Small Business IT Readiness Check
This short check helps small business owners understand whether their current IT setup is still working, or if it’s time to rethink their approach.
The journey: most small businesses hit the same fork in the road.
They either (1) build a stable foundation and run it internally, (2) rely on “the IT guy” until it breaks,
or (3) bring in a vendor-neutral expert to design a permanent plan so IT doesn’t become a daily job.
Start anywhere. Click what feels true. Your results update instantly.
Start anywhere. Click what feels true. Your results update instantly.
GRADE: — // answer a few items to stabilize output
Overall —/100
Manage —/100
Plan —/100
Support —/100
Start anywhere.
As you click tiles, this adapts into your recommended path (DIY / Hybrid / Consultant / MSP).
- Answer at least 1 item in at least 2 pillars to generate targeted next steps.
Self-Management Readiness
Can you run IT reliably without constant firefighting?
IT owner exists?
Someone is accountable — not “everyone.”
No owner
Shared
Part-time
Defined + documented
Onboard/offboard process?
Accounts, access, devices, removal.
None
Manual
Checklist
Standard + reviewed
Backups + restore tested?
If you never restored, you don’t know.
Unknown
“Have backups”
Reviewed
Restore tested
Security baseline?
MFA, patching, endpoint protection.
Not set
Partial
Mostly
Complete + routine
Build & Planning Competency
Do you know what to buy and how to plan growth?
Know what to buy?
Firewall, switch, Wi-Fi, identity, backups.
No
Rough idea
Mostly
Can spec + scale
Diagram / inventory?
If it’s not documented, it’s unknown.
None
Partial
One exists
Both + owned
ISP downtime plan?
Does the business stop when ISP drops?
No plan
Thought about
Plan
Failover tested
Cloud vs on-prem?
Email/files/identity chosen intentionally.
No idea
Somewhat
Yes
Roadmap exists
Support Need & Uptime Reality
Is IT becoming a 24/7 responsibility (and risk)?
Downtime impact?
Revenue, trust, operations.
Low
Moderate
High
Critical
Compliance pressure?
HIPAA/PCI/insurance/client reqs.
None
Not sure
Some
Ongoing
IT is a side job?
“The IT guy” also has another role.
Dedicated IT
Mixed
Mostly non-IT
Only “when time”
Want blueprint first?
Vendor-neutral plan before buying.
No
Maybe
Yes
Full blueprint
Overall —/100
Click any tile to start.

