Glasswing Ventures
VC Fund
Boston, United States
Glasswing Ventures is a first-capital-in venture capital firm dedicated to investing in startups applying AI and frontier technology to enterprise and cybersecurity markets. The firm was founded by visionary partners with decades of experience in these markets, a disciplined investment approach, and a strong track record of industry-leadingreturns. Glasswing leverages its deep domain expertise and world-leading advisory councils to invest in exceptional founders who transform markets and revolutionize industries. Glasswing Ventures was founded in 2016 and is headquartered in Boston, Massachusetts, USA.
- Total investments:
- 90
- Last investment:
- Lead investor:
- 50%
- Fund size:
- $158M
- Last fund:
Last updated:
For AI agents: llms.txt
Industries Glasswing Ventures invests in
Stages Glasswing Ventures invests in
Countries Glasswing Ventures invests in
Round sizes
Contacts
| Name | Phone | Socials | |
|---|---|---|---|
| See all 10 contacts → | |||
Round size
- Seed
- $2.2M–$8.1M
- Pre-Seed
- $220k–$2.6M
- Series A
- $7.5M–$20M
Investment Focus
Industry
- Software 23 (26%)
- Artificial Intelligence 17 (19%)
- Information Technology 16 (18%)
- SaaS 11 (12%)
- Cyber Security 7 (8%)
Stage
- Seed 40 (44%)
- Series A 14 (16%)
- Pre-Seed 8 (9%)
- Series B 7 (8%)
- Funding Round 4 (4%)
Country
- United States 44 (49%)
- Canada 2 (2%)
Team
| Name | Title | Investments | Links | |
|---|---|---|---|---|
Ali Mahmoud
Principal
|
Principal | Total investments: 1 | Find email | |
Kleida Martiro
Partner
|
Partner | Total investments: 9 | Find email | |
Rick Grinnell
Founder, Managing Partner
|
Founder, Managing Partner | Total investments: 31 | Find email | |
Carol Meyers
Venture Partner
|
Venture Partner | Total investments: 1 | Find email | |
James Massaquoi
Associate
|
Associate | Total investments: 1 | Find email | |
| See all 10 team members → | ||||
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| Provenance is the system of record for financial models, bringing version control, auditability, and AI-powered change analysis to Excel workflows. It replaces fragmented review processes with a unified platform for tracking, validating, and approving model changes. | $220K / Pre-Seed / Jun 26, 2026 | ||
| Samepage develops an AI copilot that helps product managers automate workflows and keep teams aligned. | $4.9M / Seed / Jun 25, 2026 | ||
| Flux Cyber is a serial startup builder and innovator operating in stealth mode. | $5M / Seed / Jun 10, 2026 | ||
| Enlaye is a cloud-based platform for contract writing, negotiation, and deep collaboration. | $5M / Seed / Jun 10, 2026 | ||
| Sigma Automate is an AI‑native, no‑code, agentless IT automation platform built for IT administrators to simplify operations across hybrid and multi‑cloud environments. | $2.8M / Seed / Apr 09, 2026 | ||
| Krane is an AI-powered construction supply chain platform that simplifies material logistics and enhances project performance. | $9M / Seed / Mar 25, 2026 | ||
| Allure's anti-phishing solution defends enterprise customers from attacks. Allure detects phishing campaigns in near real-time from the first customer attack. It identifies which customers are being phished and devalues anything the cybercriminal may have stolen from the customer and assists the enterprise in destroying the malicious site bytaking it down. It was developed with $10M in DARPA funding by a team of Columbia University scientists. It is headquartered in Waltham, Massachusetts. | $17M / Series B / Mar 19, 2026 | ||
| Cydelphi provides an AI-native Digital Forensics and Incident Response (DFIR) platform designed to improve cyber resilience and accelerate recovery from security breaches. The platform uses AI-driven workflows, automated forensic playbooks, and recovery automation to reduce incident response and recovery times. It helps enterprises, MSSPs, andsecurity teams investigate, contain, and recover from ransomware and other cyber incidents at machine speed. | $3M / Seed / Feb 12, 2026 | ||
| GenFlux is an AI quality assessment platform that automatically checks issues that include hallucinations, biases and regulatory compliance. | $4.2M / Seed / Feb 10, 2026 | ||
| Realm.Security has created a platform that can combine and manage cybersecurity data from a variety of sources and formats, utilizing artificial intelligence and data processing technology. | $15M / Series A / Oct 08, 2025 | ||
| See all 90 investments → | |||
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FAQ
What does Glasswing Ventures invest in?
Glasswing Ventures invests primarily in Software, Artificial Intelligence and Information Technology startups, most often at Seed and Series A stage. Most of the 90 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Glasswing Ventures's check size?
Glasswing Ventures typically joins rounds of $2.2M–$8.1M at Seed, $220k–$2.6M at Pre-Seed and $7.5M–$20M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Glasswing Ventures participates in.
How do I contact Glasswing Ventures?
Public channels for Glasswing Ventures include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
Who are the partners at Glasswing Ventures?
The team at Glasswing Ventures includes Ali Mahmoud (Principal), Kleida Martiro (Partner) and Rick Grinnell (Founder, Managing Partner), among 10 team members tracked by Shizune. The Team section lists each member with their title, investment count and links.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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