SMB Security Assessment
For owners of small businesses (2–50 people) and the consultants who serve them.
From $49
See the toolkit →Every toolkit is a one-time purchase between $49 and $299, depending on tier. No subscription. No annual renewal. No per-seat fee. The table below shows all eleven products and their tiers in one place.
Your documents are yours to keep — forever. Every template, workbook, and guide is yours to download and keep. The assessment app is licensed online access for your team (3 devices on Solo editions, 7 on mid-tier editions, 13 on top-tier editions) — one-time purchase, no subscription, no annual renewal. Thirty-day money-back guarantee on every paid edition, no questions asked; refunds are usually processed within a few business hours. Every free assessment runs entirely in your browser; we never receive the answers.
Every toolkit pairs with a free assessment and starts at $49 — one-time, yours forever. Pick your situation, or compare every tier in the table below.
See where you standFor owners of small businesses (2–50 people) and the consultants who serve them.
From $49
See the toolkit →For the person who owns AI security, often alongside every other job.
From $49
See the toolkit →For the people who look after cloud estates, from one account to multi-cloud.
From $49
See the toolkit →For the owner whose renewal just asked for proof.
From $49
See the toolkit →For the team that just got asked for a SOC 2 report.
From $49
See the toolkit →For the people who run scanning, triage, and patching, from IT generalist to programme lead.
From $49
See the toolkit →For Data Protection Officers handling the first 72 hours of a personal-data breach.
From $49
See the toolkit →For small businesses with European customers, visitors, or staff.
From $49
See the toolkit →For businesses and product teams handling, or preparing for, an incident.
From $49
See the toolkit →For product-security practitioners, founder-CISOs, and small product teams.
From $49
See the toolkit →For vendors answering a security questionnaire a customer sent them.
From $49
See the toolkit →Each product has three core tiers. Solo is $49 across the entire line. Read across a row to compare a single product's tiers; read down a column to compare the same tier level across products. Tier names differ by product because the work differs — the column header names the tier for each row.
Swipe sideways to see the full table →
| Product | Solo | Middle tier | Top tier |
|---|---|---|---|
| AI Security Assessment | Solo$49 | Team$99 | Enterprise$299 |
| Cloud Security Assessment | Solo$49 | Team$99 | Enterprise$299 |
| Cyber Insurance Readiness Assessment | Solo$49 | Team$99 | Pro Advisor$199 |
| First 4 Hours | Solo$49 | Commander$99 | PSIRT CRA-Ready$299 |
| GDPR Breach Response | Solo$49 | Team$99 | Enterprise$299 |
| GDPR Checklist | Solo$49 | Team$129 | Pro & Data Protection Officer$299 |
| PSIRT Response | Solo$49 | Team$99 | Enterprise$299 |
| SMB Security Assessment | Solo$49 | Team$99 | Pro Consultant$299 |
| SOC 2 Audit-Readiness Assessment | Solo$49 | Team$99 | Pro$299 |
| TrustReady | Solo$49 | Team$99 | Pro$199 |
| Vulnerability Management | Solo$49 | Team$99 | Enterprise$299 |
Every product’s top tier is $299, built for whoever carries the hardest version of that job: an enterprise team needing governance, board reporting, and audit material; a Data Protection Officer; or a consultant or managed service provider (MSP) serving several clients. Two exceptions top out at $199 — TrustReady Pro and Cyber Insurance Pro Advisor: lighter kits built around a single book each. Every top tier carries the same Pro licence: use the toolkit with as many clients as you serve — no client counts, no per-client fees, no licence add-on to buy. The one thing it doesn't cover is passing on the toolkit itself; that's our Partner track — email us.
Bought one toolkit? A couple of weeks after your purchase, the follow-up email for that product may include a single-use code for 25% off a related toolkit, valid for 14 days and good for one use per email address. The discount applies at checkout through Lemon Squeezy. Codes are sent only to buyers — they are not published here — and do not stack with other discounts.
One-time purchase Your files, yours forever 30-day money-back guarantee No subscription No sales call Privacy-first by architecture
Your files, yours forever; updates within an edition are free for as long as that toolkit is in our catalogue. There is no sales call; the toolkits are self-serve through Lemon Squeezy, which acts as Merchant of Record and handles US sales tax and EU / UK VAT (Value-Added Tax). If a real-person question would help before you buy, email support@sylvanassurance.com; a person reads every one.
Two side-by-side comparisons for the most common alternatives: Sylvan Assurance vs trust-centre SaaS (Drata, Vanta, Secureframe, OneTrust) and Sylvan Assurance vs hiring a consultant.