TW

Twenty Two Ventures

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

Pre-Seed

Check Size

$250K – $2.0M

Portfolio

2+ companies

Team

1 partner

Investor activity
Investments in last 12 months: 0

Investment Thesis

Invests in purpose-driven B2B SaaS startups solving pain points for enterprises, with a strong focus on early traction.

How Twenty Two Ventures invests

Twenty Two Ventures is a vc firm based in Chicago, IL. The firm invests at the Pre-Seed stage, with a focus on SaaS, Enterprise. It does not invest in Consumer.

Twenty Two Ventures typically writes checks of $250K–$2.0M per investment.

Twenty Two Ventures has backed 2 companies in our records, including TierOne, BottomLine AI.

Meet the Team

TR

Tommy Rhodes

Founding Partner

Enterprise SaaS
B2B

Industry Focus

Invests In

SaaS
Enterprise

Does Not Invest In

Consumer

Portfolio Companies (2)

Other

TI

TierOne

Enterprise SaaS
BO

BottomLine AI

B2B Analytics
How to pitch Twenty Two Ventures
  • Raising at Pre-Seed? You're squarely in their sweet spot.
  • Lead with your fit in SaaS, Enterprise — the sectors they actively back.
  • Size your ask to their typical $250K – $2.0M check.
  • cold outreach ok
  • Address your outreach to a specific partner, such as Tommy Rhodes, Founding Partner.
  • A warm introduction beats a cold email. Get matched and request an intro.

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