Kevin Kimsa
Managing Partner @ ScaleUP Ventures
Toronto, Canada
Kevin Kimsa is a seed investor at ScaleUP Ventures in Toronto focused on Software and Internet. In his role as General Partner at ScaleUP Ventures, Kevin Kimsa is responsible for investing in and supporting early stage portfolio companies in the North American market, with a focus on Enterprise Software, Artificial Intelligence and FinTech.Prior to founding ScaleUP Ventures, Kevin has spent more than 20 years in operational managementpositions at growth companies including live event e-commerce platform provider AudienceView Ticketing Inc., where he current serves as Executive Chair. His entrepreneurial successes also include co-founding IP billing software firm Solect Technology Group (sold to Amdocs Inc. in 2000 for US$1.2 billion), and software firm Casero Inc. (sold to Radialpoint in 2009.)Kevin’s solid track record in operations includes roles as the CEO and COO at companies he founded or co-founded, and successful completion of numerous financing rounds with a mixture of venture capitalists and strategic investors.Kevin is a 2002 recipient of Canada's Top 40 Under 40 Award, and is a Board member of Toronto East General Hospital and the Centre for Business, Entrepreneurship and Technology, University of Waterloo (Advisory Board). He holds a Bachelor of Mathematics degree with a major in computer science and statistics from the University of Waterloo.
- Total investments:
- 12
- Last investment:
- Lead investor:
- 42%
Last updated:
For AI agents: llms.txt
Industries Kevin Kimsa invests in
Stages Kevin Kimsa invests in
Countries Kevin Kimsa invests in
Round sizes
Round size
- Seed
- $5M–$7.5M
- Series A
- $3M–$9M
- Series B
- $8.1M–$22M
Investment Focus
Industry
- Software 3 (25%)
- Internet 2 (17%)
- Artificial Intelligence 2 (17%)
- Q&A 1 (8%)
- Apps 1 (8%)
Stage
- Seed 3 (25%)
- Series A 3 (25%)
- Series B 2 (17%)
- Angel 1 (8%)
- Series C 1 (8%)
Country
- Canada 6 (50%)
- United States 3 (25%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
Skyward Wildfire Technologies
|
Skyward is a climate & fire solution that prevents lightning, when and where needed, from starting catastrophic wildfires | $5.8M / Seed / Feb 12, 2026 | |
XGS Energy
|
XGS Energy is a geothermal heat harvesting technology company. | $13M / Mar 26, 2025 | |
Mysa
|
Mysa is the first ever high-voltage thermostat that is truly smart. It is fully featured for the conscientious consumer: smart learning features which amount to approximately 15% savings on energy bills, remote access to control their home’s heating through their smartphone from anywhere in the world, and integration with popular smart homeplatforms (Amazon Alexa, Google Home, and Apple Homekit) | $8.1M / Series B / Oct 02, 2024 | |
LineVision
|
LineVision provides electric utilities with the real-time monitoring and analytics needed to secure the future of the grid. LineVision’s patented non-contact sensors collect critical information to unlock additional capacity on existing lines, provide insight into conductor health, and detect anomalies and risks. LineVision’s platform is rapidlydeployed at scale without the need for scheduled outages, live line work, or specialized installation equipment. LineVision is helping our utility partners around the world lead the energy transition by increasing the capacity, resilience, and safety of the grid. For more information visit: www.LineVisionInc.com | $33M / Series C / Oct 03, 2022 | |
Coconut Software
|
Our cloud based, enterprise level appointment scheduling and visitor management platform combines your on-location and digital channels, providing self-service booking and curbside pickup, online and physical queuing, wait time tracking, callback requests and virtual meeting support as well as contact center integration. | $22.3M / Series B / Oct 05, 2021 | |
Naborly
|
Naborly has reinvented how credit reports and scores work for the rental industry; Naborly helps landlords know who they're renting to, while giving tenants the tools to build credit with their rent payments, digitally share their rental application with any landlord, and revoke access to their data whenever they wish. | $7.5M / Seed / Oct 01, 2019 | |
Wysdom.AI
|
Wysdom is the world’s leading Virtual Agent Operations company, helping clients launch and operate virtual agents. Virtual agents can be an incredibly effective way for a company to deal with large volumes of customer service, sales or employee support challenges. The trouble is that most virtual agents are implemented and operated terribly.Wysdom provides the virtual agent operations team, tools and data to ensure their client's chatbots are performing at their very best. | Series A / Apr 20, 2018 | |
|
Coconut Software
|
Our cloud based, enterprise level appointment scheduling and visitor management platform combines your on-location and digital channels, providing self-service booking and curbside pickup, online and physical queuing, wait time tracking, callback requests and virtual meeting support as well as contact center integration. | $3M / Series A / Nov 07, 2017 | |
Thriver
|
Thriver is a food and culture platform that enables workplace culture programs that engage employees. The platform also enables the company to create new workplace programs around wellness, education, and teambuilding, as well as double down on research and development, and marketing functions. They fuel workplaces with an enterprise platform thatcurates food and experiences, tracks related spending, and gathers valuable employee feedback.Thriver was founded in 2015 and is headquartered in Toronto, Ontario, Canada. | $5M / Seed / Apr 04, 2017 | |
|
Wysdom.AI
|
Wysdom is the world’s leading Virtual Agent Operations company, helping clients launch and operate virtual agents. Virtual agents can be an incredibly effective way for a company to deal with large volumes of customer service, sales or employee support challenges. The trouble is that most virtual agents are implemented and operated terribly.Wysdom provides the virtual agent operations team, tools and data to ensure their client's chatbots are performing at their very best. | $6M / Series A / Mar 01, 2017 | |
| See all 12 investments → | |||
Co-Investors
About ScaleUP Ventures
ScaleUP Ventures is a venture capital firm that supports creative entrepreneurs and assists with investments. It is focused on early-stage venture capital with a preference for Business-to-Business opportunities. The firm was founded in 2016 and is based in Toronto, Ontario.
ScaleUP Ventures Contacts
| Name | Phone | Socials | |
|---|---|---|---|
|
Kevin Kimsa
Managing Partner
|
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Kiran Lingam
Executive In Residence
|
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Kiran Lingam
Executive In Residence
|
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Laith Shukri
Senior Analyst
|
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Matt Roberts
Partner
|
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FAQ
What does Kevin Kimsa invest in?
Kevin Kimsa invests primarily in Software, Internet and Artificial Intelligence startups, most often at Seed and Series A stage. Most of the 12 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Kevin Kimsa's check size?
Kevin Kimsa typically joins rounds of $5M–$7.5M at Seed, $3M–$9M at Series A and $8.1M–$22M at Series B. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Kevin Kimsa participates in.
When did Kevin Kimsa last invest?
The most recent investment recorded for Kevin Kimsa closed in Feb 2026. Shizune tracks 12 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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