Director of Training & Content

Personified Tech

2d•$130,000 - $155,000•Remote

About The Position

The Director of Training & Content owns how Personified builds knowledge and capability for our clients and for our own team. This role leads the programs that help clients adopt strong security habits, AI literacy, and get real value from their technology. It sets the standard for how we teach and document. This includes designing engaging, accessible learning experiences across cybersecurity, AI, and usability topics, creating the content that powers them, and delivering sessions that actually stick. You will develop strategy, own programs, oversee the development and review of our client and internal training materials, and create original content: from live session decks to written guides and repeatable curricula. You will also mentor team members across departments as they take on new responsibilities in security and training, building capability and confidence across the organization. This role reports to the CTO.

Requirements

8+ years of experience in IT, cybersecurity, or client-facing training and education, including experience leading or owning a training program or function.
Proven ability to translate complex technical or security concepts into clear, accessible content for non-technical audiences.
Strong content-creation skills: able to design and produce original training decks, guides, and learning resources from scratch.
Strong presentation and facilitation skills: confident leading live client training and adapting style to different audiences.
Experience mentoring or coaching colleagues, ideally across functions as they take on new security and training responsibilities.
Strong Google Workspace skills (Slides, Sheets, Docs, Meet); familiarity with usability and security tools such as 1Password, passkeys, Microsoft, and Slack.
Demonstrated customer service mindset and comfort in a remote, fast-paced environment.

Nice To Haves

Prior experience supporting progressive, nonprofit, or mission-driven clients is a plus.

Responsibilities

Develop and maintain reusable training deck templates; customize per-client for environment, security context, and audience technical level prior to each engagement.
Host and co-present client AI workshops and security trainings alongside Personified team members
Update and maintain training materials for usability-focused topics, including 1Password, data retention, and various AI tools
Adapt content and presentation style to suit a variety of audiences and technical comfort levels
Create original content and curricula that scale: live session decks, written guides, recorded sessions, and structured onboarding
Mentor team members across departments as they take on new responsibilities in security and training, building internal capability and confidence over time
Collaborate with internal stakeholders to ensure training materials reflect current best practices and client environments
Write documentation that a successor or new team member could pick up and use without your help
Partner with Client Support, IT Operations, and Engineering leads to ensure training reflects how the team actually works and what clients actually need
Track training outcomes and iterate; measure what's landing and adjust accordingly
Serve as Personified's internal subject matter expert on training, AI adoption, and security awareness, helping staff build confidence and capability over time
Collaborate with marketing and partnership teams to share these messages externally to help bring in new clients, and engage a wider audience