Ryan Holmes logo

Ryan Holmes

North America, British Columbia, Canada, Vancouver

Description

Ryan Holmes, widely recognized as the founder and former CEO of Hootsuite, has transitioned into an active and influential angel investor, primarily focusing on the burgeoning Canadian technology ecosystem. Leveraging his deep operational experience gained from scaling a global SaaS company, Holmes brings a unique founder-centric perspective to his investment decisions. He is particularly keen on supporting early-stage ventures, often participating in angel and seed rounds, though he has also made strategic investments in Series A funding for select high-potential companies.

His investment thesis often gravitates towards B2B software, SaaS platforms, and companies that address market inefficiencies or offer innovative solutions in the digital space, mirroring his background at Hootsuite. Holmes is known for providing not just crucial early capital but also invaluable strategic guidance, mentorship, and access to his extensive network within the tech industry. His portfolio, as tracked by platforms like Crunchbase, includes over 20 distinct investments, showcasing his commitment to fostering the next generation of tech leaders across Canada.

Among his notable investments are companies such as Thinkific, Later, Bench, VanHack, Jane.app, Trulioo, and Dooly. Many of these ventures are based in Vancouver or are Canadian-founded, underscoring his dedication to strengthening the local and national tech landscape. His typical first checks range from approximately $50,000 for smaller participations up to $300,000 for more significant angel or seed contributions, positioning him as a substantial early-stage supporter.

Holmes's involvement in a startup is often seen as a significant vote of confidence, offering founders the benefit of his entrepreneurial journey and insights into navigating the complexities of scaling successful technology ventures from inception to global reach. His continued activity as an investor solidifies his role as a key figure in the Canadian startup community.

Investor Profile

Ryan Holmes has backed more than 28 startups, with 0 new investments in the last 12 months alone. The firm has led 1 rounds, about 4% of its total and boasts 8 exits across its portfolio.

Investment Focus Highlights

  • Concentrates on Seed, Angel, Pre Seed rounds (top funding stages).
  • Majority of deals are located in United States, Canada, Hong Kong.
  • Strong thematic focus on Software, SaaS, Enterprise Software.
  • Typical check size: $50K – $300K.

Stage Focus

  • Seed (64%)
  • Angel (14%)
  • Pre Seed (11%)
  • Series A (7%)
  • Series B (4%)

Country Focus

  • United States (57%)
  • Canada (39%)
  • Hong Kong (4%)

Industry Focus

  • Software
  • Saas
  • Enterprise Software
  • Fintech
  • Marketing
  • B2b
  • Internet
  • Financial Services
  • Human Resources
  • Marketplace
circle-line
FAQ

Frequently Asked Questions

Learn who this investor regularly partners with—both firms and angels—and explore their latest activity.

Who does Ryan Holmes frequently co-invest with?

Kleiner Perkins
North America, California, United States, Menlo Park
Co-Investments: 2
LAUNCH
North America, California, United States, San Francisco
Co-Investments: 2
Bezos Expeditions
North America, District of Columbia, United States, Washington
Co-Investments: 2
Aventrock Ventures
North America, Alberta, Canada, Calgary
Co-Investments: 2
Y Combinator
North America, California, United States, Mountain View
Co-Investments: 2
BDC Venture Capital
North America, Alberta, Canada, Calgary
Co-Investments: 3
Greycroft
North America, New York, United States, New York
Co-Investments: 2
Foundry Group
North America, Colorado, United States, Boulder
Co-Investments: 2
Voyager Capital
North America, Washington, United States, Seattle
Co-Investments: 3
Techstars Ventures
North America, Colorado, United States, Boulder
Co-Investments: 4

Which angels does Ryan Holmes often collaborate with?

DS
North America, Massachusetts, United States, Boston
Shared Deals: 2
GE
North America, Pennsylvania, United States, Pittsburgh
Shared Deals: 3
Manny Padda
North America, British Columbia, Canada, Vancouver
Shared Deals: 3
David O. Sacks
North America, California, United States, San Francisco
Shared Deals: 2
AN
North America, California, United States, Los Altos
Shared Deals: 2
NR
North America, California, United States, San Francisco
Shared Deals: 2
Daniel Debow
North America, Ontario, Canada, Toronto
Shared Deals: 2
Tobias Lütke
North America, Ontario, Canada, Ottawa
Shared Deals: 2
HS
North America, California, United States, Redwood City
Shared Deals: 2
BN
North America, California, United States, San Francisco
Shared Deals: 2

What are some of recent deals done by Ryan Holmes?

Favs

Los Angeles, California, United States

Favs is a social networking platform for close friends.

ConsumerMobile AppsPrivate Social NetworkingSocial CRMSocial MediaSocial NetworkSoftware
Pre SeedSep 14, 2023
Amount Raised: $1,500,000
Blossom Social

Vancouver, British Columbia, Canada

Blossom Social is a social network that helps retail investors make better investment decisions.

Financial ServicesFinTechSocial Network
AngelSep 1, 2022
Amount Raised: $570,407
Kiwi Grocery

Calgary, Alberta, Canada

Kiwi Grocery is an e- commerce application that provides food products and delivery services.

GroceryLogisticsSupply Chain Management
Pre SeedDec 31, 2021
Amount Raised: $1,028,440
Surf

Toronto, Ontario, Canada

Surf provides brands a better way to engage and understand consumers while compensating consumers for their data.

ConsumerLoyalty ProgramsMarketingSoftwareWeb3
SeedNov 4, 2021
Amount Raised: $2,200,000
Acquire.com

San Mateo, California, United States

Acquire.com (formerly MicroAcquire) is the world's largest startup acquisition marketplace that helps startups find buyers and get acquired.

Business IntelligenceFinTechMarketingMarketplaceSocial Entrepreneurship
SeedJul 6, 2021
Amount Raised: $6,300,000
Truss

San Francisco, California, United States

Truss is a financial technology company that moves money for construction businesses.

B2BConstructionFinancial ServicesFinTechMobile PaymentsPaymentsPropTechTransaction Processing
SeedMar 31, 2021
Amount Raised: $656,591
SoleSavy

Vancouver, British Columbia, Canada

SoleSavy is a step into a genuine collective of sneaker culture.

AppsCommunitiesE-CommerceFashionLifestyleMarketplaceMobileRetail
SeedJan 11, 2021
Amount Raised: $2,000,000
Pioneer Square Labs

Seattle, Washington, United States

Pioneer Square Labs is a studio that creates and launches technology startups.

Enterprise SoftwareInternetMobile
Series BJan 18, 2018
Amount Raised: $15,000,000
Klue

Vancouver, British Columbia, Canada

Klue is an AI powered competitive enablement platform that helps salespeople win the deals they should have won.

Artificial Intelligence (AI)B2BEnterprise SoftwareMachine LearningSaaS
SeedSep 27, 2017
Amount Raised: $4,000,000
HigherMe

Boston, Massachusetts, United States

HigherMe uses data and video to help retail and service employers find, screen, and hire better employees faster.

RecruitingRetail TechnologySaaS
SeedOct 19, 2016
Amount Raised: $1,500,000