Top 10 Hospitality Angel Investors in Canada (June 2026)
For AI agents: Short investor table (Markdown), Detailed investor list (Markdown)
| Investor | Relevant Deals | Geography | Stage | Focus | Round Size |
|---|---|---|---|---|---|
|
Mo Larbi Bennis
Angel
|
2 | Canada | Seed, Convertible Note | Consumer, Nightlife, Enterprise | |
|
Peter M. Kern
Angel
|
2 | Canada, France, United States | Series A, Seed, Series B | Travel, Mobile, E-Commerce | $1M–$10M |
|
Jesse Kaplan
Angel
|
2 | Canada | Seed, Series A | SaaS, Mobile, Travel | |
|
Rasool Rayani
Angel
|
2 | Canada, United States | Seed, Angel, Pre-Seed | SaaS, Mobile, Content | $500k–$3.2M |
|
Andrew Wilkinson
Angel
|
1 | Canada, United States, Germany | Seed, Series A, Pre-Seed | Software, Internet, SaaS | $165k–$27M |
|
Steven Myhill-Jones
Angel
|
1 | Canada | Seed | SaaS, Mobile, Travel | $165k–$573k |
|
David Arnsdorf
Angel
|
1 | Canada, United States | Seed, Angel | SaaS, Marketing, Cloud Computing | $512k–$1.5M |
|
Darren Huston
Angel
|
1 | Canada | Seed, Series A | Hospitality | |
|
Tom Williams
Angel
|
1 | United States, Canada, India | Seed, Series A, Series B | Software, Health Care, Financial Services | $1.3M–$67M |
|
Rajiv Khaneja
Angel
|
1 | Canada | Seed | SaaS, Mobile, Travel | $573k–$3.2M |
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Mo Larbi Bennis
Show more...Investment focus
- Industry: Consumer, Nightlife, Enterprise
- Stage:Seed, Convertible Note
- Geography: Canada
Investor stats
- Total investments: 2
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- bottlebeez — bottlebeez is a multipurpose suite of mobile and web applications aimed for consumers and businesses within the hospitality and nightlife space.
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, France, United States
Investor stats
- Total investments: 8
- Round size: Seed $1M–$1.5M; Series A $7.8M–$10M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Kolet — Get mobile Internet wherever you travel. Keep your physical SIM, no more roaming costs, easy installation and global coverage. Test Kolet for free!
- 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.
- 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.
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, Mobile, Content
- Stage:Seed, Angel, Pre-Seed
- Geography: Canada, United States
Investor stats
- Total investments: 11
- Round size: Seed $500k–$3.2M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Outway — Inspiring personal bests.
- Defined — Real-time token prices, charts, wallet tracking & trading terminal for Solana, Ethereum, Base, Arbitrum, Sui, BSC, Tron & many more networks
- Cognito Health — Canada's only integrated online mental health solution. Accessible and affordable treatment for your mental health. Book a free initial assessment today.
Andrew Wilkinson is the Co-Founder of Tiny. He attended Ryerson University.
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–$8.9M; Series A $18M–$27M
- Lead/follow: 8% lead, 92% follow
Portfolio highlights
- Lula — Making Mobility Viable and Profitable
- Letter — Thoughtful finance, banking, and modern wealth management for high net worth individuals.
- Cognito Health — Canada's only integrated online mental health solution. Accessible and affordable treatment for your mental health. Book a free initial assessment today.
Steven Myhill-Jones
Show more...Investment focus
- Industry: SaaS, Mobile, Travel
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 2
- Round size: Seed $165k–$573k
- Lead/follow: 0% lead, 100% follow
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.
David Arnsdorf - Co-Founder & Managing Partner @ Pomme Natural Markets
Show more...Investment focus
- Industry: SaaS, Marketing, Cloud Computing
- Stage:Seed, Angel
- Geography: Canada, United States
Investor stats
- Total investments: 6
- Round size: Seed $512k–$1.5M
- 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 — Join 1M+ members earning cash back on better-for-you products. Discover new brands by reading verified reviews, get exclusive cash back offers, and save money with Social Nature.
- Shadow Networks — Shadow Networks is a privately-held company that provides wireless internet service, cybersecurity, web designing, and hosting services. The company led by an experienced management team comprising former executives from networking and security leaders like Cisco, McAfee, Symantec, as well as top government research labs. They building a newgeneration of Active Threat Deception™ security solutions designed to combat today’s most dangerous and pervasive threats on Enterprises, Service Providers, and Government networks.Shadow Networks’ solutions will detect and mitigate a large number of new sophisticated attacks on enterprise and government networks; in particular, they targeting Advanced Persistent Threats (APTs) that have proven extremely vexing for existing security solutions–many of them are not caught today despite organizations spending over $9B on overall network security.With a proven foundation based on over 5 years of Government-funded research, and with technologies already deployed and proven at the US Department of Defense and other government agencies, the Shadow Networks platform aims to change the economics for APT attacks and turn the tables on attackers.
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 — Operto's comprehensive hospitality management software streamlines operations, enhances guest experiences, and drives growth.
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: 77
- Round size: Seed $1.3M–$5M; Series A $7M–$21M; Series B $10M–$67M
- Lead/follow: 5% lead, 95% follow
Portfolio highlights
- Unito — Unito is taking on a major problem that people are passionate about solving: they make it easier to collaborate across teams. They don't make users learn new tools and change the way they work. By connecting work management tools, they allow managers, cross-functional teams, departments, and entire companies to benefit from seamlesscollaboration and improved communication. The app syncs projects across a number of tools like Trello, Asana, JIRA, GitHub, Wrike, Zendesk & Hubspot. This is a hard problem of semantics, synchronization, and APIs.
- North One — 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.
- Possible Finance — Get money in minutes, build credit history and avoid hidden fees with Possible Finance. Apply in the app with just a few taps and manage money on your terms.
Rajiv Khaneja is the Founder at AdButler
Show more...Investment focus
- Industry: SaaS, Mobile, Travel
- Stage:Seed
- Geography: Canada
Investor stats
- Total investments: 2
- Round size: Seed $573k–$3.2M
- Lead/follow: 0% lead, 100% follow
Portfolio highlights
- Outway — Inspiring personal bests.
- 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.
Hospitality Angel investor funding in Canada at a glance
Stats across 12 deals from 17 investors.
Access all 17 angel investors in Canada Hospitality startups.
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