ClickUp vs ConnectWise PSA: Complete Comparison (2026)
An in-depth comparison of ClickUp and ConnectWise PSA to help you choose the right tool for your business.
Last updated: November 2026
ClickUp
7.1/10
ClickUp is a work management platform with tasks, docs, chat, automations, AI agents and a CRM layer for contacts, companies and deals, aimed at business teams.
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.
Feature-by-Feature Comparison
| Feature | | |
|---|---|---|
| Scores | ||
| Overall Rating | 7.1/10 | 5.9/10 |
| Customization | 9/10 | 8/10 |
| Integration | 8/10 | 8/10 |
| Scalability | 7/10 | 8/10 |
| Analytics | 7/10 | 7/10 |
| Cost | 7/10 | 3/10 |
| Ease of Use | 5/10 | 4/10 |
| Security | 8/10 | 6/10 |
| Support | 5/10 | 4/10 |
| Pricing | ||
| Free plan | Yes | No |
| Cheapest paid plan | $12/user/mo Core | Contact for pricing |
| Estimated cost for 10 users | Free Free Forever | Contact for pricing |
| Features | ||
| App integrations | Not listed | |
| Client collaboration | Not listed | |
| Dashboards | Not listed | |
| Knowledge base | Not listed | |
| Reporting | Not listed | |
| Scheduling | Not listed | |
| Task management | Not listed | |
| Time tracking | Not listed | |
| Workflow automation | Not listed | |
| More features | ||
| Collaboration | Not listed | |
| Lead Management | Not listed | |
| Integrations | Not listed | |
| Sales Automation | Not listed | |
| Opportunity Management | Not listed | |
| Contact Management | Not listed | |
| Reporting & Analytics | Not listed | |
| Mobile Access | Not listed | |
ClickUp vs ConnectWise PSA cost by team size
| Team size | ClickUp | ConnectWise PSA |
|---|---|---|
| 1 user | FreeFree Forever | Contact for pricing |
| 5 users | FreeFree Forever | Contact for pricing |
| 10 users | FreeFree Forever | Contact for pricing |
| 25 users | FreeFree Forever | Contact for pricing |
| 50 users | FreeFree Forever | Contact for pricing |
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?
Why choose ClickUp
- 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 agencies (8/10 vs 3/10)
Why choose ConnectWise PSA
- Higher Scalability score (8/10 vs 7/10)
Pros & Cons
ClickUp
Pros
- Deals can become delivery projects in the same workspace, which suits agencies and consultancies that sell and deliver client work.
- The free plan allows unlimited members and unlimited tasks, so small teams can try the platform before paying.
- Custom fields, task types, many views and automations let teams model most pipelines and processes without code.
- Enterprise security options include SAML, SCIM, audit logs, data residency and HIPAA support with a BAA.
Cons
- It is not a dedicated CRM. Reviewers report needing Zapier automations for CRM workflows, and the CRM page does not confirm email sync or native calling.
- Reviewers report a steep learning curve and say new users need hours of training to become proficient.
- G2 and Capterra reviewers report bugs, slow performance and support replies that do not resolve problems.
- The late-2026 pricing change raised per-user list prices for new workspaces, and heavy AI use requires buying extra credits.
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.
Not sold on either?
Frequently Asked Questions
ClickUp scores higher on our Project Management criteria: 7.1/10 against 5.9/10 for ConnectWise PSA. The largest gap is in Cost: 7/10 for ClickUp and 3/10 for ConnectWise PSA.
ClickUp has a free plan; ConnectWise PSA does not list one.
ClickUp is the better fit for startups: we rate it 8/10 for them, against 2/10 for ConnectWise PSA.
