# TwoGoose Ventures

TwoGoose Ventures is a Single Family Office based in Toronto, Canada.

## Overview

- **Organization type:** Single Family Office
- **Headquarters:** Toronto, Canada
- **Region:** North America
- **Address:** Toronto, Ontario, Canada
- **Founded:** 2023
- **Assets under management:** Undisclosed
- **Website:** twogoose.com
- **LinkedIn:** https://ca.linkedin.com/company/twogoose-ventures

## Regulatory record

- **Reports private funds:** No

## About

Rajen Ruparell founded TwoGoose Ventures in 2023 after exits from Groupon International and Endy. The office operates from Toronto and deploys family capital directly. TwoGoose targets direct co-investments and SPVs in technology, D2C retail, IoT, real estate, consumer health, food, and e-commerce. Holdings include Calgary commercial real estate. The firm maintains North American focus and works with co-investors such as Travis Kalanick and Michele Romanow. The office lists Afraj Gill as partner. It holds memberships in the Chicago Architecture Foundation, Canada-US Business Council, Techweek, and Royal Conservatory of Music. Rajen J. Ruparell Family Foundation runs separate giving in health, education, community support, and arts. TwoGoose maintains a direct-ownership model that favors control positions over diversified fund commitments.

## Sectors

- Technology
- D2C Retail
- IoT
- Real Estate
- Consumer Health
- Food
- E-Commerce
- AgriTech & FoodTech
- Digital Health
- PropTech

## People

- Rajen Ruparell — Founder

## Questions

### Who runs investment decisions at TwoGoose Ventures?

Rajen Ruparell sets direction as founder. Afraj Gill serves as partner on the operating team.

### How does TwoGoose Ventures source proprietary deal flow?

The office draws on Rajen Ruparell's prior relationships from Groupon International and the Toronto tech ecosystem, including co-investors such as Travis Kalanick and Michele Romanow.

### Does TwoGoose Ventures participate in fund commitments or only direct deals?

TwoGoose focuses on direct co-investments and SPVs. It does not disclose allocations to external funds.

### Does TwoGoose Ventures maintain philanthropic structures, and how are they separated?

The Rajen J. Ruparell Family Foundation operates separately with four pillars: Health, Education, Community Support, and Arts & Culture.

## Related profiles

- [Twin Peaks Capital](https://altss.com/profile/twin-peaks-capital)
- [Two S Holding](https://altss.com/profile/two-s-holding)

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Last updated: 2026-08-10T15:54:10.904Z

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