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Greg joined .406 in 2007 and is involved in all aspects of the investing and portfolio…
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Greg Dracon reposted thisGreg Dracon reposted this🚨 BREAKING NEWS: Mindgard Unveils First Autonomous AI Security Platform To Identify And Fix Exploitable Vulnerabilities New capabilities enable continuous automated AI risk discovery, revealing the real AI attack surface and helping security teams conduct faster, more targeted security assessments. BOSTON, Mass., Mar. 17, 2026 – Mindgard, the leader in AI security, today announced the expansion of its automated and continuous AI security platform with the introduction of the industry’s first reconnaissance capability designed for AI models, agents and applications. This capability allows enterprise security teams to discover, assess, and defend their AI deployments against security and safety risks faster and more cost-effectively. Powered by an attack library originating from Lancaster University, the world’s largest AI security laboratory, Mindgard’s platform draws on more than a decade of AI security research and offensive security expertise. The platform is already used by Fortune 500 security teams and in the past 90 days has identified more than 80 publicly reported vulnerabilities across leading AI technologies including xAI’s Grok, OpenAI’s ChatGPT, and Google’s Antigravity IDE. Mindgard Reconnaissance automates the intelligence-gathering phase of AI security assessments, allowing security teams to rapidly map the real attack surface of AI models, agents and systems. By identifying guardrails, system prompts, tools, integrations and external services, the capability reveals how AI systems behave in production and where agentic attack paths may emerge. This enables organizations to move directly into targeted risk assessment, surfacing high-impact risks earlier and focusing security efforts on the areas of greatest real-world exposure. “Mindgard's research resulted in actionable vulnerability submissions that we were able to act on swiftly,” said John Swanson, Head of Security at Zed Industries. “Addressing these vulnerabilities hardened the Zed editor against a class of vulnerabilities common to development tools integrating AI, improving the security posture of Zed and our broader developer community as a whole.” Mindgard will be attending RSA Conference 2026, where attendees can see the platform in action through live demos, chat with the Mindgard research team and step back into the 1990s in Mindgard’s throwback booth, an ode to the .com era. The booth, S-228, will include 1990s hacker gear and an AI capture the flag challenge. About Mindgard Mindgard, the leading provider of AI security solutions, helps enterprises discover, assess, and defend their AI systems. Spun out from over a decade of AI security research at Lancaster University and headquartered in Boston and London, Mindgard combines offensive security expertise with AI research to identify exploitable vulnerabilities in AI models, agents, and applications before attackers do.
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Greg Dracon shared thisBig kudos to J.J. Guy, Greg Fitzgerald, Lori Fitzpatrick, Michael Persechini, Kevin Mulcahey, Kenneth Shelton, Craig Cason, Aaron Griffin, Christopher Strand, PCIP and the broader Sevco Security team on their acquisition by Arctic Wolf - huge credit for building a platform that’s become essential in asset intelligence and exposure assessment! And major props to Daniel Schiappa for championing the move and bringing Sevco into the Aurora Platform in a way that accelerates Arctic Wolf’s shift to truly proactive exposure management. This is a smart, strategic step—and an even better outcome for customers. Congratulations to everyone involved! We, at .406 Ventures, are honored to have been on the ride with you!Greg Dracon shared thisHuge congratulations to J.J. Guy, Greg Fitzgerald, and the entire Sevco Security team on their acquisition by Arctic Wolf. 🎉 Sevco set out to fix a basic but painful problem in security -- if you do not have a clear, current view of your assets and exposures, you are playing defense in the dark. Sevco’s solution gave enterprise customers a true system of record and earned recognition as a Visionary in the 2025 Gartner Magic Quadrant for Exposure Assessment Platforms along the way. We are proud to have partnered with this team from the very beginning, when all they had was a sharp thesis, deep conviction, and a clear sense that security teams deserved better. Excited to see their work reach even more organizations as part of Arctic Wolf. You can read the announcement here: https://lnkd.in/gWE66hh3 Greg DraconArctic Wolf Acquires Exposure Assessment Platform Visionary Sevco Security - Arctic WolfArctic Wolf Acquires Exposure Assessment Platform Visionary Sevco Security - Arctic Wolf
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Greg Dracon shared thisWhen we set out to find the best team in the world with specific expertise on the security of AI, we were fortunate to find Mindgard's Peter Garraghan and his PhD lab at Lancaster University. Well, the best AI security team in the world has just gotten even better with the addition of James F. Brear and Rich Smith! Wait until you see what they have in store!Greg Dracon shared thisBig news from our friends at .406 portfolio company Mindgard. 👏 They’re on a roll — welcoming multi-time cybersecurity leader James F. Brear as CEO, opening a new U.S. HQ in Boston (welcome to town!), and adding renowned offensive security researcher Rich Smith to their world-class team. Mindgard is tackling one of the biggest questions in tech: how to keep businesses safe as AI becomes part of everything we build. Its platform helps companies uncover hidden risks and make sure AI systems stay secure as they scale. Exciting to see this exceptional team continue shaping what trustworthy AI looks like in practice. 👉 Read the complete announcement here: https://lnkd.in/eyHK8aWu Greg Dracon, Austin KwounMindgard Ups the Ante for Security of AI – Appoints James Brear as CEO - MindgardMindgard Ups the Ante for Security of AI – Appoints James Brear as CEO - Mindgard
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Greg Dracon shared thisAs security teams struggle to fill open positions and are forced to do more with less, RAD Security has taken agentic security to the next level. If your company is looking to save time and money and focus only on what moves the needle, RAD Security's new offering is worth a look. https://lnkd.in/e_ruuinGRAD Security debuts RADBots to streamline security investigations and compliance - SiliconANGLERAD Security debuts RADBots to streamline security investigations and compliance - SiliconANGLE
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Greg Dracon shared thisThrilled to have the opportunity to work with these two former portfolio execs again! This time, they are changing the game for how companies safeguard their AI systems against the most sophisticated threats at .406 portfolio company Mindgard. https://lnkd.in/encQ6Hrt Welcome to the team, Aaron Portnoy and Tom Axbey!Mindgard appoints industry veterans to lead AI security expansionMindgard appoints industry veterans to lead AI security expansion
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Greg Dracon shared thisGreat stuff, Mariano Nunez and Onapsis - this is a critical issue and the country and our companies are safer as a result of your efforts!Greg Dracon shared thisThanks to NYSE TV for the interview last Friday -- we discussed the recent unprecedented wave of SAP cyber attacks, and what organizations running business-critical SAP applications need to do to protect themselves. Onapsis was at the core of this response, working in close partnership with SAP, US and international government agencies, NightDragon and leading cybersecurity firms. Unfortunately there are organizations still running vulnerable and/or patched-but-already-compromised SAP systems out there. Check out our threat blogs in the comments section for remediation guidance. Watch the interview here: https://lnkd.in/dus8WBet
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Greg Dracon shared thisThis is how true agentic AI should be used: RAD Security's RADBot is a serious step forward. It's not just alerting — it’s reasoning, correlating, and prioritizing based on real-world risk. Reachability, runtime, and PII tracking all in one tight loop. Way to go, RAD Security!Greg Dracon shared this🚨 Introducing RADBot: Your AI Security Teammate 🚨 We hear some of the same exhausting challenges from countless security teams. They are drowning in alerts. Legacy tools just pile on noise. You need more than another dashboard — you need an AI-powered teammate. Enter RADBot — an AI security analyst that thinks like your best investigator (but works at machine speed). ✅ Investigates threats the moment they emerge ✅ Connects the dots across fragmented data ✅ Prioritizes what matters and stop chasing ghosts ✅ Recommends clear next steps for faster resolution Teams using RADBot are seeing as much as a 70% reduction in investigation time. Others cut GRC reporting from 30 days to 30 minutes. Get real answers, in real time. Ready for an AI teammate that’s got your back? 👉 Learn more about RADBot, and put your first RADBot to work in our sandbox environment: https://lnkd.in/gZY4g2NG #Cybersecurity #AI #SecurityOperations #CloudSecurity #AIThreatDetection #SecOps #AIinSecurity
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Greg Dracon shared thisLooking forward to this session next week! Thanks to Keith Cline and VentureFizz for organizing! .406 VenturesGreg Dracon shared thisHere is the speaker line up for the VentureFizz Startup Fundraising Conference in Boston on February 13th. We have two panels planned plus a State of the Markets presentation by SVB: Investor Panel: * Sarah Hodges, Managing Partner at Pillar VC * Greg Dracon, Partner at .406 Ventures * Vivjan Myrto, Founder & Managing Partner at Hyperplane * Matthew Bellows, Partner at Grit Capital Partners * Thara Pillai, Director, Alumni Programs & Engagement at Harvard Innovation Labs Founder Panel: * Toshit Panigrahi, Co-Founder & CEO of TollBit * Susan Conover, Co-Founder & CEO of Piction Health * John Andrews, Co-Founder & CEO of Cimulate, Inc. * Jehan Hamedi, Founder & CEO of Vizit * Jennifer Davis, Managing Director of Techstars Boston Accelerator And, Jake Ledbetter, CFA, Senior Researcher at Silicon Valley Bank, will shares lots of insights from SVB's latest State of the Markets report! This is an invite only event for Founders & Investors. The cost to attend is $35. Click here to request an invite: https://vfizzevents.xyz Thank you to our sponsors Silicon Valley Bank, G-P, & Polsinelli!!!
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Greg Dracon shared thisA bit on why we're so excited to have joined Mindgard in its fight to secure AI from malicious threats... .406 Ventures Peter Garraghan Steve Street Austin KwounGreg Dracon shared thisWe recently shared our excitement about investing in a company at the intersection of cybersecurity and AI -- two key focus areas for .406. Now, Greg Dracon and Austin Kwoun explain why Mindgard was perfectly “in the zone,” delivering the cybersecurity solution for AI that we had been searching for. Learn more about why we invested and hear directly from founder and CEO Peter Garraghan in the Q+A. https://bit.ly/3CG8wk1
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Greg Dracon liked thisGreg Dracon liked thisExcited to announce that Peter Garraghan, Mindgard has been shortlisted for the The National AI Awards Educator of the Year. This award recognises outstanding achievement in teaching, promoting, or advancing AI knowledge and skills. The award celebrates excellence in AI education across schools, universities, apprenticeships, and organisational learning programmes, as well as initiatives that enhance AI literacy and inspire learners at all levels. Winners will be announced in conjunction with the The AI Summit London on June 9th. Good luck Peter!
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Greg Dracon liked thisGreg Dracon liked thisKathryn Taylor Reddy was at the Future of Mental Health Summit in Boston this week, joining Marjorie Morrison, Dan Gebremedhin MD, MBA, and Rebecca Schechter for "Smart Capital, Smarter Care," a panel on funding and scaling mental health innovation. The conversation covered a lot of ground. Two themes mattered most: 💡The access gains are real but uneven. Behavioral health has moved from afterthought to priority in five years, and access has expanded, particularly for commercially insured populations. But the market is maturing in uneven ways: payers are increasingly focused on the cost of low-value care at one end, while high-acuity patients and those without commercial coverage still face significant barriers at the other. 💡AI will create value, but the winners aren't obvious yet. As the technology commoditizes, the most likely candidates may be incumbent providers who can move quickly and clinically differentiated startups that use AI to enhance care delivery rather than substitute for it. The measure of success isn't who captures margin. It's whether patients get meaningfully better care. Grateful to the organizers and fellow panelists for a sharp, honest conversation about where the field is headed and what it will take to get there.
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Greg Dracon reacted on thisIt’s an honor and a blessing to have Andrew Smeaton’s cyber community coming together to celebrate his life and contributions. Were so thankful for your support and we’re ready for a great night- just as he’d want it! Live music from a great band, surrounded by friends and colleagues, networking, sharing stories and raising a toast- a night Andy would have truly loved! I hope you’ll join us! Thursday, June 4th 5:30-9 at Capo in Southie Details in the link. Thank you, Christopher Lynch- first, for your friendship, and to the TTC team who are putting their their time and expertise towards this event!Greg Dracon reacted on thisNo Rain, No Flowers. Andrew Smeaton left us far too soon. He was a devoted husband, a proud father of seven, and a friend to so many. He had a way of meeting life’s hardest moments with grit, humor, and heart. No matter what came his way, Andrew would take the hit, shake it off, and come back stronger. I first knew Andrew through our time at DataRobot, where he served as CISO. But it was after that chapter that I got to know him more personally, and in a way that felt less like a professional connection and more like an old friend. When life got heavy, Andrew had a way of pulling people back toward laughter, music, and the simple reminder that none of us are meant to go through it alone. That spirit defined him. Andrew made people better by the way he showed up, as a husband, father, colleague, and friend. He was present. He cared deeply. And when others were hurting, he stepped in without hesitation. There are countless examples of Andrew showing up for people in their hardest moments. That was simply who he was. Now it’s our turn to show up for him and for his family. On Tuesday, June 4, we will gather at Capo Supper Club in South Boston for a celebration of Andrew’s life and to raise money in support of his wife, Jackie, and their seven children. We’re grateful to Capo for helping make the evening possible, and the Tech Tackles Cancer band will perform some of Andrew’s favorite songs throughout the night. My ask is simple: be present, just as Andrew was every day of his life. Come sing. Come dance. Come celebrate. Come support a family that means so much to so many of us. Because if Andrew taught us anything, it’s that no one should walk alone. Event Details: Thursday, June 4th at Capo Supper Club in South Boston. Donate today or buy a ticket: https://lnkd.in/eV8xEPbG #BostonCISO #JamF Merlin Ventures Afiniti Danversbank Lifespan Liverpool Football Club Liverpool John Moores University Harvard University Edinburgh Napier University #techtacklescancerTTC Supports The Smeaton Family - Tech Tackles CancerTTC Supports The Smeaton Family - Tech Tackles Cancer
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Greg Dracon liked thisAutoimmune disease affects 15M Americans, ~80% of whom are women. Yet care remains fragmented, and no one has cracked a scalable model. Payal Agrawal Divakaran shared why bringing the right stakeholders together at the Inflection Point Summit is a starting point to building solutions that deliver lasting change. She breaks this down in the clip below.Greg Dracon liked thisWhy are autoimmune conditions such an important focus in health for women? At the Inflection Point Summit, we explored three critical areas shaping women’s heart and brain health: autoimmune conditions, midlife and menopause, and dementia. Autoimmune disease was front and center in the conversation. In this short video, Payal Agrawal Divakaran shares why forums like this matter — bringing together diverse stakeholders to openly discuss challenges and opportunities, and to collaborate on building a more integrated care delivery system that benefits the entire healthcare ecosystem. Kathryn Taylor Reddy Marin Lang
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Greg Dracon liked thisGreg Dracon liked thisI grew up in a small village in India. We didn’t have much, but I had something that shaped everything that came after. I watched my father build his own business from scratch. No playbook. No shortcuts. Just persistence. That’s where it started for me. I knew early on I wanted to build something of my own. Fast forward to today. I’m excited to share that we’ve been building Quark Labs and we are generating revenue and we’re coming out of stealth. The problem we’re going after is simple to describe, but very hard to solve. Most of the world’s important data is still locked away. Not in clean APIs. Not in modern data stacks. But in documents, legacy systems, on-prem environments, and workflows that were never designed for AI. And that data is exactly what businesses rely on to operate. We’re building Quark Labs to unlock that. Not just extracting text, but turning complex, regulated data into structured, usable knowledge. Connecting documents, systems, and workflows into something that can actually be queried, automated, and trusted. Because the goal is not just better data. It is faster decisions. Automated workflows. Real business outcomes. For me, this is not new. At CloudHealth, I worked on building data platforms that helped organizations understand and act on their data. At Starburst, I saw how powerful it is when you can query data across systems without moving it. Quark is a continuation of that journey, but focused on the hardest data of all. The kind that does not fit neatly into tables. The kind that lives in documents. The kind that AI still struggles to use. I am not building this alone. I am lucky to be building this with my co-founder Alex Breshears, who shares the same obsession around solving hard, real-world data problems. And along the way, we have had incredible support from advisors Justin Borgman Dan Parelskin Tom Axbey, early believers, and customers who pushed our thinking, challenged our assumptions, and helped shape what Quark is becoming. We are early. Still learning every day. But we are already seeing what happens when this data becomes accessible. Work that used to take weeks now takes minutes. That is what keeps us going. Also, a huge thank you to the people who helped shape Quark along the way. Justin Borgman Tom Axbey Dan Parelskin Sanjeev Mohan Manu Cohen-Yashar Rick Grinnell Alex Benik Will Lehmann Naresh H. Singh, CISSP Abhi Banerjee Boone Quesnel Bryan Offutt Kevin Haley Brian Shealey Erin "Dizzy" Underwood Nick Stevens Harrison Johnson and many many more folks. I consider myself very lucky and your support, feedback, and belief made this possible. If your team is spending hours and thousands of dollars extracting usable data from documents, legacy systems, or air-gapped environments where privacy matters, we should talk. Let’s build. QuarkLabs.ai
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Greg Dracon reacted on thisGreg Dracon reacted on thisThe 6 years since I launched Narwhal Marketing have brought a number of challenges and gifts. I launched in the midst of a global pandemic (which turned out to be a gift—I was too worried about COVID to worry about how my business was starting out!) 😷 I tackled new industries, worked with PE-backed and bootstrapped companies for the first time, and learned a ton of new skills. I've learned a lot about where I provide the most value and where I provide "enough" value. And I've had the very great pleasure to work with a lot of smart, funny, authentic, and genuinely kind people. That's allowed me to work closely with clients for a long time - my average client tenure is 30 months - and really see the impact of how I've helped these companies grow. The first six years have been incredible, and I'll be honest, I'm nervous about this 7th(!) year. For the past three years, I've been managing personal challenges that have gotten heavier than ever this year, resulting in a need to focus on family and pull back on my professional commitments right in the middle of the greatest disruption tech marketing has ever faced. What I know going into year 7️⃣: the way I built Narwhal — intentionally personal, genuinely invested, focused on work that actually moves the needle — is exactly what has continued to make consulting rewarding for me. I can't predict how my work, my business, or for that matter, my personal life, will evolve this year. But I'm hoping year seven brings more clients like the ones in these photos 💜
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Greg Dracon liked thisGreg Dracon liked thisOne of the fascinating things about investing at the frontier of healthcare is that it is easier to identify what's wrong with the system than to find a clear and obvious way to do it right. We see this clearly in how three founders in our portfolio tackle some of healthcare’s toughest problems. Dr. Jeffrey Wessler, founder of Heartbeat Health, published a piece in Forbes arguing that "appropriate" might be the most dangerous word in healthcare. An identical patient could easily be sent down two very different "appropriate" paths based on where they are treated. Jeff suggests that standardization of care is the solve. Standardized care is a noble goal; however, Dr. Ayòbámi Olúfadéjì, and Dr. David Wennberg, co-founders of Claren, which brings shared decision making to a treatment plan, argue that among evidence-based treatment options, a patient’s preferences should define what care is “appropriate.” In the long run, this collaboration reduces the total cost of care and improves outcomes. Dr. Jeremy Friese, founder of Humata Health, takes a different path: replacing outdated, manual prior authorization processes with AI-driven automation to secure a faster "yes" for patients. This approach preserves clinical autonomy while accelerating time to "appropriate" and measured care. We believe that all three approaches have a role to play and can complement each other to improve the overall system. It's no surprise that key healthcare stakeholders hold similarly varied views, and we believe there is room for more than one path to scale and succeed as we work toward a truly reimagined healthcare system. We are excited by the dynamic pushing and pulling. Thanks to Jeff for getting this important conversation started. Read more on Jeff’s perspective here: https://lnkd.in/eRk9seY7 Liam Donohue, .406 VenturesThe Most Dangerous Word In Healthcare Isn’t ‘Cost’—It’s ‘Appropriate’The Most Dangerous Word In Healthcare Isn’t ‘Cost’—It’s ‘Appropriate’
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Greg Dracon liked thisGreg Dracon liked thisThis is how AI is changing the game. In a 24-hour run on a single A100, Disarray's MLE agent earned 28 medals across Kaggle competitions, with 9 top-10 finishes and even a #1 ranking ahead of all human teams. Congrats to Doris Xin, Moustafa AbdelBaky the entire Disarray team on pushing the frontier here. But the most interesting part is not the scoreboard. It is what it implies. Kaggle is a strong proxy for real-world Machine Learning work. Top data scientists typically spend weeks iterating on models, features, and data. What Disarray showed is that an autonomous system can now operate across domains and reach that level in a single day. Most Machine Learning Engineering agents today focus on improving model search. Disarray extends that to data. In one example, the agent independently found and incorporated external data to improve performance, something experienced ML engineers do instinctively, but most systems do not attempt. That shift matters. In practice, gains often come from better data, not just better models. At the same time, this does not replace ML engineers. Production systems still require human judgment around business alignment, infrastructure, governance, and accountability. The role of the ML engineer is evolving, not disappearing. Definitely worth a read from the team here: https://lnkd.in/e5R9XPRV Excited to be partnering with Doris, Moustafa and team as they continue to push the AI frontier!When an MLE Agent Beats Humans, What Does That Actually Mean? - DisarrayWhen an MLE Agent Beats Humans, What Does That Actually Mean? - Disarray
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Education
Volunteer Experience
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Board Member - College of Information Sciences and Technology (IST)
Penn State University
- Present 2 years
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Council Member
Commonwealth of Massachusetts, Cybersecurity Strategy Council
- Present 7 years
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