Top 10 Hospitality Angel Investors in Canada in January 2026

Last updated: Jan 2026 A list of 10 angel investors that invest in Hospitality startups based in Canada. We rank investors based on the number of investments they made in Hospitality companies from Canada. We update this investor list every month.

Top 10 Hospitality Angel Investors in Canada in January 2026

Investor	Hospitality Canada investments
Jesse Kaplan	2
Mo Larbi Bennis	2
Rasool Rayani	2
David Arnsdorf	1
Darren Huston	1
Steven Myhill-Jones	1
Peter M. Kern	1
Jean-François Grenon	1
Andrew Wilkinson	1
Tom Williams	1

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Investor list

Jesse Kaplan

Investment focus

SaaS, Mobile, Travel
Seed, Series A, Funding Round
Canada

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.

Mo Larbi Bennis

Investment focus

Consumer, Nightlife, Enterprise
Seed, Convertible Note
Canada

Portfolio highlights

bottlebeez — bottlebeez is a multipurpose suite of mobile and web applications aimed for consumers and businesses within the hospitality and nightlife space.

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.

Investment focus

SaaS, Content, Cloud Computing
Seed, Angel, Pre-Seed
Canada, United States

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.

David Arnsdorf - Co-Founder & Managing Partner @ Pomme Natural Markets

Investment focus

SaaS, Cloud Computing, Marketing
Seed, Angel, Funding Round
Canada, United States

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.

Investment focus

Hospitality
Seed, Series A
Canada

Portfolio highlights

Operto Guest Technologies — Operto's comprehensive hospitality management software streamlines operations, enhances guest experiences, and drives growth.

Steven Myhill-Jones

Investment focus

SaaS, Mobile, Travel
Seed
Canada

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.

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.

Investment focus

Travel, Mobile, E-Commerce
Series A, Seed, Series B
Canada, United States

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.

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.