R-

R-Squared Ventures

VC
Chicago, ILWebsite
How to approach: cold outreach ok
Stage

Pre-Seed, Seed

Check Size

$250K – $1.5M

Portfolio

2+ companies

Team

3 partners

Investor activity
Investments in last 12 months: 0

Investment Thesis

R-Squared invests in early-stage B2B SaaS companies solving high-value workflow problems, with a focus on regulated and compliance-heavy industries.

Meet the Team

RW

Rachel Wong

General Partner

B2B SaaS
RegTech
Compliance
RE

Roy Erez

General Partner

Enterprise/SMB SaaS
AI
Fintech
E-Commerce Enablement
Vertical-specific Technologies (TaxTech, LegalTech, InsureTech)
RR

Roy Rubin

General Partner

Enterprise/SMB SaaS
AI
Fintech
E-Commerce Enablement
Vertical-specific Technologies (TaxTech, LegalTech, InsureTech)

Industry Focus

Invests In

Other
SaaS

Does Not Invest In

Hardware
Consumer

Portfolio Companies (2)

Other

FA

Falkonry

AI Workflow Automation
LO

LogicGate

Compliance Tech
How to pitch R-Squared Ventures
  • Raising at Pre-Seed, Seed? You're squarely in their sweet spot.
  • Lead with your fit in Other, SaaS — the sectors they actively back.
  • Size your ask to their typical $250K – $1.5M check.
  • cold outreach ok
  • Address your outreach to a specific partner, such as Rachel Wong, General Partner.
  • A warm introduction beats a cold email. Get matched and request an intro.

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