Penny Jar Capital

Activity from announced rounds

Activity in this selectionolive-tree-capital-afa6a86e

Penny Jar Capital backs technology companies serving enterprise customers, including businesses applying AI to regulated and operational workflows.

Investment approach

The firm’s published investment writing emphasizes founders who earn customer trust in complex industries. Its Blee investment illustrates this approach through tools that connect marketing production with compliance review.

Activity recorded by RoundOS

RoundOS records Blee’s content governance, SiteVue’s industrial computer vision and Upwind’s cloud security. Two recorded Upwind financings represent separate events for the same company. These entries describe the firm’s observed activity in this database.

Sources
Rounds participated in
4
Confirmed lead rounds
0
2 roles undisclosed
New companies
3
First participation on record · 1 follow-on
Funding in participating rounds
$277.5M
3 disclosed · full round size, not this investor’s share

By stage

Seed1
Series A1
Series B1
Undisclosed1

By primary sector

Cybersecurity2
Enterprise software1
Industrial tech1

By country

United States4

Rounds

4 in this selection
Blee

Blee gives legal, compliance and marketing teams an AI-assisted system to review promotional content against their rules before publication and monitor websites, social media and partner channels afterward.

$20MSeries A
Participant
Upwind Security

Provides runtime-first cloud security platform for enterprises

~$300MFunding
Participant
SiteVue AI

Makes AI-powered cameras analyzing manufacturing lines for defects and safety

$7.5MSeed
Role not disclosed
Upwind Security

Provides runtime-first cloud security platform for enterprises

$250MSeries B
Role not disclosed