Best IT Documentation Software · 2026

Document360 logoDocument360 vs ConnectWise ITBoost logoConnectWise ITBoost

Document360 vs ConnectWise ITBoost: on our data-weighted scoring, Document360 edges ahead (8.2 vs 7.2/10). Document360 starts at Custom quote and is best for teams building polished internal + external knowledge bases and api documentation with ai assistance; ConnectWise ITBoost starts at $17/user/mo and is best for msps already in the connectwise ecosystem wanting native psa/rmm-integrated documentation. Choose Document360 for the stronger overall track record; consider ConnectWise ITBoost if its pricing model or fit matches your environment better. Side-by-side table below.

Our pick

Document360

8.5/10
MSP Compared score
Starting price
Custom quote
Reviews
4.7/5 (~438 G2 reviews)
Free trial
14 days
Deployment
Cloud
Best for
Teams building polished internal + external knowledge bases and API documentation with AI assistance
Visit Document360 →

ConnectWise ITBoost

7.8/10
MSP Compared score
Starting price
$17/user/mo
Reviews
Not yet rated
Free trial
14 days
Deployment
Cloud
Best for
MSPs already in the ConnectWise ecosystem wanting native PSA/RMM-integrated documentation
Visit ConnectWise ITBoost →

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Strengths at a glance

Six criteria, each scored 0–10 on the same scale from real review data, public pricing and feature coverage. See our methodology →

EditorialUser reviewsAdoptionAffordabilityFeature breadthEase of trial
Document360ConnectWise ITBoost
CriterionDocument360ConnectWise ITBoost
Editorial 8.2 7.2
User reviews 9.4 7.0
Adoption 7.0 0.0
Affordability 5.0 3.6
Feature breadth 6.0 6.0
Ease of trial 6.0 6.0

Document360 vs ConnectWise ITBoost: head-to-head

Document360 vs ConnectWise ITBoost — specs and pricing
Document360ConnectWise ITBoost
Starting price Custom quote $17/user/mo
Pricing model quote per user
Free trial / tier 14 days 14 days
Best for Teams building polished internal + external knowledge bases and API documentation with AI assistance MSPs already in the ConnectWise ecosystem wanting native PSA/RMM-integrated documentation
Deployment Cloud Cloud
G2 rating 4.7/5 (438)
Capterra rating
Our score 8.2 7.2

Choose Document360 if…

You need teams building polished internal + external knowledge bases and api documentation with ai assistance.

Pros

  • Polished
  • purpose-built KB UX
  • Strong AI authoring features
  • Highly rated support

Cons

  • No free tier (dropped in 2024)
  • Pricing hidden behind sales
  • Not IT/MSP-specific

Document360 pricing · review

Choose ConnectWise ITBoost if…

You need msps already in the connectwise ecosystem wanting native psa/rmm-integrated documentation.

Pros

  • Deepest ConnectWise integration
  • All-in-one docs + passwords + KB
  • Cloud-hosted on AWS

Cons

  • Best value only for ConnectWise shops
  • UI can feel clunky
  • 5-user minimum

ConnectWise ITBoost pricing · review

Frequently asked questions

Document360 vs ConnectWise ITBoost: which is better?
Document360 vs ConnectWise ITBoost: on our data-weighted scoring, Document360 edges ahead (8.2 vs 7.2/10). Document360 starts at Custom quote and is best for teams building polished internal + external knowledge bases and api documentation with ai assistance; ConnectWise ITBoost starts at $17/user/mo and is best for msps already in the connectwise ecosystem wanting native psa/rmm-integrated documentation.
Is Document360 cheaper than ConnectWise ITBoost?
Document360 starts at Custom quote and ConnectWise ITBoost starts at $17/user/mo (see the pricing rows for models and limits).
Data as of June 16, 2026. Sources: document360.com, connectwise.com. Figures are pulled from public vendor and security data and refreshed automatically.