Fundraising Fox

Adaptive Security

New York, US Β· Founded 2024 Β· 285 employees on LinkedIn Β· 15 known investors

Adaptive Security provides security awareness training, phishing attack simulation, and email security solutions designed to defend against AI-powered attacks, deepfakes, and social engineering threats. The company serves enterprise organizations seeking to protect employees and data from next-generation security risks.

Also known as Adaptive

Founders & leadership

Adaptive Security was founded in 2024 by Brian Long and Andrew Jones.

BLBrian Long
Brian LonginCEO & Co-FounderLong previously co-founded and led Attentive as CEO from 2016 to 2023, where he now serves as executive chairman, and earlier co-founded TapCommerce, which he ran until its acquisition led to a senior director role at Twitter. He also held mobile sales and leadership positions at Crossboard Mobile and wrote Problem Hunting: the tech startup textbook.
AJAndrew Jones
Andrew JonesinCo-Founder & Chief Product OfficerJones was co-founder and chief product officer at Attentive, later heading new product experimentation there, and before that co-founded TapCommerce and worked as a senior product manager at Twitter. His earlier career included engineering program management at Demdex, project management at TheLadders.com, and a technology analyst role at Goldman Sachs.

Investors Β· 15

Also in the syndicate Β· 4

CrossBeam VenturesK5OpenAIleadOpenAI Fund

Funding

SEC filings, press & company announcements

$81M disclosed across 1 of 5 rounds Β· 2025

Source: company announcements and press reports β€” follow each round's link for the claim.

Company profile

researched Aug 2026

Adaptive Security is a New York-headquartered cybersecurity company that sells a platform aimed at the "human layer" of enterprise security, focused on threats generated or amplified by generative AI. The product set spans four areas: security awareness training (interactive, role-based, editable modules covering AI threats, deepfakes, voice scams and compliance, with AI-assisted creation of custom modules from a customer's own policies); phishing simulations delivered across email, voice, SMS and deepfake video and built from real employee and company data rather than generic templates; cloud email security intended to detect AI-generated attacks; and AI governance, which provides visibility into AI tools and unsanctioned apps, policy enforcement templates and in-browser coaching when a policy is violated.

The simulation engine uses open-source intelligence and company-specific data to construct impersonation scenarios, then identifies where controls break down and assigns individualized follow-up training to employees who fail. Additional platform capabilities include automated threat triage that scores employee-reported messages and routes them to security teams, and AI-driven risk scoring at the individual, team and organizational level, including executive exposure scoring. The training and phishing products are available in more than 39 languages and include accessibility controls, role-based administrative access and integrations with existing SaaS tools.

The company describes itself as a provider of AI-powered social engineering prevention, positioning against legacy security awareness training vendors whose content and simulations were not designed for generative-AI deception across voice, video and text channels.

Founding story

Adaptive Security was founded in 2024 by Brian Long and Andrew Jones, who previously founded and scaled Attentive to $500 million in annual revenue and had earlier built TapCommerce. They started the company after observing AI-enabled impersonation shift from a niche risk to a practical problem for companies, employees and consumers, and because legacy security training was not built for generative-AI deception. The company launched publicly in January 2025.

Business model

B2B software sold to enterprise, mid-market and SMB security teams as a platform combining security awareness training, phishing simulation, email security and AI governance; customers are acquired through demos and the product integrates with existing SaaS tooling. Sources do not state pricing or contract structure.

Sources do not disclose pricing or revenue figures for Adaptive Security; the site markets the email security product as offering enterprise-grade AI detection "without the enterprise price tag," but no rates or revenue are stated.

Traction

The company reports growing from public launch in January 2025 to more than one hundred enterprise customers by April 2025 and more than 500 enterprise customers by December 2025, with a reported NPS of 94. Its website cites 1,000+ security teams and a customers page citing 1,500+ customers, alongside a 4.9/5 review rating and a 4.8/5 average training content rating. Published customer outcomes include 98% on-time security training completion at Checkr, ~96% completion at Fireworks, and an 86% reduction in phishing failure rate at Bay Federal Credit Union.

Latest developments

On December 16, 2025 Adaptive Security announced an $81 million Series B led by Bain Capital Ventures with participation from NVentures (NVIDIA), the OpenAI Startup Fund, Andreessen Horowitz, Abstract Ventures, Capital One Ventures and Citi Ventures, bringing total capital raised to $146.5 million. The company stated it had surpassed 500 enterprise customers and an NPS of 94, and said that in 2025 more than half of its customer conversations included reports of deepfake incidents. Press-release listings also reference a collaboration with Conan O'Brien on AI-threat awareness content and the launch of free public training resources.

β–ΈFull profile β€” market position, technology, go-to-market, geography, history, risks & controversies

Market position

Positioned as an AI-native alternative to legacy security awareness training and email security vendors, marketing itself as the leading provider of AI-powered social engineering prevention. Investor commentary from Bain Capital Ventures frames human-layer security as a board-level priority driven by AI-enabled threat vectors. Third-party aggregation describes the company as backed by a16z and the OpenAI Startup Fund and as a leader in next-generation cybersecurity training, though such characterizations are promotional in nature.

Differentiators cited by the company and coverage include multi-channel deepfake simulations (voice, SMS, video, email) built from open-source intelligence and real employee data rather than generic templates; automatic delivery of personalized remediation training to employees who fail simulations; AI-driven executive and organizational risk scoring; AI-generated custom training content built from a customer's own policies; and the bundling of training, simulation, email security and AI governance in a single connected platform.

Technology

The platform applies generative AI to produce deepfake personas and impersonation scenarios across voice calls, SMS, video and email, seeded with open-source intelligence and company-specific employee data. Other components include real-time triage that analyzes and scores employee-reported suspicious messages, a continuously updated risk model fed by clicks, calls and reports, GenAI tools that generate text, visual and video training content from a topic or internal policy, cloud email security detection tuned for AI-generated attacks, and AI governance monitoring that detects unsanctioned AI tool use and delivers in-browser coaching. Coverage spans 39+ languages with accessibility controls and role-based administrative access.

Go-to-market

Direct enterprise sales driven by demo requests and live chat on the website, supported by published customer case studies segmented by industry and company size, webinars (e.g., "Rethinking Email Security for the AI Era"), a content blog, review-site ratings, and public-relations activity including funding announcements, free public training resources and a promotional collaboration with Conan O'Brien.

Enterprise, mid-market and SMB organizations' security teams across industries including SaaS, financial services, healthcare, construction, manufacturing, retail, hospitality, legal, sports and venture capital. Named customers include PayPal, Xerox, Bose, the National Hockey League, the Professional Golfers' Association, Figma, Ramp, Vimeo, TaylorMade Golf, Perplexity, Plaid, Podium, NerdWallet, Checkr, Attentive, Lennar, Tinuiti, First Round Capital, the Dallas Mavericks, First State Bank, Bay Federal Credit Union and BMC.

Geography

Headquartered in New York, United States; sources describe US-focused customer examples but the training and phishing products are offered in more than 39 languages. No international offices are described in the sources.

History

Following a public launch in January 2025, the company announced a $43 million Series A in April 2025 led by Andreessen Horowitz and the OpenAI Startup Fund β€” described as OpenAI's first investment in a cybersecurity company β€” with participation from Abstract Ventures, Eniac Ventures, CrossBeam Ventures, K5 and executives from Google, Workday, Shopify, Plaid and Paxos. At that point it reported more than one hundred enterprise customers. The OpenAI Startup Fund led an additional $12 million follow-on investment announced in September 2025. On December 16, 2025 the company announced an $81 million Series B led by Bain Capital Ventures with participation from NVentures (NVIDIA's venture arm), OpenAI Startup Fund, Andreessen Horowitz, Abstract Ventures, Capital One Ventures and Citi Ventures, bringing total capital raised to $146.5 million β€” its third financing announcement of the year.

Risks & controversies

Sources contain inconsistent third-party data: an aggregator lists the founding year as 2023, total funding of $136.0M across two rounds, a $55M Series A led by Ian Hathaway and Andreessen Horowitz, and Sequoia Capital as an investor, none of which match the company's own announcements or trade-press reporting ($43M Series A led by a16z and the OpenAI Startup Fund, a $12M follow-on, and $146.5M total raised). Several traction figures also conflict across the company's own pages (1,000+ security teams versus 1,500+ customers versus 500+ enterprise customers). No litigation, security incidents or other controversies are reported in the sources.

Compiled by commissioned research from 8 cited public sources β€” announcements, filings, and press listed under research sources below.

Key figures

latest reported
Average training content ratingApr 20254.8 out of 5
Customers cited on websiteJan 20261,500 customers
EmployeesJan 2025150 employees
Enterprise customersDec 2025500 customers
HeadcountAug 2026285
Languages supported (training and phishing)Dec 202539 languages
Net Promoter ScoreDec 202594 NPS
Security teams cited on websiteJan 20261,000 teams
Total capital raisedDec 2025$146.5M

Company-reported or press-reported figures, each dated to when it was claimed β€” not independently audited.

Competitors Β· 10

by search overlap
illusive networks833 shared keywordsProofpoint offers a suite of enterprise security and compliance products that protect people, email, cloud apps, and data from human-centric cyber threats using machine learning and AI. Its tools also cover data loss prevention, communications archiving, e-discovery, compliance supervision, identity threat detection, and security awareness training.
Crowdstrike578 shared keywordsCrowdStrike provides an AI-native cybersecurity platform that unifies endpoint, identity, cloud, SaaS, and AI protection to detect and stop breaches for enterprise organizations. It combines automated response with human-led security operations including managed detection and response, threat hunting, and security services.
Netezza537 shared keywordsIBM is a global technology company whose business spans enterprise software (including Red Hat, HashiCorp, and Confluent), IT infrastructure such as mainframes, servers, and storage, and IT consulting services. The company is also investing heavily in quantum computing and AI-based enterprise offerings, including its Lightwell open-source software security clearinghouse and the Anderon quantum wafer foundry.
Knowbe4514 shared keywordsKnowBe4 provides security awareness training, simulated phishing attacks, and AI-powered human risk management for organizations worldwide. The platform helps enterprises secure both human employees and AI agents against cybersecurity threats through attack simulation, training, and behavioral security interventions.
Sentinel One448 shared keywordsSentinelOne provides an AI-powered cybersecurity platform for enterprises that integrates endpoint protection, threat detection, and incident response capabilities. The company serves large enterprises, including many Fortune 500 organizations, to protect against cyber threats at scale.
ProjectDiscovery424 shared keywordsMimecast provides email security, data loss prevention, cloud archiving, and human risk management products used by organizations to protect communications and data. Its cybersecurity portfolio serves enterprise and channel-partner customers across regions including EMEA and APAC.
Check Point Software394 shared keywordsCheck Point Software Technologies is a cybersecurity company providing security products and solutions. This page is its investor relations section, containing annual reports, SEC filings, financial results, and corporate governance information.
Huntress378 shared keywordsHuntress provides enterprise-grade cybersecurity solutions designed for businesses of all sizes, focusing on threat detection and response to protect organizations against hackers.
Trend Micro370 shared keywordsTrendAI (Trend Micro) provides enterprise cybersecurity through its TrendAI Vision One platform, which unifies endpoint, network, cloud, and identity security with XDR visibility, threat intelligence, and AI-focused threat protection. It serves enterprise customers across 185 countries, including hybrid cloud, virtualized data center, and modern SOC environments.
Cloudflare Turnstile366 shared keywordsCloudflare provides a global cloud network platform delivering security, performance, and development services through sixty-plus integrated services including SASE, application security, and full-stack development infrastructure.

Companies competing with Adaptive Security for the same Google search keywords, organic and paid, via search-intersection analysis.

Timeline Β· 6

launches, deals, and filings
Dec 2025
Raised $81M Series B led by Bain Capital Ventures

Series B with participation from NVentures (NVIDIA's venture arm), OpenAI Startup Fund, Andreessen Horowitz, Abstract Ventures, Capital One Ventures and Citi Ventures, bringing total capital raised to $146.5 million; the company's third financing announcement of 2025.

$81M source β†—

Sep 2025
$12M follow-on investment led by OpenAI Startup Fund

$12M source β†—

Apr 2025
Raised $43M Series A led by a16z and the OpenAI Startup Fund

Adaptive Security announced a $43 million round led by Andreessen Horowitz and the OpenAI Startup Fund, described as OpenAI's first investment in a cybersecurity company, with participation from Abstract Ventures, Eniac Ventures, CrossBeam Ventures, K5 and executives from Google, Workday, Shopify, Plaid and Paxos. Proceeds were earmarked for growing the R&D team.

$43M source β†—

Jan 2025
Conan O'Brien collaboration on AI threat awareness content

Press release listing states Conan O'Brien teamed up with Adaptive Security on AI-threat awareness content; no further detail provided in the source.

source β†—

Jan 2025
Free public training resources released

A press release listing references Adaptive Security launching free public training resources; details are not provided in the source.

source β†—

Jan 2025
Public launch of Adaptive Security

The company launched publicly in January 2025, reaching over one hundred enterprise customers within about three months.

source β†—

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

In the news

β–ΈResearch sources Β· 8

primary sources listed

8 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does Adaptive Security do?
New York-based startup selling AI-era security awareness training, deepfake phishing simulations, email security and AI governance.
Who founded Adaptive Security?
Adaptive Security was founded by Brian Long, Andrew Jones in 2024.
Who are Adaptive Security's investors?
Adaptive Security's investors include Abstract Ventures, Andreessen Horowitz, Eniac Ventures, K5 Global, Scribble Ventures, Bain Capital Ventures, Capital One Ventures, Citi Ventures and 3 more.
How much funding has Adaptive Security raised?
Adaptive Security has disclosed $81M raised across 1 of its 5 known rounds.
Where is Adaptive Security headquartered?
Adaptive Security is headquartered in New York, US.