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ConnectWise PSA vs Jira: Complete Comparison (2026)

An in-depth comparison of ConnectWise PSA and Jira to help you choose the right tool for your business.

Last updated: November 2026

ConnectWise PSA logo

ConnectWise PSA

5.9/10

ConnectWise PSA (formerly ConnectWise Manage) is professional services automation software that gives managed service providers ticketing, projects, time tracking, billing, and reporting in one system.

Jira logo

Jira

7.3/10

Winner

Atlassian's work and issue-tracking platform for planning, tracking, and shipping projects, with scrum and kanban boards built mainly for software and technical teams.

Feature-by-Feature Comparison

Feature
ConnectWise PSA logo
ConnectWise PSA
Jira logo
Jira
Scores
Overall Rating5.9/107.3/10
Analytics7/107/10
Cost3/107/10
Customization8/109/10
Ease of Use4/104/10
Integration8/109/10
Scalability8/109/10
Security6/108/10
Support4/106/10
Pricing
Free planNoYes
Cheapest paid planContact for pricing$8/user/mo
Standard
Estimated cost for 10 usersContact for pricingFree
Free
Features
App integrations
Dashboards
Reporting
Task management
Time tracking
Workflow automation
Client collaborationNot listed
Collaboration toolsNot listed
Kanban boardsNot listed
Knowledge baseNot listed
SchedulingNot listed
Task listsNot listed
Timeline viewNot listed

ConnectWise PSA vs Jira cost by team size

Team sizeConnectWise PSAJira
1 userContact for pricingFreeFree
5 usersContact for pricingFreeFree
10 usersContact for pricingFreeFree
25 usersContact for pricing$212/moStandard
50 usersContact for pricing$424/moStandard

The plan that fits each team size, billed monthly, before add-ons and usage charges. Each cost opens that tool's pricing calculator for the team size.

Which One Should You Choose?

ConnectWise PSA logo
Why choose ConnectWise PSA

  • Better fit for customer support teams (7/10 vs 3/10)

Jira logo
Why choose Jira

  • Has a free plan (ConnectWise PSA does not)
  • Higher Cost score (7/10 vs 3/10)
  • Higher Security score (8/10 vs 6/10)
  • Better fit for startups (8/10 vs 2/10)
  • Better fit for small business (6/10 vs 3/10)

Pros & Cons

ConnectWise PSA logo
ConnectWise PSA

Pros

  • Ticketing goes deep, with SLA timers, routing rules, and service boards for MSP service desks.
  • Billing handles recurring agreements, time and materials, and prepaid blocks, and syncs with QuickBooks and Xero.
  • Time entries link directly to tickets, projects, and agreements, which helps capture billable work.
  • A large ecosystem through the ConnectWise Marketplace and native RMM ticket creation.

Cons

  • Reviewers report a learning curve of several weeks, plus ongoing work to maintain boards and workflows.
  • There are no public prices, and independent estimates of 75 to 145 USD per user per month exceed many rivals.
  • Users mention a dated, cluttered interface and slow performance at peak times.
  • Reviewers cite uneven support, account manager turnover, and price increases at renewal.

Jira logo
Jira

Pros

  • The free plan supports up to 10 users and includes scrum and kanban boards.
  • Reviewers highlight deep customization of workflows, boards, and fields.
  • Sprint and agile management are strong, and Jira integrates with GitHub and Git tools.
  • It links closely with Confluence and other Atlassian products, so tickets can be referenced across those apps.
  • Time tracking is built into every plan, including Free.

Cons

  • Reviewers report a steep learning curve and an interface that overwhelms non-technical users.
  • Users report slow issue loading and laggy boards in large deployments.
  • Paid Marketplace apps can add hidden costs for reporting, CRM, and helpdesk needs.
  • The free plan is limited to 100 emails per day and community support only.
  • Troubleshooting failed automation rules can be frustrating.

Not sold on either?

Frequently Asked Questions

Jira scores higher on our Project Management criteria: 7.3/10 against 5.9/10 for ConnectWise PSA. The largest gap is in Cost: 3/10 for ConnectWise PSA and 7/10 for Jira.

Jira has a free plan; ConnectWise PSA does not list one.

Jira is the better fit for startups: we rate it 8/10 for them, against 2/10 for ConnectWise PSA.

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