VP, Investment

Alpha Square Group (ASG) is a New York-headquartered, SEC-registered investment firm with approximately $1.6 billion in assets under management. The firm invests in global innovation across public and private markets, applying institutional-grade rigor, disciplined underwriting, and proprietary data intelligence to identify and invest in category-defining companies.

ASG is looking for a Vice President, Investment, to join its investment team as a senior deal leader. This is a high-autonomy role for an investor who can own opportunities end-to-end — from sourcing and diligence through structuring and portfolio engagement — across the full investment spectrum and a range of sectors.

As a VP, the selected candidate will serve as a primary deal lead: evaluating opportunities, building and validating financial models, structuring investments, and preparing clear, conviction-driven recommendations for senior leadership and the Investment Committee.

Key Responsibilities:

- Source high-quality investment opportunities through deep market engagement and active network development

- Conduct rigorous first-pass evaluations spanning financial, competitive, and strategic dimensions

- Lead full diligence processes — risk assessment, financial model validation, and strategic fit — ahead of IC review

- Build financial models directly and guide junior team members

- Structure deals and lead term sheet negotiations in coordination with legal counsel

- Present investment opportunities to the IC with clear thesis, risk articulation, and valuation logic

- Lead engagement with portfolio companies and support value creation initiatives

- Contribute to firmwide investment strategy through thematic research

Requirements:

- 5+ years of investment experience in venture capital, growth equity, or private equity

- Strong analytical skills and financial modeling proficiency

- Track record of sourcing and executing investments

- Excellent communication skills and ability to present to senior leadership