# Benjamin Yoskovitz

> Benjamin Yoskovitz is a seed investor at Highline Beta (Toronto) backing Real Estate and News. See 10 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Highline Beta](https://shizune.co/investors/profile/highline-beta)
- Location: Toronto, Canada
- Total investments: 10
- Last investment: Jun 2026
- Lead investor: 10%
- Last updated: Aug 2026
- LinkedIn: http://www.linkedin.com/in/byosko
- X (Twitter): http://twitter.com/byosko
- Website: http://www.instigatorblog.com/

Benjamin Yoskovitz is a seed investor at Highline Beta in Toronto focused on Real Estate and News. Founding Partner at Highline BETA, a startup co-creation and venture development company. Ben is an entrepreneur, product lead, angel investor. He co-authored Lean Analytics.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Real Estate | 2 | 20% |
| News | 1 | 10% |
| EBooks | 1 | 10% |
| Energy | 1 | 10% |
| FinTech | 1 | 10% |

28 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 5 | 50% |
| Pre-Seed | 3 | 30% |
| Series A | 1 | 10% |
| Venture - Series Unknown | 1 | 10% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| Canada | 6 | 60% |
| United Kingdom | 1 | 10% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Bullfinch Earth | Bullfinch Earth mission is to provide the ground truth data humanity needs to protect and restore Nature. | $104.1K | Pre-Seed | Jun 05, 2026 |  |
| Walnut Insurance | Walnut Insurance is a technology firm that provides embedded insurance infrastructure to retailers, financial services providers, and consumer platforms. It has removed the barriers that previously prevented businesses from incorporating insurance into their product. Walnut provides the core infrastructure and access to a diverse set of insuranceproducts that can be embedded into or alongside consumer experiences, similar to how embedded payment and lending work. | $3.3M | Series A | Aug 08, 2024 |  |
| Requity Homes | Requity Homes Inc. is on a mission to create a fair and flexible alternative path to home ownership in Canada by offering a modernized rent-to-own program that enables aspiring home buyers to live in their dream home today with the option to buy it back later while saving for their down payment one month at a time. | $19.4M | Venture - Series Unknown | Jan 11, 2024 |  |
| Walnut Insurance | Walnut Insurance is a technology firm that provides embedded insurance infrastructure to retailers, financial services providers, and consumer platforms. It has removed the barriers that previously prevented businesses from incorporating insurance into their product. Walnut provides the core infrastructure and access to a diverse set of insuranceproducts that can be embedded into or alongside consumer experiences, similar to how embedded payment and lending work. | $3M | Seed | Dec 14, 2022 |  |
| Requity Homes | Requity Homes Inc. is on a mission to create a fair and flexible alternative path to home ownership in Canada by offering a modernized rent-to-own program that enables aspiring home buyers to live in their dream home today with the option to buy it back later while saving for their down payment one month at a time. | $951.5K | Pre-Seed | Apr 14, 2022 |  |
| ChargeLab | ChargeLab is the Android of EV charging. We don’t build EV chargers, but our hardware-agnostic platform runs on the world’s most popular EV chargers. Once connected, our software makes any EV charger smarter and easier to use. | $4.3M | Seed | Feb 23, 2021 |  |
| Walnut Insurance | Walnut Insurance is a technology firm that provides embedded insurance infrastructure to retailers, financial services providers, and consumer platforms. It has removed the barriers that previously prevented businesses from incorporating insurance into their product. Walnut provides the core infrastructure and access to a diverse set of insuranceproducts that can be embedded into or alongside consumer experiences, similar to how embedded payment and lending work. | $1M | Pre-Seed | Nov 01, 2020 |  |
| Reedsy | Reedsy focuses on enabling authors to find and connect with publishers, editors, book cover designers, translators, and marketers to create and market their books.Reedsy offers collaboration tools that enable its customers to share files, message, discuss, allocate tasks, and make transactions.Reedsy was founded in London by Emmanuel Nataf,Matt Cobb, Ricardo Fayet, and Vincent Durand in 2014. |  | Seed | Mar 01, 2015 |  |
| CareGuide | CareGuide is a family of online services and our mission is simple: pair families and individuals with great care providers. With thousands of user profiles, you'll be able to find the best care provider for you, in your area, in just about any industry. | $1.5M | Seed | Oct 14, 2014 |  |
| Breather | Breather is an app and a provider of space-as-a-service, with a growing network of private workspaces built for productivity. It enables businesses to access flexible workspace by the hour, day, or month. Every space is designed to be comfortable, private, and productive, with plug-and-play technology that ensures that can get to work as soon asthe arrival.Founded by CEO Julien Smith in 2012, the company has grown to include hundreds of locations in 10 major across the globe including New York, San Francisco, Los Angeles, and London. | $1.5M | Seed | Jun 05, 2013 |  |

10 of 10 investments shown.

## Co-investors
- [Boardwalk Investment Ltd](https://shizune.co/investors/profile/boardwalk-investment-ltd) — VC Fund, 2 deals together
- [Conconi Growth Partners](https://shizune.co/investors/profile/conconi-growth-partners) — VC Fund, 2 deals together
- [Construct Capital](https://shizune.co/investors/profile/construct-capital) — VC Fund, 2 deals together
- [Harvest Venture Partners](https://shizune.co/investors/profile/harvest-venture-partners) — VC Fund, 2 deals together
- [Maple VC](https://shizune.co/investors/profile/maple-vc) — VC Fund, 2 deals together
- [N49P](https://shizune.co/investors/profile/n49p) — VC Fund, 2 deals together

## About Highline Beta

VC Fund · Toronto, Canada

Highline BETA is a startup co-creation company that launches new ventures with leading corporations and founders. Through startup co-creation, the firm helps to identify industry opportunities and to launch and co-invest in a new startup. It invests in startups through corporate accelerator programs and in co-creations with corporate partners.Highline BETA was founded in 2017 and is based in Toronto, Canada.

5 contacts available at Highline Beta.

| Name | Title | Profile |
| --- | --- | --- |
| Benjamin Yoskovitz | CPO and Founding Partner | https://shizune.co/investors/profile/benjamin-yoskovitz |
| Gary Fung | Head of Technology, Venture Studio | https://shizune.co/investors/profile/gary-fung |
| Lauren Robinson | General Partner | https://shizune.co/investors/profile/lauren-robinson |
| Marcus Daniels | CEO and Founding Partner | https://shizune.co/investors/profile/marcus-daniels |
| Roberto Cervantes | Director of Venture Strategy, Business Design | https://shizune.co/investors/profile/roberto-cervantes |

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## FAQ

### What does Benjamin Yoskovitz invest in?

Benjamin Yoskovitz invests primarily in Real Estate, News and EBooks startups, most often at Seed and Pre-Seed stage. Most of the 10 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Benjamin Yoskovitz last invest?

The most recent investment recorded for Benjamin Yoskovitz closed in Jun 2026. Shizune tracks 10 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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