David Ossip
Angel Investor
Toronto, Canada
David Ossip is a seed investor in Toronto focused on Software and Human Resources. David D. Ossip is based out of North York, Ontario, and is the CEO & Founder of Dayforce. David previously worked at Dragoneer Growth Opportunities as a Member Board Of Directors. David D. Ossip attended the Harvard Business School. David D. Ossip has been awarded Glassdoor's Employees' Choice Top CEO 2018.
- 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
Contacts
| Type | Contact | Validation |
|---|---|---|
| Work email | ||
| Personal email | ||
| Work phone | ||
| Personal phone | ||
| Socials |
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 |
|---|---|---|---|
| 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 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 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 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 |
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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.
How do I contact David Ossip?
Public channels for David Ossip include LinkedIn, X (Twitter) and Facebook. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
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 Oct 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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