Watch the work
Security training only works if people actually watch it
Anagram sells security awareness training to enterprises, and the heart of the product is video. Short, sharp modules on phishing, deepfakes, wire fraud, pig butchering scams, insider threats, and the OWASP developer topics, delivered inside a gamified platform their press coverage puts at 500,000+ users, with customers like Thomson Reuters, MassMutual, and Disney named in the same coverage. When an employee at a company like that sits down for security training, an Anagram video is what they see. If the videos are boring, the product is boring.
That creates a problem most software companies never face. They needed a constant supply of quality human video, but nothing about the demand justified building an in-house video team. Batches arrive quarterly, not monthly. Volumes spike when one of their enterprise customers requests new modules, sometimes on a few days notice. And in a market where the tempting shortcut is an AI avatar reading a script, Anagram bet the other way: real people on camera, because the people taking the training can tell the difference.
There was a second requirement, and it was on the table from the very first kickoff call in 2023: representation. An enterprise training library plays to workforces of every race, ethnicity, and gender, and one face repeated across a hundred modules does not look like anyone's company. Anagram needed a genuine range of presenters, all delivering to the same quality bar.
The engagement started with me as the only presenter. Within the first year, both sides could see where this was going. The library was growing faster than any one person could carry it, and every new enterprise customer widened the brief. Anagram did not need another freelancer. They needed a video studio.
An anchor presenter who brings the whole roster, and one pipeline behind everything
It started with just me on camera. The early modules covered deepfakes, handling secrets, and physical security. Then they realised I could provide more than my own face. I anchor the library, and I run everything behind it as a studio: casting, filming, editing, quality control, and delivery of finished modules into a shared production drive.
The roster works both ways. I keep a bench of vetted presenters I work with regularly, and when a batch calls for a tone, style, or representation the bench does not cover, I source and vet new presenters who can deliver quality on the timeline. Anagram used both: our regular people carried much of the library, and I recruited new presenters specifically to widen the range as it grew. One August batch of 16 videos was filmed entirely by five different roster presenters. Their team picks presenters by name when a new batch comes in, the way you would cast a production.
Every presenter's footage flows through the same edit and the same quality bar before Anagram sees it. They send scripts; we send back finished modules. When one of their enterprise customers wants a change, we reshoot and redeliver. The point of the studio model is that Anagram never has to manage five freelancers, five invoices, and five versions of quality. They manage one partner.
Speed is engineered into the workflow, not promised. In Jesse's words: "We also love that you'll sometimes shoot the batch yourself first and send it over while you're still waiting on everyone else. That really helps with speed when a client is waiting on a batch of videos." When an enterprise customer needed two videos on a few days notice, the request went from paid to delivered inside 24 hours. His summary: "When timelines are tight, you find a way to deliver."
Three years is a long time in startup land. In that window Anagram raised a $10M Series A, rebranded from Cipher, and handed the account between teams, and the video pipeline never missed a batch. Work has shipped in every quarter since 2023, and the account is active as this page goes up.
From first batch to a million views
"The multi-presenter has been amazing! Representation is important to us, and we've appreciated how you've been able to get a wide range and diverse cast of people to help us."
Jesse Bruner. Head of Product, AnagramNearly a million views, a 91% engagement rate, and margins their Head of Product ties to the videos
Training videos are usually the content nobody chooses to watch. Here is what happened when Anagram put real humans in front of their enterprise audience: a 91% engagement rate, 10,000+ average monthly viewers, and nearly 1,000,000 lifetime views on the videos we have made, all reported by Anagram from inside their own platform. That is not ad reach. That is training content, watched inside the product their customers pay for.
And Anagram hears about the videos directly from the enterprises that buy the platform:
"It's nice that it's not AI generated, so it felt more personable to the person taking the training."
"This form of content keeps up the engagement!"
"The videos are short. They're clear. Our staff loves that. They help make the training more fun."
Then there is the business case, in the client's own words: "The videos Videorep has produced are critical to our significantly above-average customer retention rate, and for us, that could mean losing tens of thousands in annual revenue for a lost contract." For a training platform, video quality is not a nice-to-have. It is what keeps enterprise contracts renewed. And Jesse's quote at the top of this page covers the other half: consistent quality at a workable price is what keeps each module profitable.
If the heart of your product is human video, security training, course content, onboarding, product education, the question is not whether you need a steady supply of it. It is whether you build a studio or plug into one. Anagram plugged in three years ago, and nearly a million views later, the work is still shipping.