CyberSHIELD OS Member — Founding Rate

Stop consuming security content.
Start operating at a higher level.

A membership for security engineers and CISOs who need more than blog posts — frameworks, deep-dives, and direct access to a Deputy CISO who's built this at scale.

$15 /month or $120/year save $60

Rate locked in for life · Cancel any time · Instant access

21+ posts in the OS
10yr practitioner experience
Deputy CISO author & curator
$15/mo founding rate, locked forever

You're staying current. You're not getting ahead.

📥

The firehose is real

131 new CVEs disclosed every single day. Twitter threads. Newsletter overload. You're reading more than ever and still feel behind.

🔧

Tool-first, strategy-last

Most security content teaches you how to use things. Almost none of it teaches you how to lead, prioritize, or communicate risk to people who control budgets.

🪞

No practitioner perspective

Vendor content is marketing. Twitter is hot takes. Academic papers are theory. You need someone who's actually done the job — and will tell you what actually works.

cybersecurityos — os-member

$ cat README.md

# CyberSHIELD OS Member

A membership for security engineers who want to think, lead,

and operate at a higher level — built by a practitioner,

not a content machine.

 

## What you get every month

+ Weekly OS post (public)

+ Monthly deep-dive (members only)

+ Full vault access — frameworks, templates, playbooks

+ Async Q&A — your questions, real answers

 

## Pricing

$15/month or $120/year

Founding rate — locked for life at current price.

 

$ join --founding-member

Four things. Each one worth more than the sub.

01

Weekly OS Post

Every week: a curated breakdown of what matters in the threat landscape — with the mental models and strategic context that tell you what to do about it. Not a news digest. A practitioner's read.

  • Threat intelligence filtered through a security leader's lens
  • Mental models for faster, clearer decisions under pressure
  • Career and leadership frameworks from someone doing the job
02

Monthly Deep-Dive Members Only

One security domain. Full treatment. No surface-level summaries — these are the posts that take weeks to write: audit readiness, GRC engineering, CISO/engineer transition, AI in the SOC, and more.

  • Long-form analysis you won't find in a newsletter
  • Actionable frameworks embedded throughout
  • Real-world examples from ten years of practitioner work
03

The Vault Members Only

Full archive of every framework, template, and playbook published — plus content that never goes public. The vault grows every month. Your access to everything past, present, and future is included.

🧠Mental Models
🗂IR Playbooks
📋Audit Templates
🚀Career Maps
🤖AI Prompts
📊GRC Frameworks
04

Async Q&A Members Only

Monthly: submit your real questions and get real answers. Not AI-generated, not canned. Career decisions, program strategy, risk conversations, tool trade-offs — if it matters to you, ask it.

  • Written responses from someone who's navigated the same decisions
  • No topic limits — career, technical, leadership, or all three
  • More valuable than one-off Twitter advice or a $300/hr consulting call
Get full access — $15/mo →

or $120/year · Founding rate · Cancel any time

This is for practitioners, not spectators.

✓ This is for you if

  • You're a security engineer moving into leadership
  • You're a CISO or deputy CISO who needs sharper frameworks
  • You're serious about breaking into the field and learning from someone doing the job
  • You want signal, not noise — one trusted source over twenty mediocre ones
  • You ask "why does this matter to the business?" before "what tool fixes this?"

✗ Skip it if

  • You want step-by-step tutorials or certification prep
  • You're looking for vendor tool reviews
  • You just want a newsletter with 5 links to click every week
  • You're not interested in the leadership and strategy side of security

// Who's behind this

Michael Tayo

Information Security Lead · Deputy CISO · Master's in Cybersecurity

Ten years across cloud, application, and enterprise security. I've advised executives on risk, led security programs at scale, and built teams from the ground up. I hold a Master's in Cybersecurity and multiple industry certifications — but what I write about is the stuff that certificates don't teach: how to think, how to lead, and how to make security matter to the people who control resources.

I built CybersecurityOS because the intelligence and frameworks I needed as a practitioner didn't exist in one place. So I built the OS I wished I had — and now I'm making it available to the people who need it most.

Why "Founding Member" matters

The vault grows every month. The monthly deep-dives accumulate. The Q&A backlog builds. As the content library expands, the price will increase for new members. Join now and your $15/month is locked in permanently — even when new members pay more. You're not just buying a subscription. You're locking in early-access economics.

Simple pricing. No tiers to decode.

OS Member
or
Annual Save $60
$120/yr
$10/mo · Billed once per year

Everything included:

  • Weekly OS post
  • Monthly deep-dive
  • Full vault access
  • Monthly async Q&A
  • Founding rate locked forever
Join OS Member on Gumroad →

Powered by Gumroad · Instant access after payment

FAQ

What do I actually get on day one?

Immediate access to the full vault — every framework, template, and deep-dive published to date. Plus you're enrolled for the next weekly post and monthly deep-dive the moment they drop.

How does the async Q&A work?

Each month you can submit questions — about your career, your security program, a risk decision, a leadership challenge, anything relevant. I respond in writing. It's not live; it's thoughtful and deliberate.

Is the founding rate actually locked in?

Yes. $15/month (or $120/year) stays your rate as long as you remain a member. When pricing increases for new members, yours doesn't change. That's the founding member commitment.

Can I cancel?

Any time. No contracts, no penalties. You keep access through the end of the billing period. Gumroad handles the subscription management — it's clean and transparent.

I'm early in my career. Is this still for me?

Yes — especially the career frameworks and async Q&A. You don't need to be a CISO to benefit from thinking like one. Some of the most valuable content is specifically about navigating the early and mid stages of a security career.

What's the vault exactly?

The vault is the cumulative archive: every deep-dive, framework, template, and member-only post ever published, plus content that never appears in the public feed. It grows every month you're a member.

// The rate goes up. Your lock-in doesn't.

Start operating at a higher level.

$15/month. Everything included. Founding rate locked for life. Join before the price increases.

Not ready? → Read the free weekly posts first