Buy the right business insurance without overpaying
Your actual exposures inventoried, the coverages that match them specified (general liability, professional, cyber, commercial auto, workers' comp, umbrella), limits and deductibles chosen deliberately, three quotes compared on exclusions rather than premium, and required certificates issued to clients and landlords.

Free preview: 3 of 20 steps
Work through them in the real run view, exactly as a buyer does. No account, no payment, nothing saved.
3 free unlocks per month — yours to keep forever
No account needed — nothing is saved.
Included with every copy
- Your own copy — keep it forever
- Gets better over time — free updates included
- Run it on web and mobile
- Invite a partner to go through it with you — you share the same progress
- Make it your own — a private copy you can edit to fit your situation
- The playbook's community — ask questions, get additions, and see how other buyers improve it, right on the step
Start something small
Guide 5 of 6
Who it's for
Owners of service businesses, contractors, and consultancies buying coverage for the first time or renewing on autopilot, and anyone whose client contract demands a certificate they do not understand.
About this playbook
This guide walks a first-time buyer through the whole insurance decision: what your business actually exposes, what the law requires, and which policy forms cover the rest. You will map every revenue stream and contract clause to a specific coverage, choose limits and deductibles against your own numbers, and get three quotes compared on exclusions and endorsements, not on premium alone. Along the way you will settle the two questions most buyers get wrong: occurrence versus claims-made liability, and whether workers' compensation applies to you, your employees, and your 1099 contractors. The result is a purchased policy you can defend, certificates issued to every client and landlord that demands one, and a renewal file that keeps you from drifting back into overpaying. It does not cover claims handling, life or health insurance for owners, or advice on a specific risk; it stays at specification and comparison.
What you'll do, step by stepFree preview
Only a sample is open: 3 of 20 steps can be read in full. The rest unlock when you buy.
Phase 1: Inventory your exposures and contract obligations
4 stepsPhase 2: Determine your legal obligations and coverage forms
4 stepsPhase 3: Fix your specification before asking for quotes
3 stepsPhase 4: Get three quotes and compare them on coverage
4 stepsPhase 5: Buy, verify, and keep the policy current
5 steps
Details
What you need first
A running business with an EIN, at least one client contract, lease, or other liability exposure, and access to the business's revenue and payroll figures. No insurance knowledge is assumed.








