Toolkit · $79

Small Business Security Essentials Toolkit

A complete, working security program for businesses of roughly 5–100 people without a full-time security team: a scored self-assessment that tells you what to fix first, ten editable policies, ten spreadsheets, five incident playbooks with the messages already written, and a fully worked example business to copy from. Built from the 21 guides on this site.

$79one-time · one-organization license · 14-day refund Get the toolkit

Instant download (ZIP: DOCX, PDF, XLSX, and a calendar file). Works with Microsoft Office, Google Docs and Sheets, and LibreOffice. Version 2.0, October 2026.

Sample pages from the toolkit: a payment-request decision tree, the Hour 1 Quick Start filled in for Example Dental, guide and Shorts checklists, and a completed incident log
Sample pages: decision tree, worked example (Example Dental, fictional), guide and Shorts checklists, and incident log.

Why it exists

Most owners already know they should have MFA, a password manager, tested backups, and a plan for when something goes wrong. What is usually missing is the order to do it in, the written rule, the owner, and proof that it was done. This toolkit turns the practical advice in our guides into a program you can start in an hour and finish in a quarter.

Start in one hour

The Quick Start walks you through four wins: fill in your emergency contacts card, adopt the call-back rule for payment changes, check who has MFA, and take the 32-question Self-Assessment. The Self-Assessment scores you by area and builds a ranked priority list. For each gap it gives the first fix, the toolkit file to use, the free guide, and the roadmap week.

See it done before you do it

Every template comes with a worked example from Example Dental, a fictional 14-person practice. You get its completed self-assessment, a completed Password & MFA policy, a completed offboarding checklist, a completed insurance evidence tracker, a filled-in incident log, and a walkthrough of its first 90 days. Gray example rows in every spreadsheet show what a good entry looks like and are left out of the totals.

What's inside

32

Question self-assessment

Scores by area and ranks your gaps into a priority list tied to files, guides, and roadmap weeks.

10

Editable policies

DOCX + PDF, with a fill-in worksheet that lists every blank and Example Dental's answer.

10

Working spreadsheets

Dropdowns, status colors, calculated due dates, coverage, overdue flags, and renewal reminders.

5

Incident playbooks

Plus a First 60 Minutes card, nine message templates, a tabletop kit, and an incident log.

5

Decision trees

Plus printable desk cards and handoff sheets for your insurer, bank, IT provider, and customers.

21

Guide & Shorts checklists

A short checklist for each free guide, with the matching 60-second Short where there is one.

12

Insurance controls mapped

Evidence to collect for each control, and which file produces it.

90

Day rollout plan

Week-by-week roadmap plus a fillable workbook for contacts, decisions, and checkpoints.

The ten policies

The ten spreadsheets

Incident response pack

Decision trees, desk cards, and handoff sheets

Guide & Shorts companion

A vendor-neutral checklist for each of the 21 free guides, with the guide link, the matching Short where there is one, the toolkit files to use, and the insurance control it supports. Read or watch, then tick the boxes.

Why $79

Template packs give you documents. This toolkit gives you a connected program:

You need to…What the toolkit gives you
Know what to fix firstA scored self-assessment that ranks your gaps and points each one to a file, a guide, and a roadmap week
See how to fill templates inA fictional business that has already completed them, plus gray example rows in every spreadsheet
Decide fast under pressureDecision trees, desk cards, and five playbooks with the messages already written
Answer your insurer, bank, or a customerEvidence mapped to 12 insurance controls and ready-to-fill handoff sheets
Keep it going after week 13A security calendar, renewal reminders, a tabletop kit, and a re-take of the self-assessment
Train staff without a courseA checklist for every free guide and Short, and a 12-month training topic calendar

Who it's for

Owners, office managers, and operations leads at small businesses, and the IT providers who support them. It is especially useful when a cyber insurance renewal, a customer security questionnaire, or a recent close call has you asking what you actually have in place.

FAQ

Where do I start?
Open the Quick Start in the 00-Start-Here folder. In about an hour you will have a contacts card, a payment call-back rule, an MFA check, and a priority list.
Do I need to be technical?
No. The documents are written for owners and office managers. Where a step needs an admin setting, they say what to turn on, and the IT handoff sheet tells your IT provider or admin exactly what you need.
How long does it take?
The first hour gets you four quick wins. The roadmap spreads the rest over 13 weeks, a few tasks per week. With an IT provider helping, you can move faster.
Will it help with cyber insurance?
The evidence tracker follows the same 12 controls as our free renewal checklist and shows which document or spreadsheet produces the evidence for each. Your insurer decides coverage and pricing; the toolkit helps you answer accurately and show your work.
Is Example Dental a real business?
No. Example Dental and everyone in it are fictional, so you can see what a finished entry looks like before you fill in your own.
Can I use it for clients?
The license covers one organization. Consultants and MSPs can email us about a multi-client license.
What is the refund policy?
We offer a 14-day refund. If the toolkit is not right for your business, request a refund within 14 days of purchase.
Do I get updates?
Yes. Updated versions appear in your Gumroad library under the same purchase.
Are there affiliate links in the toolkit?
The tool guide includes a few labeled affiliate links (NordPass, NordLayer, NordVPN, IDrive). Recommendations are not for sale, and most controls in the toolkit need no new purchase. See the affiliate disclosure.
$79one-time · 14-day refund Get the toolkit Start with the free checklist

By Christopher Smith, MS Cyber Security. Published by Northline Digital LLC, Michigan. Checkout and delivery through Gumroad.