SaaS, FinTech | $7.2M–$9.7M |
|
Marc Morin
Angel
|
1 | Canada | Seed, Series A | Software, Internet, Machine Learning | $545k–$1M |
|
Robert Justason
Angel
|
1 | Canada | Seed, Convertible Note | Enterprise Software, Software, SaaS | |
|
David Henning
Angel
|
1 | Canada, United States | Seed | Mobile, Software, Commercial | |
|
Kirk Simpson
Angel
|
1 | Canada | Seed, Angel, Series A | Finance, Sales, Banking | |
|
Matthew Cowan
Angel
|
1 | United States, Canada, Israel | Seed, Series B, Series D | Mobile, SaaS, Enterprise Software | $12M–$30M |
|
Bogdan Iarovoi
Angel
|
1 | United States, United Kingdom, Russian Federation | Seed, Convertible Note, Angel | Internet, SaaS, Software | $110k–$5.7M |
|
Mike Tilley
Angel
|
1 | Canada | SaaS, Software, Recruiting | ||
|
Jim Osler
Angel
|
1 | Canada | Angel | Recruiting, Predictive Analytics | |
|
Howard Stotland
Angel
|
1 | Canada | Seed | Mobile, Recruiting, Human Resources | |
|
Leslie MaGee
Angel
|
1 | Canada | SaaS, Software, Recruiting | ||
|
David Kassie
Angel
|
1 | Canada | Angel | Recruiting, Predictive Analytics | |
| Access all 21 angel investors in Canada Recruiting startups. | |||||
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Investor list
Jennifer Lum is a Co-Founder and Managing Partner at Biospring Partners, a growth equity firm that invests in Life Sciences Technology. She is an accomplished entrepreneur and investor. She has cofounded several companies and has worked with many others on formation, fundraising, growth and M&A.Jennifer is a Venture Capital Advisor at HarvardBusiness School and an Advisor at MIT’s Martin Trust Center for Entrepreneurship. She is also an Advisory Board member at The Petrie-Flom Center for Health Law Policy, Biotechnology, and Bioethics at Harvard Law School.Jennifer co-founded Forge.AI (acquired by FiscalNote) and Adelphic (acquired by Time). She was an early team member at Quattro Wireless (acquired by Apple), m-Qube (acquired by VeriSign) and WebHosting.com (acquired by AT&T).She has also held various roles as a management consultant with financial services and technology companies.Twitter: @lum
Show more...Investment focus
- Industry: Software, Health Care, SaaS
- Stage:Seed, Series A, Angel
- Geography: United States, Canada
Investor stats
- Total investments: 18
- Round size: Seed $250k–$3.5M
- Lead/follow: 11% lead, 89% follow
Portfolio highlights
- Kiite — Remix your favorite resources and hacks with your best company content in a personalized hub that moves as fast as your team does
- Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
- Patented.ai — The most powerful AI engine for intellectual property.
Mike Durland is the former Group Head and CEO, Global Banking and Markets, for Scotiabank. He retired from Scotiabank in 2016 to pursue a variety of business, philanthropic, and academic interests. Today, he is the CEO of Melancthon Capital, a member of the Business Strategy Committee for the Global Risk Institute, the Chair of the Board ofDirectors of DeepLearning, a founding principal in Cabot Links, a member of the Board of Directors of TruLeaf Sustainable Agriculture, a member of the advisory board of Riipen Networks Inc., a member of the Board of Directors of the Dalhousie Medical Research Foundation, a member of the Advisory Board of the Smith School of Business at Queen’s University, and a member of the Advisory Boards of the Center for Social Impact and the Master of Management Analytics Program, both at Queen’s University. He holds a B.Comm degree from St. Mary’s University, a PhD in Finance and Operations Research from Queen’s University, and an honorary doctorate from St. Mary’s University.
Show more...Investment focus
- Industry: SaaS, Software, Recruiting
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: no public data
Portfolio highlights
- TruLeaf —
- Ideal — Ideal is a talent intelligence system that helps enterprise teams make more accurate, efficient, and fair decisions. Discover our product!
Gerry Pond is the Co-Founder and Chairman at Mariner Innovations. Gerry Pond The University of New Brunswick.
Show more...Investment focus
- Industry: Software, Human Resources, Enterprise Software
- Stage:Seed, Series A
- Geography: Canada, United States
Investor stats
- Total investments: 6
- Round size: Seed $500k–$799k
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- R17 — R17 (was RUMAnalytics) measures, monitors, diagnosis and optimizes websites for speed. Faster websites have higher conversion rates, lower bounce rates, higher search engine rankings, lower bandwidth costs and a better user experience on personal computers and mobile devices.They created R17 to make the internet faster. R17 combines theworld's foremost experts on performance optimization with easy-to-understand analytics, actionable recommendations and mind-blowing CDN technology.
- Alongside — The perfect hire is closer than you think. Source better candidates, provide great candidate experiences & give yourself the freedom to find the perfect fit.
- Porpoise — Porpoise is an employee engagement platform for companies that have corporate responsibility initiatives and are looking to automate involvement, measurement and reporting. Porpoise makes it simple to recognize, capture, and amplify the social impact that employees are making on behalf of your company, finally giving your marketing departments thecontent they need to deliver great campaigns, and HR managers the data to track and manage employees engagement programs and targeted initiatives.Spend less time managing your impact and giving programs, and more time accelerating the impact!
Jim English, President, CEO states; "Since I joined the business out of college in 1974, 'Our Mission' has been to aggressively grow our business through Complete Customer Satisfaction. I understand the value of each customer over a lifetime.
Show more...Investment focus
- Industry: SaaS, Software, Recruiting
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: no public data
Portfolio highlights
- Alongside — The perfect hire is closer than you think. Source better candidates, provide great candidate experiences & give yourself the freedom to find the perfect fit.
Anil Dharni is the Co-Founder and CEO of Sense. Attended at MIT Sloan School of Management.
Show more...Investment focus
- Industry: Mobile, Apps, iOS
- Stage:Seed, Series A
- Geography: United States, India, Canada
Investor stats
- Total investments: 6
- Round size: Seed $410k–$750k
- Lead/follow: 17% lead, 83% follow
Portfolio highlights
- Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
- Nuzzel — Nuzzel is a professional news discovery service used by many of the top influencers in media, technology, and finance.Nuzzel was named one of the best apps of the year by Google Play, the New York Times, Fast Company, and Time Magazine.Nuzzel is backed by top Silicon Valley investors including Andreessen Horowitz, CRV, Homebrew, LowercaseCapital, Uncork Capital, Marc Benniof, and Max Levchin.
- Rover — Rover Rover is an advanced personalization and recommendation technology app. Its Recommendation Engine is also used to power discovery on numerous third party news and media sites. Rover helps people discover content they love, that they never knew existed from a wide variety of over 15,000 topics. The recommendation engine uses machine learningto learn a user's fine-grained interests through content a user engages with while being respectful of a user's need for privacy. Rover also connects to other people who are influential in topics that care about and help discover other people with similar interests. Rover uses Machine Learning to help people discover content they love that they never knew existed.It was founded in 2007 and is headquartered in Sunnyvale, California.
Jean Desgagné is President and CEO, Global Enterprise Services, TMX Group, a member of TMX Group's executive management committee and is an Officer of the Corporation.Global Enterprise Services is accountable for the delivery of Technology, Operations, Transaction and Procurement Services for all of TMX.Desgagné joined The CanadianDepository for Securities Limited (CDS), a wholly-owned subsidiary of TMX Group, in 2013 from TD Bank Group where he was Senior Vice President, Trading Risk Services, holding responsibility for the independent oversight of valuation, market risk, liquidity and collateral for TD's global trading business. Prior to TD Bank, he held increasingly senior positions at some of Canada's leading financial institutions including Bank of Montreal and Union Bank of Switzerland (Canada) in areas such as treasury operations, technology, trading support and risk management.Desgagné is a Chartered Accountant and a graduate of the University of Ottawa. He currently serves on the Board of the Jean Tweed Centre, the Board of Governors of Junior Achievement of Central Ontario, and has been active in a number of other community organizations. He is a member of the President's Advisory Council for the University of Ottawa and was awarded the Trudeau Medal by the Telfer School of Management and the Queen's Jubilee Medal in 2002 in recognition of his community service.
Show more...Investment focus
- Industry: Employment, Recruiting, Staffing Agency
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: 100% lead, 0% follow
Portfolio highlights
- Luminari — Canada's largest professional community of CPAs
Michael Hyatt is the Executive Chairman and Co-Founder of BlueCat Networks and a recipient of the Top 40 Under 40™ Award. BlueCat is a four-time winner of “Deloitte’s Fast 50” and has received Gartner’s highest “Strong Positive” rating. Michael also co-founded Dyadem, a highly successful software company that was acquired by IHS (NYSE: IHS).Michael is a weekly business commentator on CBC Newsworld and has been featured on the cover of Canadian Business Magazine. He is also a finalist in Ernst & Young’s Entrepreneur of the Year Award and an active participant and lender for three special charities: Kiva.org, OneProsper and Future Possibilities for Kids.
Show more...Investment focus
- Industry: Software, SaaS, Self-Storage
- Stage:Seed, Series A
- Geography: Canada, United States
Investor stats
- Total investments: 9
- Round size: Seed $363k–$3.6M
- Lead/follow: 22% lead, 78% follow
Portfolio highlights
- MinuteBox — Secure legal entity management in the cloud. Minute books, transactions, compliance, document assembly, cap tables, e-signature, automated workflows
- Enso Connect — Seamless digital guest experience from booking through the entire stay and long-lasting relationships after check-out. Vacation rentals & Hotels remarketing tool.
- GoBolt — Logistics, Simplified. GoBolt is building a sustainable, first-party supply chain network. Delivering an end-to-end customer experience.
Richard Hyatt co-founded BlueCat Networks, Inc. in 2000 and has been its Chief Scientist since January 2014. Mr. Hyatt served as Chief Technology Officer and as Vice President of Engineering at BlueCat Networks, Inc and serves as its Director.
Show more...Investment focus
- Industry: SaaS, Software, Commercial
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 3
- Round size: Seed $363k–$3.6M
- Lead/follow: 67% lead, 33% follow
Portfolio highlights
- MinuteBox — Secure legal entity management in the cloud. Minute books, transactions, compliance, document assembly, cap tables, e-signature, automated workflows
- Ideal — Ideal is a talent intelligence system that helps enterprise teams make more accurate, efficient, and fair decisions. Discover our product!
- GoBolt — Logistics, Simplified. GoBolt is building a sustainable, first-party supply chain network. Delivering an end-to-end customer experience.
Rob Chaplinsky is the Co-Founder and Managing Director Link Ventures. Rob previously worked at Bridgescale Partners as the Managing Director. He Harvard Business School and the University of Waterloo.
Show more...Investment focus
- Industry: Software, SaaS, FinTech
- Stage:Series A, Series B, Seed
- Geography: United States, Canada
Investor stats
- Total investments: 16
- Round size: Series A $7.2M–$9.7M
- Lead/follow: 50% lead, 50% follow
Portfolio highlights
- Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
- Caribou — Refinance your car loan. See if you can save money. Get pre-qualified offers in seconds with no Social Security number required and no impact on your credit.
- Trust & Will — Estate planning with Trust & Will is the easiest way to create, edit, store, and share your Trust or Will legal documents. Create an estate plan today!
Marc, our Chief Executive Officer, co-founded Sandvine (TSX:SVC) and served as its Chief Technology Officer, developing the company's vision and technology strategy. Prior to Sandvine, he was co-founder at PixStream which was acquired by Cisco Systems.
Show more...Investment focus
- Industry: Software, Internet, Machine Learning
- Stage:Seed, Series A
- Geography: Canada
Investor stats
- Total investments: 12
- Round size: Seed $545k–$1M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
- Dejero — Dejero delivers resilient, uninterrupted internet connectivity for data-intensive applications by intelligently combining multiple networks into a single managed service.
- Sortable — Sortable is an agnostic, low-cost, broad spectrum platform that helps publishers unify demand partners, data, and tools. We’ve developed a best-in-class UI that contextualizes this data, allowing publishers to more deeply understand the correlation between content, marketing, and monetization.Their ultimate goal is to simplify the complexities ofpublishing operations while generating more revenue for their publisher partners.Sortable began as an online publisher, building 20 websites and apps to help consumers compare competing products in a number of categories, generating over 500 million product comparisons since their creation. In 2014, after realizing that the experience gained from building websites was better used to help fellow publishers, Sortable launched the machine learning ad optimization focused technology company that you see today.
Access 48,091 investors
822 industries, 177 countries. Updated daily. Emails and phones included.
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Bob is chief operating officer and co-founder of Mariner. Prior to joining the Mariner team, Bob held a variety of senior positions with NBTel and Aliant Telecom, including VP, Broadband Engineering, VP, Engineering and VP, Technical Solutions and Support.Bob’s expertise spans the full range of IP and broadband networking applications andtechnologies. In addition to leading Aliant Telecom’s Broadband infrastructure deployment, Bob directed the development of industry-first IP applications, including IP Centrex, TV on the PC and the world’s first IP TV service to deliver multiple MPEG TV streams on DSL technology. Bob has also led the technology development and implementation of self service and service improvement software and tools for both HSI and IP TV. Bob was instrumental in establishing NBTel as the first Canadian telephone company to provide internet service, and he led the technology strategy to deliver a widely respected contact center program which delivered over 10,000 seats of agent technology to world-leading contact center operators, including Fortune 500 clients.
Show more...Investment focus
- Industry: Enterprise Software, Software, SaaS
- Stage:Seed, Convertible Note
- Geography: Canada
Investor stats
- Total investments: 3
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- R17 — R17 (was RUMAnalytics) measures, monitors, diagnosis and optimizes websites for speed. Faster websites have higher conversion rates, lower bounce rates, higher search engine rankings, lower bandwidth costs and a better user experience on personal computers and mobile devices.They created R17 to make the internet faster. R17 combines theworld's foremost experts on performance optimization with easy-to-understand analytics, actionable recommendations and mind-blowing CDN technology.
- Alongside — The perfect hire is closer than you think. Source better candidates, provide great candidate experiences & give yourself the freedom to find the perfect fit.
- LeadSift — We comb through the public web to deliver only qualified leads interacting with your competitors and with demonstrated buying intent.
David Henning - Partner @ Otimo Retail
Show more...Investment focus
- Industry: Mobile, Software, Commercial
- Stage:Seed
- Geography: Canada, United States
Investor stats
- Total investments: 2
- Lead/follow: 50% lead, 50% follow
Portfolio highlights
- Wirkn — Hyperlocal recruiting for retail, restaurants & hospitality.
- Logiwa — Warehouse software and 3PL Software - empower companies to run a digital fulfillment network & grow their DTC business.
Kirk Simpson is the co-founder and CEO of Wave, a provider of cloud-based, integrated software and tools for small businesses. He has spent his career working in digital media with some of Canada’s largest media companies. Prior to Wave, Kirk started two other companies and through this, realized the pain of handling back-office tasks first-hand,which led him to create Wave. Since founding Wave, Kirk has helped the company grow to over 2 million total users, with over $25 million raised in capital.
Show more...Investment focus
- Industry: Finance, Sales, Banking
- Stage:Seed, Angel, Series A
- Geography: Canada
Investor stats
- Total investments: 3
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Every — Manage your small business money with ease. Wave Money is a free business bank account with built-in bookkeeping.
- Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
- Float — Spend, track, approve, and reconcile all your CAD and USD expenses in one platform. Corporate cards tied with intelligent spend management software.
Matthew Cowan is The Corporate Director At BitGo.
Show more...Investment focus
- Industry: Mobile, SaaS, Enterprise Software
- Stage:Seed, Series B, Series D
- Geography: United States, Canada, Israel
Investor stats
- Total investments: 20
- Round size: Series D $12M–$30M
- Lead/follow: 40% lead, 60% follow
Portfolio highlights
- Uvaro — Start your career in tech! Learn from experienced instructors, practice new skills and get feedback in a supportive community. Sign up today!
- Hoodline — Get breaking news from Hoodline's local reporters with stories to inform you about politics, weather, real estate, business, dining, crime, & more.
- LUUM — LUUM is introducing automation to the beauty-services market, initially focusing on eyelash extensions, a widely popular treatment ($20B global market opportunity). Pioneering a patented combination of robotics, AI, and machine vision, LUUM applies a full set of eyelash extensions in 20 minutes (instead of 2 hours), while eliminating the costsand safety risks associated with human application.
Bogdan Iarovoi is a Managing Partner of SmartHub Investments.
Show more...Investment focus
- Industry: Internet, SaaS, Software
- Stage:Seed, Convertible Note, Angel
- Geography: United States, United Kingdom, Russian Federation
Investor stats
- Total investments: 30
- Round size: Seed $375k–$5.7M; Angel $110k–$300k
- Lead/follow: 3% lead, 97% follow
Portfolio highlights
- Snipfeed — Launch your own social storefront and make money online with ease! Our platform allows creators to easily create and manage their online store.
- Ondaka — Ondaka makes Industrial Knowledge Accessible for critical infrastructure & heavy industry.
- Cattle Care — Cattle Care is a revolutionary dairy management software using your existing parlor cameras and artificial intelligence to save money.
Mike Tilley
Show more...Investment focus
- Industry: SaaS, Software, Recruiting
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: no public data
Portfolio highlights
- Alongside — The perfect hire is closer than you think. Source better candidates, provide great candidate experiences & give yourself the freedom to find the perfect fit.
Jim Osler - Principal @ Origin Merchant Partners
Show more...Investment focus
- Industry: Recruiting, Predictive Analytics
- Stage:Angel
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- ClearFit — Are you with a large organization? Get Started
Howard Stotland - President @ Otimo Retail
Show more...Investment focus
- Industry: Mobile, Recruiting, Human Resources
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: 100% lead, 0% follow
Portfolio highlights
- Wirkn — Hyperlocal recruiting for retail, restaurants & hospitality.
Leslie MaGee
Show more...Investment focus
- Industry: SaaS, Software, Recruiting
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: no public data
Portfolio highlights
- Alongside — The perfect hire is closer than you think. Source better candidates, provide great candidate experiences & give yourself the freedom to find the perfect fit.
David Kassie - Chairman of the Board @ Clearfit Analytics
Show more...Investment focus
- Industry: Recruiting, Predictive Analytics
- Stage:Angel
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: no public data
Portfolio highlights
- ClearFit — Are you with a large organization? Get Started
Recruiting Angel investor funding in Canada at a glance
Stats across 8 deals from 21 investors.
Access all 21 angel investors in Canada Recruiting startups.
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