Holmes is a contributor to the LinkedIn Influencers Program, where he writes about entrepreneurship and technology. Holmes also contributes regularly to news publications including Forbes, Fast Company and Inc.com.
Holmes was born in Vernon, British Columbia. He grew up on a farm without electricity. Holmes won a district-wide programming contest in the fifth grade, and the prize was an Apple IIc which was rewired to run off of a car battery. He spent much of his spare time on the computer, both at school and at home.
In 1997, Holmes enrolled in a business program at the University of Victoria on Vancouver Island but left the program early in 1997 to pursue entrepreneurial endeavors., he also studied at Okanagan College.
In high school, Holmes founded a paintball field as his first business which later became an online retailer. After dropping out of university in 1997 Holmes moved back to his hometown of Vernon and started his second business, a pizza restaurant called Growlies. He sold a franchise of the business in that year.
To re-pursue his passion for computers and be a part of the emerging tech industry, Holmes sold Growlies in 1999 and moved to Vancouver. While there he taught himself internet design and development and began working at a local technology firm.
Following this he founded Invoke, a digital media agency, where Hootsuite was born in 2008. Seven of the 21 employees at Invoke were tasked to work on building out the Hootsuite tool, at the time a freemium product that would enable businesses to incorporate social media into their marketing campaigns. In 2009, Holmes raised an initial round of Series A funding of $1.9 million for Hootsuite and spun it off as an independent company.
In 2012, he then raised another round of funding for Hootsuite $20 million from Canada-based VC Omers Ventures. In August 2013, Holmes announced Hootsuite had secured $165 million in a Series B round of funding, the largest ever for a Canadian software company, led by Insight Venture Partners with participation from Accel Partners and existing investor OMERS Ventures. Today, Hootsuite has nearly 1,000 employees, and over 16 million users around the globe and has expanded its reach into the Enterprise-level market for large-scale social media solutions.
In 2013 Holmes launched an accelerator program for young entrepreneurs called The Next Big Thing (later rebranded as The League of Innovators), in part to help foster a "Maple Syrup Mafia," the term he coined in early 2013 to describe a new Canadian technology powerhouse similar to the original PayPal Mafia.
In 2015, Holmes launched SpaceVR, a virtual reality platform for creating live, virtual space tourism. In 2016, SpaceVR raised $1.25million to send a virtual reality camera into space. SpaceVR’s Overview 1 satellite will orbit the earth and transmit immersive VR video images of outer space.
In 2016, he teamed with Steve Suchy to launch Oristand, an affordable cardboard standing desk/workstation.
In 2017, Holmes came out with a book, The 4 Billion Dollar Tweet, described by ZDNet as, "a guide to understanding and maximizing the use of social media." It is his first book. Holmes claimed that the book inspired Goldman Sachs Chief Executive Lloyd Blankfein to tweet for the first time in June 2017. 2012: Okanagan College Alumni Association’s Distinguished Alumni Award.
2013: Queen Elizabeth II Diamond Jubilee Medal.