Mode VC
California

TwentyTwo VC

TwentyTwo VC, based in California, backs Pre-Seed and Seed enterprise, fintech, infrastructure, and commerce startups, mostly following other investors, with notable investments like Whatnot and PostHog.

WebsitePortfolioPitch page
Entry stagePre-seed, Seed
Check sizen/a
Leads roundsMostly follows
FocusEnterprise software, Fintech, Dev tools and infra, Marketplaces
Latest fundApproximately $20M AUM
Investing team2 peopleNo activity since Sep

Who you would pitch at TwentyTwo VC

2 people on the investing team, 2 of them partners who can make the call. Partners are listed first.

Fred BenensonGeneral PartnerHe previously worked at Kickstarter and Y Combinator.
Katey CaldwellFounder & Managing PartnerShe previously spent a decade in marketing for brands and startups.

Work here and something is wrong? Ask for a correction.

Check size not reported yet.

Bars: how many firms in the atlas report each band. Highlighted: this firm.

No recent activity since September 2026. Quiet does not mean closed.

Weekly count of activity updates. Activity is not a confirmed deal.

Before you pitch

How to reach them[email protected]

Notable investments

WhatnotPostHogAirbyteZipBuildBuddyRoutable

In their words

Twenty Two Venturestwentytwo.vc
Founders and investors at a Mode VC gathering

Send Mode VC your deck

Raising a pre-seed or seed round? We write $1M to $5M first checks and help founders with distribution. A partner reads every deck.

Send your deck

Alert me when TwentyTwo VC is active

One email when this firm shows new activity. Nothing else.

Firms like TwentyTwo VC

DNX VenturesCheck size not reported
LEAP Global Partners$25K to $10M
Allied Venture Partners$100K to $500K
Blue Moon$100K to $250K
Phenomenal Ventures$100K to $500K
R-Squared$250K to $3M

On these lists

Seed dev tools and infra investors in California85Seed enterprise software investors in California84Seed fintech investors in California70Pre-seed dev tools and infra investors in California56Pre-seed enterprise software investors in California50Pre-seed fintech investors in California44Seed marketplaces investors in California27Pre-seed marketplaces investors in California16

Questions

What stage does TwentyTwo VC invest in?

TwentyTwo VC reports entry at pre-seed, seed.

How much does TwentyTwo VC invest?

TwentyTwo VC has not reported a check size.

Does TwentyTwo VC lead rounds?

TwentyTwo VC mostly follows other investors.

Who are the partners at TwentyTwo VC?

Fred Benenson (General Partner), Katey Caldwell (Founder & Managing Partner).

Is TwentyTwo VC active right now?

No recent activity since September 2026.

Work at TwentyTwo VC? Claim or correct this profile.