# Jordan Jacobs

> Jordan Jacobs is a Series B investor at Radical Ventures backing Artificial Intelligence. See 20 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Radical Ventures](https://shizune.co/investors/profile/radical-ventures)
- Location: Toronto, Canada
- Total investments: 20
- Last investment: Aug 2026
- Lead investor: 55%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/jordanjacobs1/
- X (Twitter): https://twitter.com/jordanjacobs10?lang=en
- Website: https://x.com/jordanjacobs10?lang=en

Jordan Jacobs is a Series B investor at Radical Ventures in Toronto focused on Artificial Intelligence and Software. Jordan Jacobs is co-founder of Layer 6 AI and was co-CEO prior to its acquisition in January 2018 by TD Bank Group where he is now Chief AI Officer (Business & Strategy). Jordan is also a founder of the Vector Institute for Artificial Intelligence, a concept Jordan initiated with Tomi Poutanen, Geoffrey Hinton, and Richard Zemel, and is amember of Vector’s Board of Directors. Jordan and Tomi invest together through Radical Ventures, an early-stage, AI-focused VC fund run with Layer 6 AI COO Benji Sucher and Chief AI Scientist Maks Volkovs.Jordan previously cofounded Milq, a cultural content discovery platform that was an early adopter of using machine learning for personalization, and works with organizations like the NBA, NY Times, and Barnes & Noble. Jordan also founded SpyBox Media, through which he developed and partnered with Elton John’s Rocket Pictures to executive produce the TV series Spectacle. Hosted by Elvis Costello, the Emmy-nominated, NY Times Top 10 TV series features guests including Bono and The Edge of U2, Bruce Springsteen, Renée Fleming, and President Bill Clinton.Jordan spent 15 years as a tech and media lawyer, advising tech entrepreneurs, Grammy and Oscar winners, and sports teams in complex transactions and financings, first at a large firm in Toronto and, for 10 years, at his own firm. Jordan received his JD from Osgoode Hall Law School in Toronto, where he was admitted at age 19.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Artificial Intelligence | 5 | 25% |
| Software | 3 | 15% |
| Machine Learning | 3 | 15% |
| SaaS | 2 | 10% |
| Health Care | 2 | 10% |

30 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Series B | 5 | 25% |
| Series A | 4 | 20% |
| Seed | 3 | 15% |
| Series C | 2 | 10% |
| Venture - Series Unknown | 2 | 10% |

7 stages tracked in total.

### Country

| Country | Investments | Share |
| --- | --- | --- |
| Canada | 6 | 30% |
| United States | 5 | 25% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Discovery Loop | Discovery Loop is a pioneer in autonomous artificial intelligence, dedicated to deeply automating machine learning, science, and engineering. |  | Seed | Aug 05, 2026 |  |
| Decart | Decart is an AI platform significantly improves the training and inference of large generative models. | $300M | Venture - Series Unknown | May 18, 2026 |  |
| Waabi | Waabi operates as a self-driving technology start-up. Waabi is bringing the promise of self-driving closer to commercialization than ever before. | $750M | Series C | Jan 28, 2026 |  |
| Cohere | Cohere develops artificial intelligence solutions for enterprises, focusing on natural language processing and large language model deployments. The company offers API-based access to models that support tasks such as summarization, search, classification, and content generation. It enables organizations to integrate these models into internalsystems across regulated industries, including finance and healthcare. Cohere provides infrastructure that is cloud-agnostic and can be deployed on-premise or across public clouds. It also supports retrieval-augmented generation and offers tooling designed to align models with enterprise data and compliance needs. In addition to its core technology, | $500M | Series D | Aug 14, 2025 |  |
| Ribbon | Ribbon is an AI-powered job search tool that helps you discover your dream job faster. It offers a range of services tailored for your job search needs. From creating professional resumes to conducting mock interviews, Ribbon provides personalized guidance at every step of your job search. | $8.2M | Seed | Mar 31, 2025 |  |
| Aspect Biosystems | Aspect Biosystems is a privately held biotechnology company combining the power of microfluidics and 3D bioprinting to fuel medical research and the development of bioprinted therapeutics. By adopting Aspect’s microfluidic 3D bioprinting platform and collaborating within Aspect’s network, researchers worldwide are accelerating the development andcommercialization of 3D bioprinted tissues. In addition, Aspect is advancing its internal regenerative medicine programs focused on metabolic diseases and musculoskeletal injuries and disorders and partnering with key industry players to bring bioprinted therapeutics to the clinic. | $115M | Series B | Jan 08, 2025 |  |
| Waabi | Waabi operates as a self-driving technology start-up. Waabi is bringing the promise of self-driving closer to commercialization than ever before. | $200.5M | Series B | Jun 18, 2024 |  |
| TokerBud | TokerBud, a cannabis website, is known for its exceptional products. Their website is a showcase of diverse cannabis varieties, from traditional flower strains to potent concentrates and appetizing edibles, serving different customer requirements and tastes. The platform's user-friendly design and commitment to superior quality | $30.9K | Angel | Apr 20, 2024 |  |
| PocketHealth | PocketHealth is a better way to instantly receive and share sensitive medical imaging information. PocketHealth’s platform allows patients to share imaging records electronically with patients. | $33M | Series B | Mar 20, 2024 |  |
| Covariant | Covariant is a developer of artificial intelligence for robotics. Covariant is building the Covariant Brain, a universal AI to give robots the ability to see, reason and act on the world around them. | $75M | Series C | Apr 04, 2023 |  |

10 of 20 investments shown.

## Co-investors
- [Khosla Ventures](https://shizune.co/investors/profile/khosla-ventures) — VC Fund, 5 deals together
- [Amplify Partners](https://shizune.co/investors/profile/amplify-partners) — VC Fund, 4 deals together
- [BDC Capital’s Women in Technology Venture Fund](https://shizune.co/investors/profile/bdc-capital-s-women-in-technology-venture-fund) — VC Fund, 3 deals together
- [CPP Investments](https://shizune.co/investors/profile/canada-pension-plan-investment-board) — VC Fund, 3 deals together
- [Index Ventures](https://shizune.co/investors/profile/index-ventures) — VC Fund, 3 deals together
- [NVIDIA](https://shizune.co/investors/profile/nvidia) — VC Fund, 3 deals together

## About Radical Ventures

VC Fund · Toronto, Canada

Radical Ventures is an early-stage venture capital firm investing in entrepreneurs applying deep technology to transform massive industries.

5 contacts available at Radical Ventures.

| Name | Title | Profile |
| --- | --- | --- |
| Jordan Jacobs | Co-Founder and Managing Partner | https://shizune.co/investors/profile/jordan-jacobs-6f67 |
| Barney Pell | Venture Partner | https://shizune.co/investors/profile/barney-pell |
| Daniel Mulet Lind | Sr. Principal | https://shizune.co/investors/profile/daniel-mulet-lind |
| David Katz | Partner | https://shizune.co/investors/profile/david-katz-2599 |
| Rob Toews | Partner | https://shizune.co/investors/profile/rob-toews-a38a |

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## FAQ

### What does Jordan Jacobs invest in?

Jordan Jacobs invests primarily in Artificial Intelligence, Software and Machine Learning startups, most often at Series B and Series A stage. Most of the 20 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Jordan Jacobs last invest?

The most recent investment recorded for Jordan Jacobs closed in Aug 2026. Shizune tracks 20 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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