# Rick Grinnell

> Rick Grinnell is a seed investor at Glasswing Ventures backing Software and Cyber Security. See 31 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Glasswing Ventures](https://shizune.co/investors/profile/glasswing-vc)
- Location: Boston, United States
- Total investments: 31
- Last investment: Apr 2026
- Lead investor: 58%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/rickgrinnell
- X (Twitter): http://twitter.com/rickgrinnell
- Website: https://x.com/rickgrinnell

Rick Grinnell is a seed investor at Glasswing Ventures in Boston focused on Software and Cyber Security. Rick Grinnell is based out of Boston, Massachusetts and is the Founder and Managing Partner of Glasswing Ventures. Rick previously worked at Fairhaven Capital Partners as a Managing Director. Rick Grinnell attended the Harvard Business School and Massachusetts Institute of Technology. Rick Grinnell has received award New England Venture Networkwith the Community Leadership Award.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 11 | 35% |
| Cyber Security | 10 | 32% |
| Information Technology | 9 | 29% |
| SaaS | 6 | 19% |
| Computer | 5 | 16% |

35 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 10 | 32% |
| Series A | 8 | 26% |
| Series B | 5 | 16% |
| Pre-Seed | 3 | 10% |
| Funding Round | 1 | 3% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Sigma Automate | 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 |  |
| Allure Security Technology | 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 | 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 |  |
| Realm.Security | 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. | $5M | Seed | Sep 12, 2024 |  |
| Trustle | Trustle is an enterprise security company that automates access management while ensuring users have enough access. Trustle enables teams to make context-aware judgments, granting compliant, automatic access to the correct user, to the right resource, for the right amount of time. | $6M | Seed | Apr 04, 2023 |  |
| Allure Security Technology | 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. | $6.8M | Seed | Feb 10, 2022 |  |
| Lambent | Lambent is a Boston-based software company enabling data-driven real estate decisions. The Lambent Spaces platform delivers occupancy analytics and utilization trends by leveraging existing data sources such as Wi-Fi. It delivers actionable intelligence so real estate professionals on corporate and higher education campuses can make better use ofthe spaces they have. For more information, visit https://lambentspaces.com | $12M | Series A | Aug 24, 2021 |  |
| Noetic Cyber | Noetic Cyber provides a proactive approach to cyber asset and controls management, empowering security teams to see, understand, fix and improve their security posture and enterprise ecosystem. | $15M | Series A | Jul 28, 2021 |  |
| Nth Party | Nth Party’s “collaboration without sharing” software enables secure, confidential computation over data without ever creating a central database of proprietary or sensitive information, creating an opportunity for workflows where PII can never be leaked between internal teams or to external companies. Nth Party leverages Multi-Party Computation(MPC), a technology that has introduced opportunities to reduce or eliminate the need to handle or store sensitive data. MPC is based on theories that emerged in the 1980s, based on the idea that parties may jointly compute a function over their inputs while keeping those inputs private. There is huge value across the Healthcare/FinTech/MarTech ecosystems and it upends existing business models. |  | Pre-Seed | Jul 01, 2021 |  |
| Twosense, Inc. | Twosense provides Continuous Authentication and Continuous Access Evaluation as a service for employee IAM. | $3M | Seed | May 11, 2021 |  |

10 of 31 investments shown.

## Co-investors
- [Gutbrain Ventures](https://shizune.co/investors/profile/gutbrain-ventures) — VC Fund, 3 deals together
- [Inovia Capital](https://shizune.co/investors/profile/inovia-capital) — VC Fund, 3 deals together
- [.406 Ventures](https://shizune.co/investors/profile/406-ventures) — VC Fund, 2 deals together
- [Energy Impact Partners](https://shizune.co/investors/profile/energy-impact-partners) — VC Fund, 2 deals together
- [Longworth Venture Partners](https://shizune.co/investors/profile/longworth-venture-partners) — VC Fund, 2 deals together
- [MassVentures](https://shizune.co/investors/profile/massventures) — VC Fund, 2 deals together

## About 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.

5 contacts available at Glasswing Ventures.

| Name | Title | Profile |
| --- | --- | --- |
| Ali Mahmoud | Principal | https://shizune.co/investors/profile/ali-mahmoud-cde8 |
| Kleida Martiro | Partner | https://shizune.co/investors/profile/kleida-martiro-7a3a |
| Rick Grinnell | Founder, Managing Partner | https://shizune.co/investors/profile/rick-grinnell |
| Carol Meyers | Venture Partner | https://shizune.co/investors/profile/carol-meyers |
| James Massaquoi | Associate | https://shizune.co/investors/profile/james-massaquoi |

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## FAQ

### What does Rick Grinnell invest in?

Rick Grinnell invests primarily in Software, Cyber Security and Information Technology startups, most often at Seed and Series A stage. Most of the 31 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did Rick Grinnell last invest?

The most recent investment recorded for Rick Grinnell closed in Apr 2026. Shizune tracks 31 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

### 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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