Top 10 Hospitality 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 |
|---|---|---|---|---|---|
|
Jesse Kaplan
Angel
|
2 | Canada | Seed, Series A | SaaS, Mobile, Travel | |
|
Rasool Rayani
Angel
|
2 | Canada, United States | Seed, Angel, Pre-Seed | SaaS, Content, Cloud Computing | $500k–$2.5M |
|
Mo Larbi Bennis
Angel
|
2 | Canada | Seed, Convertible Note | Consumer, Nightlife, Enterprise | |
|
Steven Myhill-Jones
Angel
|
1 | Canada | Seed | SaaS, Mobile, Travel | |
|
Andrew Wilkinson
Angel
|
1 | Canada, United States, Germany | Seed, Series A, Pre-Seed | Software, Internet, SaaS | $165k–$581k |
|
Peter M. Kern
Angel
|
1 | Canada, United States | Series A, Seed, Series B | Travel, Mobile, E-Commerce | $8M–$8M |
|
Tom Williams
Angel
|
1 | United States, Canada, India | Seed, Series A, Series B | Software, Health Care, Financial Services | $1.3M–$67M |
|
Jean-François Grenon
Angel
|
1 | Canada | Seed, Series A, Angel | Software, Machine Learning, Computer | |
|
Darren Huston
Angel
|
1 | Canada | Seed, Series A | Hospitality | |
|
David Arnsdorf
Angel
|
1 | Canada, United States | Seed, Angel | SaaS, Cloud Computing, Marketing | $508k–$1M |
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Investor list
Jesse Kaplan
Show more...Investment focus
- Industry: SaaS, Mobile, Travel
- Stage:Seed, Series A
- Geography: Canada
Investor stats
- Total investments: 3
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Buyosphere —
- GuestDriven — GuestDriven is a hospitality-focused guest engagement solution. We help hotels directly interact with guests, learn their preferences, build relationships and upsell inventory through personalized, moment-based targeted offers and communications.Guests are empowered with the ability to personalize and take full control of their stay, resultingin higher satisfaction, better reviews and more brand advocates.Founded in 2010 and headquartered in Montreal, Canada, GuestDriven has implementations in over 60 cities worldwide. Our team is dedicated to revolutionizing the most universal industry in the world.
Rasool is a serial entrepreneur with experience in the software, healthcare, and CPG industries. He continues to maintain his passion for technology as an active angel investor with a focus on b2b, consumer saas and health tech. Rasool maintains an active role with CEO’s as a board member, mentor and advisor. He currently serves on the boards ofthe Victoria Foundation, VIATEC, and Checkfront Software.
Show more...Investment focus
- Industry: SaaS, Content, Cloud Computing
- Stage:Seed, Angel, Pre-Seed
- Geography: Canada, United States
Investor stats
- Total investments: 11
- Round size: Seed $500k–$2.5M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Outway — Inspiring personal bests.
- Defined — Crypto DeFi data & infrastructure for pricing, charts, indexing, & custom APIs.
- Cognito Health — Canada's only integrated online mental health solution. Accessible and affordable treatment for your mental health. Book a free initial assessment today.
Mo Larbi Bennis
Show more...Investment focus
- Industry: Consumer, Nightlife, Enterprise
- Stage:Seed, Convertible Note
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: no public data
Portfolio highlights
- bottlebeez — bottlebeez is a multipurpose suite of mobile and web applications aimed for consumers and businesses within the hospitality and nightlife space.
Steven Myhill-Jones
Show more...Investment focus
- Industry: SaaS, Mobile, Travel
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: no public data
Portfolio highlights
- Kiind.me — Buy, send and track digital gift cards for your reward and incentive programs.
- Checkfront — With over 4000 customers in 120 countries, Checkfront is an Built on the _Saas_ model, Checkfront is a fully managed solution. It includes automated updates, backups, and industry-leading security on a high speed, highavailability network.
Andrew Wilkinson is the founder of Flow. Andrew Wilkinson attended Ryerson University in 2004.
Show more...Investment focus
- Industry: Software, Internet, SaaS
- Stage:Seed, Series A, Pre-Seed
- Geography: Canada, United States, Germany
Investor stats
- Total investments: 12
- Round size: Seed $165k–$581k
- Lead/follow: 8% lead, 92% follow
Portfolio highlights
- Practice — Sell your expertise online, and manage your business, all in one place.
- Cognito Health — Canada's only integrated online mental health solution. Accessible and affordable treatment for your mental health. Book a free initial assessment today.
- Windsor.io — Windsor lets sales and marketing teams improve conversion with personal videos. Record a single video, hook up your CRM and hit send. Our AI will create and send a personal video to every recipient
Peter M. Kern has been a director of Expedia since completion of the IAC/Expedia Spin-Off.Peter Kern is a Managing Partner of InterMedia Partners, LP, a private equity firm.Prior to joining InterMedia, Mr. Kern was Senior Managing Director and Principal of Alpine Capital LLC.Prior to Alpine Capital, Mr. Kern founded Gemini Associates in1996 and served as President from its inception through its merger with Alpine Capital in 2001.Prior to founding Gemini Associates,Peter Kern was at the Home Shopping Network and Whittle Communications.Since April 2013,Peter Kern has served as Chairman of the Board of Directors of Hemisphere Media Group, Inc., a publicly-traded Spanish-language media company.Mr. Kern also serves on the boards of a number of private companies, including Televicentro of Puerto Rico, LLC, Luxury Retreats International Holdings, Inc. and Cine Latino, Inc.Mr. Kern holds a B.S. degree from the Wharton School at the University of Pennsylvania.
Show more...Investment focus
- Industry: Travel, Mobile, E-Commerce
- Stage:Series A, Seed, Series B
- Geography: Canada, United States
Investor stats
- Total investments: 6
- Round size: Series A $8M–$8M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Busbud — Travel the world by bus. Compare and easily book bus tickets from thousands of bus companies for your next destination with Busbud.
- Snapcommerce — A new way to shop that maximizes savings, benefits and rewards on mobile.
- Super.com — Through rich rewards and everyday savings, Super helps you access more of what you want at better prices, escape overspending, and level up life.
Tom Williams
Show more...Investment focus
- Industry: Software, Health Care, Financial Services
- Stage:Seed, Series A, Series B
- Geography: United States, Canada, India
Investor stats
- Total investments: 74
- Round size: Seed $1.3M–$5M; Series A $5.1M–$12M; Series B $10M–$67M
- Lead/follow: 4% lead, 96% follow
Portfolio highlights
- Unito — Connect the tools you're already using with deep 2-way integrations and optimize workflows for Asana, Jira, Trello, Google Sheets and more.
- Delphia — Invest with your data, not your money.
- NorthOne — NorthOne is an online Business Account with built-in features to make business banking fast and easy. No overdraft fees. No minimum balance. No hidden fees.
Jean François Grenon brings more than 25 years of expertise in the telecom and wireless space. Prior to forming Vectrad Networks and then NTF-Capital in 2003, Jean-François was Chairman and CEO of Innova Corporation, a company he led folllowing its listing on the NASDAQ.Jean-François graduated from the Ecole Polytechnique de Montreal andholds a Harvard Business School MBA.He sits on the board of several innovation driven corporations including Inter-Mobile S.A.S, a NexTFund portfolio company.
Show more...Investment focus
- Industry: Software, Machine Learning, Computer
- Stage:Seed, Series A, Angel
- Geography: Canada
Investor stats
- Total investments: 8
- Lead/follow: 38% lead, 62% follow
Portfolio highlights
- PlayFitt — PlayFitt is a fitness platform using experience in Sports Analytics, Machine Learning, Video Games.
- IntelliSports — IntelliSports is a Montreal based technology company that is combining real world sports with a digitally engaging experience and A.I. to create real world gaming.At IntelliSports they firmly believe that getting healthy should be as much fun as Levelling Up in your favourite video game. They are using their experience in Sports Analytics, MachineLearning, Video Games and mass market consumer technology to create a fitness platform where users can train, group up, compete and enjoy many of the most engaging elements of modern video games.
- Sollum Technologies — Sollum Technologies is offers greenhouse producers the only smart LED lighting solution which dynamically reproduces the full spectrum of the sun’s natural light. It is based in Montréal (Québec, Canada), where its design, development and manufacturing activities are concentrated. It works closely with its clients to modulate and create recipesadapted to the growth cycle of each product, regardless of its native climate in the world and the location of the greenhouse. Sollum’s lighting solutions thereby provide unparalleled value in terms of energy savings, productivity and superior produce quality through a flexible, adaptive and easy-to-use application, with great respect for the environment.
Darren Huston, from 1990 to 1992 was an economic advisor in the Canadian government. From 1994 to 1998 held an executive position with McKinsey & Company. From 1998 to 2003 he was a Senior Vice President at Starbucks. In 2005 he became President and CEO of Microsoft Japan, and from 2008 served as Microsoft’s Corporate Vice President, leadingthe company’s Consumer & Online business. Darren Huston joined Booking.com as CEO in September 2011 and became CEO of parent company Priceline on 1 January 2014. In May 2016 Darren Huston joined BlackPines Capital Partners.
Show more...Investment focus
- Industry: Hospitality
- Stage:Seed, Series A
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: 50% lead, 50% follow
Portfolio highlights
- Operto Guest Technologies — Property automation made simple: We connect guests, property managers, services and IoT, across all accommodation types.
David Arnsdorf - Co-Founder & Managing Partner @ Pomme Natural Markets
Show more...Investment focus
- Industry: SaaS, Cloud Computing, Marketing
- Stage:Seed, Angel
- Geography: Canada, United States
Investor stats
- Total investments: 6
- Round size: Seed $508k–$1M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Checkfront — With over 4000 customers in 120 countries, Checkfront is an Built on the _Saas_ model, Checkfront is a fully managed solution. It includes automated updates, backups, and industry-leading security on a high speed, highavailability network.
- Social Nature — With Social Nature, people can try natural products for FREE in exchange for writing a product review on social media, #trynatural.
- Shadow Networks — Get this domain name before someone else does. Quick and painless shopping. Affordable payment options available.
Hospitality Angel investor funding in Canada at a glance
Stats across 10 deals from 14 investors.
Access all 14 angel investors in Canada Hospitality startups.
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