Director of Content

About Adaptive

Adaptive is a cybersecurity startup on a mission to stop AI-powered cyberattacks, founded by Brian Long and Andrew Jones—proven entrepreneurs behind Attentive (Forbes Cloud 100, $10B+ valuation) and TapCommerce (acquired by Twitter). In April 2025, Adaptive raised $43M, led by a16z and the OpenAI Fund, marking OpenAI's first-ever cybersecurity investment.

As generative AI drives new cyber threats, Adaptive is building the defense layer every organization needs. Our platform combines personalized security training, AI-driven attack simulations, and automated threat triage, all powered by the Adaptive Risk Intelligence Engine to quantify human risk at the individual level. Trusted by top banks, tech companies, and healthcare organizations, we protect teams from emerging threats like deepfakes, smishing, and voice scams. With a solid product foundation and a $200B+ market to transform, we're just getting started.

About the Role
Adaptive Security is seeking a hands-on leader to own and scale our content function. You’ll start as a player-coach—creating training content while managing a small team of two full-time creators (plus several interns). As the team grows, you’ll transition into a full-time leadership role, building the function and driving creative excellence at scale.

Our content powers Adaptive Security’s training platform, delivering engaging cybersecurity, HR, and compliance training to employees across our customers’ organizations. The goal is simple: make training fun, memorable, and impactful—while ensuring every module meets compliance and accuracy standards.

We create all of our content in-house and heavily leverage generative AI to accelerate and enhance the creative process. With hundreds of modules in our library (and growing), you’ll be responsible for producing new content, elevating the quality of our existing catalog, and ensuring we’re delivering at the highest standard.

This role is based in our NYC office and requires being onsite five days a week.

Core Responsibilities

• Lead and grow the team – Manage 2 full-time team members and several interns, with plans to expand headcount. Oversee relationships with outside vendors such as videographers. Act as a player-coach, staying close to the day-to-day work while guiding the team’s growth.

• Build scalable processes – Develop and refine repeatable workflows for content creation, review, and delivery. Identify bottlenecks and implement solutions to increase efficiency.

• Raise the creative bar – Continuously push for more engaging, interactive, and effective training experiences.

• Leverage tools for efficiency – Integrate generative AI and other third-party tools to improve quality, speed, and creativity in production.

• Collaborate cross-functionally – Work closely with Product and Engineering teams to enhance the in-app learning experience. Partner with our GTM team and engage directly with customers to ensure content meets their needs and delivers business impact.

• Drive to results — Align with cross-functional partners on objectives, build clear plans, prioritize resources, and lead the team to deliver high-quality content.

What You Bring

• Proven experience leading or mentoring a creative team, ideally in e-learning, media, or training content.

• Exceptional writing, editing, and storytelling skills, with the ability to make complex topics engaging across multiple media formats—text, images, video, and interactive elements.

• Proficiency with AI tools and a track record of using them to enhance creativity and streamline workflows.

• Strong process-building skills and the ability to manage complex projects without letting details slip.

• Highly organized and detail-oriented, capable of managing multiple priorities in a fast-paced environment.

• Background in creating cybersecurity, compliance, or HR training materials, and/or background in learning science (nice to have).

• Thrives in a fast-paced, high-stakes environment—similar to an early-stage tech startup—and isn’t afraid to roll up their sleeves to get things done.

What We Offer

• An opportunity to work on a challenging product that will impact millions of people

• A culture that promotes continuous learning and growth, with access to resources and mentorship to advance your skills and career

• A supportive, inclusive environment where every team member's contribution is valued

Compensation & Benefits

• Competitive compensation and a fantastic office atmosphere

• Premium healthcare and wellness benefits

Environment

This role is located in New York City and requires the candidate to work from our office five days a week.

If you are eager to apply your skills in a dynamic, collaborative environment, and are passionate about building systems that are both powerful and accessible, we would love to hear from you.