R-

R-Squared Ventures

VC
Chicago, ILWebsite

R-Squared Ventures is a Pre-Seed, Seed venture capital firm based in Chicago, IL investing in Other, SaaS. The firm typically writes $250K–$1.5M checks and has 2 portfolio companies in our records.

Check size
$250K–$1.5M
Portfolio
2 companies on record
Partners
3 listed
Stage
Pre-Seed, Seed
Sectors
Other, SaaS
HQ
Chicago, IL
AUM
Not in our records

Last verified: 2026-05-18

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.

How R-Squared Ventures invests

R-Squared Ventures is a vc firm based in Chicago, IL. The firm invests at the Pre-Seed, Seed stages, with a focus on Other, SaaS. It does not invest in Hardware, Consumer.

R-Squared Ventures typically writes checks of $250K–$1.5M per investment.

R-Squared Ventures has backed 2 companies in our records, including Falkonry, LogicGate.

Partners & 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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Frequently Asked Questions

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