Top 20 Recruiting Angel Investors in Canada (September 2026)
For AI agents: Short investor table (Markdown), Detailed investor list (Markdown)
| Investor | Relevant Deals | Geography | Stage | Focus | Round Size |
|---|---|---|---|---|---|
|
Micheal Hyatt
Angel
|
1 | Canada, United States | Seed, Series A | Software, SaaS, Self-Storage | |
|
Jennifer Lum
Angel
|
1 | United States, Canada | Seed, Series A, Pre-Seed | Software, Artificial Intelligence, SaaS | $930k–$75M |
|
Matthew Cowan
Angel
|
1 | United States, Canada, Israel | Seed, Series B, Series D | SaaS, Mobile, Software | $1.6M–$250M |
|
Howard Stotland
Angel
|
1 | Canada | Seed | Mobile, Recruiting, Human Resources | |
|
Anil Dharni
Angel
|
1 | United States, Canada, India | Seed, Series A | Mobile, Apps, Sales | $410k–$3.3M |
|
Jean Desgagne
Angel
|
1 | Canada | Seed | Podcast, E-Learning, Employment | $845k–$912k |
|
Robert Chaplinsky
Angel
|
1 | United States, Canada | Series A, Seed, Series B | Software, SaaS, Sales | $1.6M–$50M |
|
Marc Morin
Angel
|
1 | Canada | Seed, Series A, Angel | Software, SaaS, Internet | $549k–$1.6M |
|
Jim Osler
Angel
|
1 | Canada | Angel | Recruiting, Predictive Analytics | |
|
Kirk Simpson
Angel
|
1 | Canada | Seed, Series A, Angel | Software, Finance, Sales | $1.6M–$30M |
|
Rand Lockwood
Angel
|
1 | Canada | Pre-Seed | SaaS, Accounting, Recruiting | |
|
Richard Hyatt
Angel
|
1 | Canada | Seed | SaaS, Software, Commercial | |
|
Jafar Owainati
Angel
|
1 | Canada | Pre-Seed | Software, Employment, Recruiting | |
|
Mike Tilley
Angel
|
1 | Canada | Series A | SaaS, Software, Recruiting | |
|
Robert Justason
Angel
|
1 | Canada | Seed, Series A | Software, Enterprise Software, SaaS | |
|
Bogdan Iarovoi
Angel
|
1 | United States, United Kingdom, Russian Federation | Seed, Convertible Note, Angel | Software, SaaS, Internet | $110k–$5.7M |
|
Dr.Parker Vandermeer
Angel
|
1 | Canada | Pre-Seed | Medical, Recruiting, Health Care | |
|
Leslie MaGee
Angel
|
1 | Canada | Series A | SaaS, Software, Recruiting | |
|
David Henning
Angel
|
1 | Canada, United States | Seed, Venture - Series Unknown | Mobile, Software, Commercial | |
|
Jim English
Angel
|
1 | Canada | Series A | SaaS, Software, Recruiting | |
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Investor list
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
- Lead/follow: no public data
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 — Elevate your logistics game while reducing your carbon footprint with GoBolt, your trusted 3PL provider focused on sustainability.
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 from formation through to M&A.Jennifer is a Venture Capital Advisor at Harvard BusinessSchool 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, Artificial Intelligence, SaaS
- Stage:Seed, Series A, Pre-Seed
- Geography: United States, Canada
Investor stats
- Total investments: 23
- Round size: Seed $930k–$3M; Pre-Seed $4M–$4.5M; Series A $3M–$75M
- Lead/follow: 9% lead, 91% follow
Portfolio highlights
- Invalidate — IPR-tested prior art search. The ultimate patent invalidation tool.
- Infringements — Monitor your patents and get instant alerts on potential infringements.
- Patented.ai — The most powerful AI engine for intellectual property.
Matthew Cowan is The Corporate Director At BitGo.
Show more...Investment focus
- Industry: SaaS, Mobile, Software
- Stage:Seed, Series B, Series D
- Geography: United States, Canada, Israel
Investor stats
- Total investments: 34
- Round size: Seed $1.6M–$2M; Series B $31M–$60M; Series D $12M–$250M
- Lead/follow: 38% lead, 62% follow
Portfolio highlights
- Uvaro — 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!
- LUUM — LUUM Lash is revolutionizing the beauty industry with the world's first robotic lash extensions. The power of machine learning, AI and robotics combine to help lash artists improve efficiency, precision and overall results.
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 — Looking for the best betting sites in Canada? Compare Canadian sportsbooks by sports coverage, crypto payments, withdrawals, and location.
Anil Dharni is based out of San Francisco, California, and is the CEO and Co-founder of Sense. Anil previously worked at Funzio as a Co-founder and COO. Anil Dharni attended MIT’s Sloan School of Management.
Show more...Investment focus
- Industry: Mobile, Apps, Sales
- Stage:Seed, Series A
- Geography: United States, Canada, India
Investor stats
- Total investments: 8
- Round size: Seed $410k–$3.3M
- Lead/follow: 13% lead, 87% follow
Portfolio highlights
- Frond — Building new spaces for communities that can't share a place.
- Uvaro — 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!
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: Podcast, E-Learning, Employment
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 2
- Round size: Seed $845k–$912k
- Lead/follow: 100% lead, 0% follow
Portfolio highlights
- Luminari — Canada's largest professional community of CPAs
- LumiQ — LumiQ makes earning CPD hours fun and accessible for individual accounting professionals and teams on-the-go. Get started now!
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, Sales
- Stage:Series A, Seed, Series B
- Geography: United States, Canada
Investor stats
- Total investments: 17
- Round size: Seed $1.6M–$1.6M; Series A $3.5M–$9.7M; Series B $15M–$50M
- Lead/follow: 47% lead, 53% follow
Portfolio highlights
- Uvaro — 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!
- Caribou — Thinking about refinancing your auto loan? MotoRefi offers clear guidance and expert tips to help you save money and make the best financial decision for your car or truck loan. Start saving 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, SaaS, Internet
- Stage:Seed, Series A, Angel
- Geography: Canada
Investor stats
- Total investments: 14
- Round size: Seed $549k–$1.6M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Uvaro — 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!
- Aterica Digital Health — Aterica is a consumer-focused digital health company that develops health measurement, monitoring, and diagnostic products to enable individuals and families to actively manage their health on their own terms. We are based in the vibrant, hi-tech community of Waterloo, Ontario, Canada, home to Myo’s Thalmic Labs, BlackBerry, Christie Digital,Desire2Learn, Google, OpenText, and many more innovative leaders.
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 — Situs toto togel158 ialah toto togel online no 1 di Indonesia pada saat ini. Daftar dunia togel dan gabung bersama situs togel 158 resmi dengan harga yang lebih memuaskan togel lovers.
Kirk Simpson is the CEO of Confirm. He is a passionate team builder, innovator, and entrepreneur with more than two decades of experience leading disruptive technology ventures.Before his current role at Confirm, Kirk co-founded Wave Financial Inc., a company dedicated to providing financial services and software solutions to small businesses.Under his leadership as CEO, Wave expanded significantly, achieving $100M in annual revenue and growing its team to 370 employees. This growth culminated in Wave’s acquisition by H&R Block for $537M in June 2019.In the same year, Kirk’s exceptional leadership was recognized when he was named Canada’s Most Admired CEO in the growth category by Waterstone Human Capital.Beyond his role at Confirm, Kirk actively contributes to the North American startup ecosystem as an angel investor and advisor.
Show more...Investment focus
- Industry: Software, Finance, Sales
- Stage:Seed, Series A, Angel
- Geography: Canada
Investor stats
- Total investments: 7
- Round size: Seed $1.6M–$11M; Series A $27M–$30M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Mantle — A next generation platform for modern founders, powered by AI.
- Ten Key Labs — Mantle is a next generation ownership and equity management platform for modern founders, powered by AI.
- Float Financial — Float Financial: Corporate cards, expense management, bill payments & high-yield accounts for Canadian businesses. Modern banking built for growth.
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822 industries, 177 countries. Updated daily. Emails and phones included.
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Rand is an accomplished recruitment professional with over a decade of global experience, spanning across London, Los Angeles, and his current base in Vancouver, BC. Rand started his professional journey as a designated CPA in the UK. He founded his first business in the music industry at age 23 and successfully sold his company before pursuingrecruitment as his profession and moving to North America. In 2019, Rand came up with the vision to create a game changing scalable marketplace for recruitment, one that would seamlessly connect national and global clients with a vast network of freelance recruiters throughout North America. Together with Parv Subramani, they built a sustainable and scalable recruitment platform that is now used by over 7000+ recruiters across North America.
Show more...Investment focus
- Industry: SaaS, Accounting, Recruiting
- Stage:Pre-Seed
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: 100% lead, 0% follow
Portfolio highlights
- RNR Technology Inc. — We bridge the gap between top-tier candidates and accounting firms
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
- Lead/follow: no public data
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 — Elevate your logistics game while reducing your carbon footprint with GoBolt, your trusted 3PL provider focused on sustainability.
Jafar Owainati is the Co-founder at Barley. He is a former Co-Founder at Loopio. Jafar Owainati attended Northwestern University - Kellogg School of Management and Queen's University.
Show more...Investment focus
- Industry: Software, Employment, Recruiting
- Stage:Pre-Seed
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Talin — Talin runs sourcing, outreach, and follow-up for business development and recruiting. Full-desk recruitment on autopilot for agency recruiters.
Mike Tilley
Show more...Investment focus
- Industry: SaaS, Software, Recruiting
- Stage:Series A
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: 0% lead, 100% follow
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.
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: Software, Enterprise Software, SaaS
- Stage:Seed, Series A
- Geography: Canada
Investor stats
- Total investments: 4
- 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.
Bogdan Iarovoi is a Managing Partner of SmartHub Investments.
Show more...Investment focus
- Industry: Software, SaaS, Internet
- Stage:Seed, Convertible Note, Angel
- Geography: United States, United Kingdom, Russian Federation
Investor stats
- Total investments: 32
- Round size: Seed $394k–$5.7M; Angel $110k–$300k
- Lead/follow: 3% lead, 97% follow
Portfolio highlights
- Snipfeed — Build your storefront in minutes. Access everything you need to monetize and grow your brand. Create and sell online courses, digital downloads and more.
- 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.
Parker Vandermeer is an individual investor.
Show more...Investment focus
- Industry: Medical, Recruiting, Health Care
- Stage:Pre-Seed
- Geography: Canada
Investor stats
- Total investments: 1
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Cherry Health — Cherry Health is your medical network. Where healthcare connects, finds jobs and more.
Leslie MaGee
Show more...Investment focus
- Industry: SaaS, Software, Recruiting
- Stage:Series A
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: 0% lead, 100% follow
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 Henning - Partner @ Otimo Retail
Show more...Investment focus
- Industry: Mobile, Software, Commercial
- Stage:Seed, Venture - Series Unknown
- Geography: Canada, United States
Investor stats
- Total investments: 2
- Lead/follow: 50% lead, 50% follow
Portfolio highlights
- Wirkn — Looking for the best betting sites in Canada? Compare Canadian sportsbooks by sports coverage, crypto payments, withdrawals, and location.
- Logiwa — Optimize your enterprise warehouse fulfillment operations with Logiwa IO. Scale flawlessly and boost margins with an AI- and cloud-native WMS.
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
- Stage:Series A
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: 0% lead, 100% follow
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.
Recruiting Angel investor funding in Canada at a glance
Stats across 13 deals from 25 investors.
Access all 25 angel investors in Canada Recruiting startups.
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