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Adaptive Security

AI-driven cybersecurity training platform

Overview

Adaptive Security provides an AI-driven cybersecurity training platform that protects organizations from modern threats such as deepfakes, generative AI phishing, SMS attacks, and voice phishing. It delivers advanced training and realistic simulations through a library of integrations and tailored content, helping employees and the organization stay prepared against evolving cyber threats. The platform operates on a subscription model, serving a wide range of clients from small businesses to large enterprises, and earns revenue by offering ongoing access to its content and simulations. Compared with others, Adaptive Security emphasizes AI-focused threat training, a broad set of integrations, and a focus on organizational readiness, not just individual training. The company’s goal is to improve employee education and overall security posture by continuously updating its content to address AI-enabled attacks and safeguarding defenses across the organization.

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About Adaptive Security

Simplify's Rating
Why Adaptive Security is rated
B+
Rated B on Competitive Edge
Rated A on Growth Potential
Rated B on Differentiation

Industries

Enterprise SoftwareCybersecurityAI & Machine LearningEducation

Company Size

201-500

Company Stage

Series B

Total Funding

$179M

Headquarters

New York City, New York

Founded

2023

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Simplify's Take

What believers are saying

  • Bain Capital Ventures led Adaptive's $81 million Series B in December 2025.
  • On September 9, 2026, Adaptive added free 14-language scam training for older adults.
  • Conan O'Brien's June 2026 launch gives Adaptive a viral sales and brand advantage.

What critics are saying

  • KnowBe4 still owns the broadest awareness-training catalog and procurement trust.
  • Adaptive's narrower scope leaves it exposed if buyers demand full human-risk platforms.
  • If deepfake-training gimmicks fade, Adaptive's premium valuation and new-customer growth compress.

What makes Adaptive Security unique

  • Adaptive Security's June 2026 Conan O'Brien series makes training unusually memorable.
  • Its 2026 platform covers email, SMS, voice, and deepfake simulations.
  • Adaptive claims over 500 enterprise customers, including PayPal, Figma, Ramp, and Perplexity.

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Funding

Total Funding

$179M

Above

Industry Average

Funded Over

3 Rounds

Notable Investors:
Series B funding is typically for startups that have proven their business model and need more funding to expand rapidly—often by entering new markets or adding more products. Investors are usually venture capital firms that specialize in later-stage investments.
Series B Funding Comparison
Above Average

Industry standards

$35M
$45M
$65M
$81M
$100M

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Company Equity

Growth & Insights and Company News

Headcount

6 month growth

-3%

1 year growth

-3%

2 year growth

-3%
Adaptive Security
Oct 8th, 2026
Email Security Webhooks and REST API.

Email Security Webhooks and REST API. Read summarized version with Most security teams already run their day out of a central system. Alerts land in a SIEM, response runs through a SOAR, and work gets tracked in a ticketing tool. When email threats live in a separate console, analysts end up checking one more screen and copying sender, subject, and verdict details into tickets by hand before they can act. Today, Adaptive Security, Inc. is launching Email Security Webhooks and REST API, which connects Adaptive Email Security to your SIEM, SOAR, or ticketing tools so detections and remediations flow directly into your existing security workflows. What's in Webhooks and REST API. The release works in two directions. Adaptive tells your system what happened, and your system tells Adaptive what to do. Webhooks send a new alert to your system once Adaptive finishes analyzing an email. Each alert includes the email details, Adaptive's analysis, and the initial remediation state, so your tools get the full picture without anyone opening another console. You control which alerts flow out by filtering on three dimensions. * Classification sends Malicious alerts, Spam alerts, or both. * Review status sends only the events that need a human decision, or every analyzed event. * Source narrows alerts to Detection, User Report, Similar Fetch, or Denylist. The REST API lets your SOAR, ticketing tool, or custom automation work with those events directly. * Get current details pulls the latest email details, analysis, related messages, and remediation status for any event. * Take action quarantines an email, moves it to spam or trash, or marks it safe or spam. Move actions can also cover existing and future similar messages. Experience the Adaptive platform * Undo remediation restores the emails moved for an event. * Manage rules lets you view, add, and remove Adaptive allowlist and blocklist rules. Why it matters. Email threats now get handled where the rest of your security work already happens. Analysts no longer need to watch the Adaptive console for every alert or rebuild email details in a ticket by hand. The alert arrives with the email details, the analysis, and the remediation state already attached. That turns a multi-step manual handoff into a single automated flow. A malicious email can be detected by Adaptive, routed into your SIEM, picked up by a SOAR playbook, and quarantined along with its similar messages without anyone switching tools. When an analyst needs more context, the API returns the latest analysis and remediation status on demand. It also covers a requirement most enterprise security teams bring to every email security evaluation. Alerts go into the systems you already use, and response can be automated end to end. How it fits into your existing workflow. Nothing about how your team works has to change. You point Adaptive at an endpoint you control, whether that's Splunk, Sumo Logic, Tines, ServiceNow, or your own middleware, and build the workflow the way your SOC already runs. Teams logging everything for visibility can stream every analyzed event into their SIEM. Teams focused on response can send Needs Review alerts into a ticket queue and let analysts close them out from there. Teams with mature automation can let SOAR playbooks act on Malicious verdicts directly, and the same playbook can undo a remediation if a call needs to be reversed. Allowlist and blocklist rules can be managed from that same automation, so the policy decisions your SOC makes stay in sync with Adaptive. Available now. Webhooks and the REST API for Adaptive Email Security are live today. Full details on supported events, filters, and actions are available in the Adaptive developer documentation. If you'd like a personalized walkthrough of the Adaptive Security suite of products, including Agentic Email Security, book a demo today. As experts in cybersecurity insights and AI threat analysis, the Adaptive Security Team is sharing its expertise with organizations. Get started with Adaptive Security

Adaptive Security
Oct 6th, 2026
Adaptive Security named to Fast Company's 2026 Next Big Things in Tech list.

Adaptive Security named to Fast Company's 2026 Next Big Things in Tech list. Read summarized version with Key takeaways. * Adaptive Security was named to Fast Company's 2026 Next Big Things in Tech list, an annual list recognizing breakthrough technologies with potential to transform industries. * Less than two years after emerging from stealth, Adaptive says it now protects more than 2,000 enterprise customers, reflecting the rapid rise of AI-generated attacks. * Adaptive started with AI-powered security awareness training focused on threats like cloned executive voices, deepfake video calls, and fabricated urgency, then expanded with Agentic Email Security and AI Governance. * Agentic Email Security connects to Google Workspace and Microsoft 365 via API without changing mail routing, uses a team of AI agents to evaluate every message, and can automatically send confirmed threats to spam, quarantine, or trash based on security-set confidence thresholds. * The company says about half of its customers already use at least one of its email security products, and in one customer proof of concept Adaptive caught 80% more malicious attacks than the customer's existing email defenses. * Fast Company Editor-in-Chief Brendan Vaughan said the list highlights innovations that 'move beyond promise to demonstrate real potential for impact' and companies 'tackling ambitious problems' with products and approaches that could shape the years ahead. Adaptive Security, Inc. has some news to share: Adaptive Security has been named to Fast Company's 2026 Next Big Things in Tech list, an annual honor recognizing breakthrough technologies with the potential to transform industries and shape the future. Fast Company Editor-in-Chief Brendan Vaughan described the spirit of this year's list this way: "The most exciting technology innovations are the ones that move beyond promise to demonstrate real potential for impact." Adaptive Security, Inc. is proud to be included, and grateful to the team whose work got Adaptive Security, Inc. here. From security awareness training to a broader platform This recognition arrives alongside a milestone of its own. Fewer than two years after emerging from stealth, Adaptive now protects more than 2,000 enterprise customers. That pace tracks how quickly AI-generated attacks have moved from rare to routine. Adaptive Security, Inc. started with AI-powered security awareness training, teaching employees to recognize cloned executive voices, deepfake video calls, and fabricated urgency. Since then, Adaptive Security, Inc. has built on that foundation with two new products: * Agentic Email Security stops AI-generated phishing before a message ever reaches an inbox. Experience the Adaptive platform * AI Governance gives security teams visibility into, and control over, how employees use AI tools. As CEO and co-founder Brian Long puts it: "We built this company on security awareness training because employees are the first line of defense. Agentic Email Security is the next layer. It puts a team of AI agents on every message, built to catch what older filters were never designed to see, and it runs automatically without anyone logging in to manage it." How Agentic Email Security works Agentic Email Security connects to Google Workspace and Microsoft 365 through an API, with no change to mail routing. A team of AI agents evaluates every message. Adaptive then automatically moves confirmed threats to spam, quarantine, or trash, based on a confidence threshold that security leaders set. The early results are encouraging. About half of its customers already use at least one of its email security products, including many large enterprises. In one customer proof of concept, Adaptive caught 80% more malicious attacks than the customer's existing email defenses. About the list Fast Company's Next Big Things in Tech list recognizes innovative technologies from established companies, startups, and research teams that are making measurable progress toward transforming the lives of consumers, businesses, and society. This year's honorees span industries, and each demonstrates the potential for significant impact in the years ahead. As Vaughan said, the companies and teams on the list "are tackling ambitious problems with new ideas, products and approaches that have the potential to fundamentally shape the years ahead." See it in action Want to see how Agentic Email Security and AI Governance work in your environment? Request a demo to learn more. Get started with Adaptive Security

Adaptive Security
Sep 29th, 2026
This year's Cybersecurity Awareness Month isn't just about passwords.

This year's Cybersecurity Awareness Month isn't just about passwords. Key takeaways. * Adaptive Security is releasing a free Cybersecurity Awareness Month toolkit for October focused on AI-driven threats that go beyond traditional phishing and password advice, including cloned voices, cloned faces, and high-volume personalized outreach. * The toolkit is organized into four weekly themes aligned to real attack patterns: Week 1 AI Basics, Week 2 Deepfakes & Impersonation, Week 3 Targeted AI Attacks, and Week 4 Shadow AI & Agents. * Brian Long, Adaptive Security CEO and co-founder, said awareness programs must be built around AI 'from the ground up' and that the company wanted to make the materials available to every organization, not just customers. * The free kit includes 8 short training videos (2 per week, 3 to 7 minutes each), 16 posters (4 per week), 4 plain-language newsletters, a full content calendar, and 5 pre-written email templates for immediate use. * Adaptive customers also get interactive game modules tied to the same four themes, with built-in completion and engagement reporting that can be shared with the board. * The full toolkit and week-by-week rollout guide are available now at www.adaptivesecurity.com/cybersecurity-awareness-month, and the article frames the goal as building weekly habits that reduce failed simulations and make employees measurably harder to fool by November. Somewhere in a company break room this month, a poster about phishing is going up for maybe the tenth year running. It says roughly what it said a decade ago: use a strong password, don't click the weird link, report anything that looks off. That advice was sound once, back when a phishing email took a scammer genuine effort to write. Now that same email can be generated in seconds, aimed at one employee by name, and sent at a volume no single scammer could manage by hand. A phone call can carry a cloned voice. A video call can carry a cloned face. The poster in the break room doesn't mention any of that. This October, Adaptive Security is releasing a free toolkit built for what's changed, mapped to the attack surface CISOs are already tracking, and available to any organization that wants it. Built around where the risk sits. "Security awareness has to keep pace with how fast attackers are moving, and this year that means building a program around AI from the ground up," said Brian Long, CEO and co-founder of Adaptive Security. "We wanted every organization, not just our customers, to have what they need to get their workforce ready this October." The kit is organized into four weekly themes, chosen to match how these attacks show up in practice rather than how they get described in a headline: * Week 1: AI Basics. The password and credential habits AI has made far easier to break. * Week 2: Deepfakes & Impersonation. The voice and video tactics now convincing enough to bypass instinct alone. * Week 3: Targeted AI Attacks. Attacks where an AI agent researches a target, drafts the pitch, and runs the outreach with no human involved. * Week 4: Shadow AI & Agents. The quieter risk of employees feeding sensitive company data into AI tools that were never approved for it. What's inside, and what it takes to run it. Experience the Adaptive platform The kit is built to run without adding to your team's workload. It includes: * Eight short training videos, two per week, three to seven minutes each, for desktop and mobile * Sixteen posters, four themed per week, in vertical and horizontal formats for print, hallway screens, or internal channels * Four plain-language newsletters, one per week, that your least technical employee can follow * A full content calendar with suggested weekly messaging, so the month can go out under your name without drafting a single one from scratch * Five pre-written email templates, one per week, ready to be sent immediately to the team Adaptive customers get one more layer: multiple interactive game modules built around the same four themes, deployable directly inside the platform with completion and engagement reporting built in, ready to bring to the board. None of it requires a purchase. The full kit, plus a week-by-week rollout guide, is available now at www.adaptivesecurity.com/cybersecurity-awareness-month. Why it's built this way. Training fails for a simple reason: it reads like a rule instead of a habit worth keeping. This kit assumes employees have limited time and are being targeted by attacks built specifically to exploit good instincts. A handful of habits, reinforced weekly, will do more than a poster in a break room ever could. That's the case for treating this month as more than an event: fewer failed simulations, less time spent untangling an incident that started with one convincing message, and by November, a workforce measurably harder to fool than it was on October 1. Get started with Adaptive Security

Engadget
Jun 9th, 2026
Conan O'Brien is hosting educational videos for an AI cybersecurity company.

Conan O'Brien is hosting educational videos for an AI cybersecurity company. At long last, a corporate training you might actually enjoy. Cybersecurity AI company Adaptive Security has partnered with famed comedian Conan O'Brien for a 15-part educational video series. These training videos will help Adaptive's clients and their employees to navigate threats such as phishing and deepfakes. Considering how often corporate trainings are a total snoozefest, getting a genuinely funny and smart person to present this critical information seems like a smart, if expensive, move. The clip currently promoting the partnership on Adaptive's website even kicks off with a joke about O'Brien only doing the gig for the money. More broadly, it's great to see a business investing in this type of education to ensure that people really do follow best practices for online safety. The FTC said social media scams cost Americans at least $2.1 billion last year. Companies that might have access to even bigger bank accounts, not to mention sensitive information, make for even juicier targets. And AI tools can make cons awfully convincing and easier to pull off. Luckily, there are plenty of common sense rules you can follow to keep the troublemakers at bay. Woodbridge Technologies, LLC is not lucky enough to have Conan narrating them, but just queue up the monorail episode of The Simpsons to play in the background while you read some of Engadget's top cybersecurity tips for a near-identical experience.

PR Newswire
Jun 9th, 2026
Conan O'Brien joins Adaptive Security to tackle AI deepfakes and phishing with comedy

Adaptive Security has partnered with comedian Conan O'Brien to create security awareness training videos addressing AI-powered threats. The collaboration includes 15 modules covering deepfakes, voice cloning, AI impersonation, phishing, and other security risks, with O'Brien co-writing scripts and improvising content. The partnership responds to growing engagement problems in corporate security training. Adaptive Security reported that over half its enterprise customers have experienced deepfake attacks, whilst Deloitte projects AI-facilitated fraud losses in the US will reach $40 billion by 2027, up from $12.3 billion in 2023. O'Brien's comedic approach aims to combat AI attacks that exploit urgency and panic by training employees to pause before acting. The company, which has raised over $140 million from investors including Bain Capital Ventures and Andreessen Horowitz, serves more than 1,000 enterprise customers.

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