Oliver Legg

The competitive advantage for Cybersecurity vendors | Aspiron Search, Ventures, Influence

πŸ“ United KingdomπŸ”„ Updated September 2026πŸ’Ό 4 investmentsπŸ“… 2 years investingπŸ—“ Last invested May 2026
VC🌍 United KingdomInvested this year
4
Total investments
4
Early stage
0
Mid stage
0
Late stage
2y
Years active

Portfolio

4 investments Β· sorted by recency
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Late stage
Investor
May 2026
Herd is the first creative platform built for security and GRC teams. We make it simple to transform any security program from once-a-year compliance into a continuous year-round function, without any additional overhead. This starts by putting creative abilities in the hands of any security practitioner. Allowing them to create content directlycorrelated to their security issues, and easily distributing it across mediums that employees see: LMS, Slack, Teams, Web, etc. Think of it as "Canva" for cybersecurity professionals.
Angel Investor
Sep 2025
Sola is the practical, contextual and affordable AI for Security teams. Sola is accessible for teams of any cybersecurity skill level, supports every domain they operate in, bends to their needs (as laser-focused or broad as they may be), and delivers results at the speed of AI. Sola enables teams to significantly increase productivity with minimal cost investment. Sola integrates with dozens of data-sources and is entirely self-service. Once the relevant data sources are connected, users can prompt Sola in natural language to either chat with their stack (get answers and insights or build custom apps (with dashboards, alerting mechanisms and fully automated agentic workflows). Users can also opt to install apps directly from the Sola App Gallery, where a continuously-updated arsenal of apps are available.
Co-Founder & Investor
Oct 2024
Aspiron Ventures is the investment arm of Aspiron Search. We invest in early stage Cybersecurity companies, supporting growth with an emphasis on strategic human capital. Get in touch to find out how we can enable your business.
Pre-Seed Investor
Sep 2024
Frenos is the first AI-native OT penetration testing platform, purpose built for critical infrastructure, defense, and industrial control environments. We enable organizations to safely and continuously test the defensibility of their operational technology without touching production systems. Our platform combines digital twin modeling, AI adversary reasoning, and attack path simulation to uncover real-world exposures, validate controls, and prioritize mitigations all without disruption. By emulating the tactics, techniques, and procedures (TTPs) of nation-state and ransomware actors, Frenos reveals exactly how adversaries could move through your OT environment and what defensive actions matter most. Built by OT security experts and offensive practitioners, Frenos empowers red teams, blue teams, and CISOs to shift from periodic assessments to continuous validation moving beyond visibility to measurable resilience. Whether deployed as a laptop-based assessment tool or an enterprise-grade continuous red teaming platform, Frenos delivers the automation, consistency, and insight needed to stay ahead of modern OT threats.
Experience Β· 7 entries
All (7)
Investments (3)
Founder (4)
2026
Investor
May 2026
Herd is the first creative platform built for security and GRC teams. We make it simple to transform any security program from once-a-year compliance into a continuous year-round function, without any additional overhead. This starts by putting creative abilities in the hands of any security practitioner. Allowing them to create content directlycorrelated to their security issues, and easily distributing it across mediums that employees see: LMS, Slack, Teams, Web, etc. Think of it as "Canva" for cybersecurity professionals.
Co-founder
Jan 2026
We help early-stage cybersecurity brands turn expertise into influence. From messaging and positioning to media, thought leadership, and content, we shape stories that earn trust with buyers, talent, and investors.
2025
Angel Investor
Sep 2025
Sola is the practical, contextual and affordable AI for Security teams. Sola is accessible for teams of any cybersecurity skill level, supports every domain they operate in, bends to their needs (as laser-focused or broad as they may be), and delivers results at the speed of AI. Sola enables teams to significantly increase productivity with minimal cost investment. Sola integrates with dozens of data-sources and is entirely self-service. Once the relevant data sources are connected, users can prompt Sola in natural language to either chat with their stack (get answers and insights or build custom apps (with dashboards, alerting mechanisms and fully automated agentic workflows). Users can also opt to install apps directly from the Sola App Gallery, where a continuously-updated arsenal of apps are available.
2024
Co-Founder & Investor
Oct 2024
Aspiron Ventures is the investment arm of Aspiron Search. We invest in early stage Cybersecurity companies, supporting growth with an emphasis on strategic human capital. Get in touch to find out how we can enable your business.
Pre-Seed Investor
Sep 2024
Frenos is the first AI-native OT penetration testing platform, purpose built for critical infrastructure, defense, and industrial control environments. We enable organizations to safely and continuously test the defensibility of their operational technology without touching production systems. Our platform combines digital twin modeling, AI adversary reasoning, and attack path simulation to uncover real-world exposures, validate controls, and prioritize mitigations all without disruption. By emulating the tactics, techniques, and procedures (TTPs) of nation-state and ransomware actors, Frenos reveals exactly how adversaries could move through your OT environment and what defensive actions matter most. Built by OT security experts and offensive practitioners, Frenos empowers red teams, blue teams, and CISOs to shift from periodic assessments to continuous validation moving beyond visibility to measurable resilience. Whether deployed as a laptop-based assessment tool or an enterprise-grade continuous red teaming platform, Frenos delivers the automation, consistency, and insight needed to stay ahead of modern OT threats.
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Investment activity
2024–2026 Β· 4 investments
202422025120261
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