David Ossip
CEO @ Dayforce
Toronto, Canada
David Ossip is a seed investor at Dayforce in Toronto focused on Software and Human Resources. David Ossip is Ceridian’s Chairman and Chief Executive Officer. He is the driving force behind the innovation, vision and leadership at Ceridian, one of the fastest growing Human Capital Management technology companies.In 2012, Ceridian acquired Dayforce, a highly successful cloud company founded by David. As President of Ceridian Dayforce,David began the transformation and renewal of Ceridian with focus on the Dayforce HCM offering. In 2013, David became the CEO of Ceridian and in 2015, Ceridian’s Chairman. David was recently named as one of the top CEOs by Glassdoor, and Ceridian one of the Best Places to Work in 2016.David also serves as Chairman of LifeWorks, an employee engagement company, offering an industry-first mobile Employee Engagement Platform, alongside wellness expertise to more than 15 million users in the US, Canada and the UK.David previously founded Workbrain, where he served as CEO and President. During his tenure at Workbrain, David was recognized with many awards for his leadership, including being named twice to Canada’s Best 50 Managed Companies, the Ernst and Young Entrepreneur of the Year Award, the Arthur Kroeger College Award for Management, as well as a nationally awarded Special Citation for Technology Innovation.He was most recently named a 2015 HRO Today Superstar Provider for demonstrating forward-thinking and transformative actions in the field of HR.David holds a B.A. in Econometrics and Quantitative Economics from the University of Toronto and an MBA from Harvard Business School.
- Total investments:
- 4
- Last investment:
- Lead investor:
- 0%
Last updated:
For AI agents: llms.txt
Industries David Ossip invests in
Stages David Ossip invests in
Countries David Ossip invests in
Round sizes
Round size
- Seed
- $788k–$1.4M
Investment Focus
Industry
- Software 2 (50%)
- Human Resources 2 (50%)
- Information Technology 2 (50%)
- SaaS 1 (25%)
- Eyewear 1 (25%)
Stage
- Seed 2 (50%)
- Series A 1 (25%)
- Private Equity 1 (25%)
Country
- Canada 3 (75%)
- United States 1 (25%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
Dayforce
|
Ceridian is a global human capital management (HCM) software company. Dayforce, our flagship cloud HCM platform, provides human resources, payroll, benefits, workforce management, and talent management capabilities in a single solution. Our platform helps you manage the entire employee lifecycle, from recruiting and onboarding, to paying people anddeveloping their careers. Ceridian provides solutions for organizations of all sizes, from small businesses to global organizations. | $150M / Private Equity / Mar 31, 2016 | |
Wealthsimple
|
Wealthsimple offers financial tools to help investors grow and manage their money. Wealthsimple builds a diversified portfolio of ETFs on the investors' behalf and guides them in achieving their financial goals. Wealthsimple is backed by a team of world-class financial experts. It was founded in 2014 and headquartered in Toronto, Ontario. | $1.4M / Seed / Sep 15, 2014 | |
North
|
North builds a technology that is human-centric and believes that people and technology go hand in hand. The company thus is building technologies discreetly built into fundamental parts of our lives that already exist. With over 400 people spanning four offices across North America, it is a crew of futurists, engineers, and designers and is alwayslooking to add more innovators to the team. | $788K / Seed / Dec 01, 2012 | |
Dayforce
|
Dayforce provides enterprise solutions that enable organizations to integrate performance objectives into the planning, scheduling, and management of their employees resulting in optimal organizational performance and profitability. | $15M / Series A / May 01, 2009 |
Co-Investors
Impression Ventures
1 deal together
THL
1 deal together
About Dayforce
Ceridian is a global human capital management (HCM) software company. Dayforce, our flagship cloud HCM platform, provides human resources, payroll, benefits, workforce management, and talent management capabilities in a single solution. Our platform helps you manage the entire employee lifecycle, from recruiting and onboarding, to paying people anddeveloping their careers. Ceridian provides solutions for organizations of all sizes, from small businesses to global organizations.
Dayforce Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Chris Armstrong
Chief Customer Officer
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David Ossip
CEO
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Joe Korngiebel
Executive Vice President, Chief Product & Technology Officer
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Leagh Turner
President and Chief Operating Officer
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Noémie Heuland
Executive Vice-President, Chief Financial Officer
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FAQ
What does David Ossip invest in?
David Ossip invests primarily in Software, Human Resources and Information Technology startups, most often at Seed and Series A stage. Most of the 4 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is David Ossip's check size?
David Ossip typically joins rounds of $788k–$1.4M at Seed. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds David Ossip participates in.
When did David Ossip last invest?
The most recent investment recorded for David Ossip closed in Mar 2016. Shizune tracks 4 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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