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🧠 Strategic. 🛡️ Ongoing. 💬 Always There.

The Virtual Security Strategist gives you expert guidance, vendor advice, and a trusted cybersecurity partner—without the full-time hire.

Designed for founders and lean teams who want to stay compliant, reduce risk, and make smart security decisions—month after month.

⚠️ Heads up: The Virtual Security Strategist service is only available to clients who have completed both a Deep Snapshot and a Compliance Gap Review.

This ensures we have full visibility into your environment before providing month-to-month strategic guidance.

This isn’t a “set it and forget it” plan. It’s ongoing support tailored to your goals. From reviewing vendors to prioritizing roadmap tasks, you’ll have expert help every step of the way.

Whether you're prepping for compliance, launching a new system, or just need steady security leadership—we’ve got you.

📌 Why You Need This

Security isn’t a one-and-done project. This is your affordable way to keep it moving, make smart calls, and stop second-guessing every risk decision.

📅 Monthly check-ins + support

🛠️ Help prioritizing your roadmap

📁 Policy & vendor guidance

💡 Answers when you need them

If you’ve ever said “I wish I had a security person I could ask”—this is that person.

💸 Pricing Options

Basic Plan

$500/mo

  • 📅 1x monthly async check-in
  • 📁 Vendor and policy reviews
  • 🛠️ Priority guidance on key fixes
  • 💬 Email & Loom support

Strategic Plan

$1,250/mo

  • 🎯 Monthly strategy call + follow-ups
  • 🧠 Executive-ready reports & input
  • 📋 Full policy, roadmap, and risk advisory
  • 💬 Priority access via Loom/email

📦 What’s Included

No overkill. Just the expert touch, delivered consistently.

📅 Monthly strategy call

We meet once a month to review progress, adjust goals, and answer security questions.

📂 Policy & vendor reviews

We help you choose tools, review language, and keep your stack aligned with standards.

🛠️ Custom roadmap support

Get help prioritizing fixes and initiatives without wasting time or overdoing it.

Security Strategist Illustration

This service is run by a real security engineer—not a chatbot, not a junior analyst. It’s high-trust, low-friction guidance built for real-world impact.

  • 🧠 Monthly expert advice
  • 📌 Clear guidance, no guessing
  • 📁 Help with policies, tools, and vendors
  • 💬 A trusted partner—on your side

❓ Frequently asked questions

Whatever matters most to you—roadmap updates, vendor reviews, compliance prep, or open questions. We shape the calls around your priorities.

Nope. This is month-to-month. If it’s no longer useful, you can cancel anytime—no hard feelings.

Yes. We’ll help you prep for HIPAA, NIST, or FTC Safeguards by reviewing policies, making checklists, and helping prioritize gaps.

Yep. You’ll have access via email and Loom for quick questions, reviews, or follow-ups between sessions.

You’ll work directly with DeepDream's Founder, David Gillispie—not an account manager or chatbot. One point of contact. Real answers.