Positive Sum Capital — 2025 Investments
2 investments dated 2025 · listed companies and verified rows first · show all
Cubbycubby.lawin𝕏Seed · Aug 2025 · $3M
Cubby is an AI teaching assistant for law students that trains on a specific professor's teaching, testing, and grading style using uploaded course materials to generate briefs, quizzes, and practice exams with rubric-based feedback.
AI & Machine LearningEdTechLegalTech
Truman Sacks(Founder)in
Co-investorsLudlow Ventures
Other
Tracked investments with no reachable website or further public details — typically companies that wound down, renamed, or were absorbed.
Witan Labs
Rows marked “SEC filing” are inferred from directors named on the company's SEC Form D — public regulatory data, not a portfolio list published by the firm.

