Hi, I’m Richard.
I build in public.
I work in cybersecurity and SaaS product management, and on the side I tinker on personal projects with AI, writing down what I learn as I go. probl.me is that notebook, kept in the open.
Why this blog exists
I learn best by building the real thing and writing down what happened. Most posts about working with AI are either hype or fear. I wanted a third option: an honest log from someone actually shipping, including the parts that did not work.
So probl.me runs on the same principles I write about. The site is a static Astro build on GitHub Pages, the content moves through a pipeline of Claude agents, and every decision is documented. The process is the subject as much as the output.
What I’m building now
Two things, in parallel. probl.me is the blog you’re reading. Celly is a sister product I’m developing alongside it. Both are early, both are public, and both show up in what I write here.
If you’re a PM curious about AI, a developer figuring out how to work with agents, or someone non-technical who wants to manage their own software projects, I’m writing for you.
Ten years shipping security products
The blog is the side quest. By day I’ve spent a decade leading endpoint and cybersecurity product strategy, from zero-to-GA launches to billion-dollar exits.
Own roadmap for threat-intelligence and malware-analysis platforms trusted by Fortune 500s and federal agencies. Brought Claude into the PM workflow to accelerate planning, requirements, and competitive analysis.
Led the detection roadmap across endpoint, cloud, and storage, owning backlog priorities for engineering teams across global time zones.
Built product strategy from the ground up for an AI startup protecting endpoints with small language models against phishing, ransomware, and credential theft.
Stood up agile processes and roadmap tooling for an xIoT security SaaS platform, improving delivery predictability across engineering, marketing, and sales.
Took a net-new EDR agent from zero to GA and led Secureworks' shift from managed services to a SaaS product org, scaling to four cross-functional squads across Windows, macOS, and Linux.
Owned the cross-platform endpoint agent across 7+ squads and 50+ engineers, and carried product continuity through a $1.5B merger with BlackBerry.
// what I write about · click a topic
Read along, or reach out
New posts twice a week. If something here is useful or wrong, I’d genuinely like to hear it.