R-Squared Ventures

An angel fund focused on Fintech, Enterprise/SMB SaaS, AI, Ecommerce Enablement, and Marketplaces, with a strong tilt towards Israeli-founded startups.

Angel Group Active Los Altos, United States Est. 2021
Visit website ↗ LinkedIn
Last updated 2026-07-20
Portfolio
8
in our dataset
Rounds participated
10
Rounds led
5
Rounds' value
$146.0M
total disclosed, rounds participated
Stages
—

About

R-Squared Ventures is an angel fund founded by Roy Erez and Roy Rubin, both former CEOs who scaled and sold companies. The firm operates as an 'Operators Fund,' aiming to provide a different kind of partnership to founders, grounded in their firsthand experience of building and scaling businesses. They invest primarily in Seed and Start-up stages, focusing on Fintech, Enterprise/SMB SaaS, AI, Ecommerce Enablement, and Marketplaces, and have a notable track record of investing in Israeli-founded startups. Their LP network includes over 80 leading founders, executives, and venture capitalists in Silicon Valley and Israel.

Portfolio · 8

Nimble Way
Cloud-based platform offering data pipeline preparation solutions and real-time web data for enterprises and AI.
Led ★ 1 round $47.0M committed Latest: 2026-02
Quantum Elements Inc.
AI-native quantum development platform. Build, simulate, calibrate, and optimize quantum applications before touching real hardware.
Led ★ 1 round Latest: 2026-02
Clearitty Technologies Ltd.
Developer of a sales intelligence network and platform intended to accelerate deal closures.
Led ★ 1 round $16.0M committed Latest: 2024-03
Darrow
AI-powered justice intelligence platform for identifying and valuing legal claims.
1 round $35.0M committed Latest: 2023-09
Fondue
Fondue is an eCommerce platform that replaces coupon codes with brand-embedded CashBack to help brands drive profitable growth.
Led ★ 1 round $10.5M committed Latest: 2022-09
Finout
Finout is an enterprise-grade FinOps platform that provides cloud cost observability and management solutions.
2 rounds $18.5M committed Latest: 2022-06
Flexspace
Flexspace AI offers an operating system designed to help flexible workspace managers meet the increasing demand for hybrid work environments.
Led ★ 2 rounds $6.0M committed Latest: 2022-05
Mesh Payments
A spend management platform for corporate finance teams.
1 round $13.0M committed Latest: 2021-02

Investment activity

1 portfolio exit on record.

Portfolio by sector

Business Software6
Fintech & Insurtech3
Media & Entertainment Technologies1

Q&A

What is R-Squared Ventures' primary investment focus?
R-Squared Ventures primarily focuses on high-growth sectors including Fintech, AI, SaaS, and E-commerce enablement. They also invest in B2C, gaming, and AgTech.
Who are the founding partners of R-Squared Ventures?
R-Squared Ventures was founded by Roy Erez and Roy Rubin.
Can you name some notable companies in R-Squared Ventures' portfolio?
Notable companies in R-Squared Ventures' portfolio include Finout, a cloud cost management platform, and Mesh Payments, a B2B payment platform.
What is the typical investment stage for R-Squared Ventures?
R-Squared Ventures is an early-stage investment fund, with investments ranging from Pre-Seed to Series B rounds.
Has R-Squared Ventures had any exits?
Yes, R-Squared Ventures had an exit in July 2023 with the acquisition of Fondue by Postscript.
What is the most recent investment by R-Squared Ventures?
R-Squared Ventures made an investment in Walktru AI, a company focused on AI-native SOX automation, in February 2026.
What is the range of investment amounts for R-Squared Ventures?
R-Squared Ventures' investments range from $1.6M to $47M.
Which sector has R-Squared Ventures invested in the most?
R-Squared Ventures has invested most frequently in the Business Software sector, with 6 portfolio companies.
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