ClickUp vs Reply.io: Complete Comparison (2026)
An in-depth comparison of ClickUp and Reply.io 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.

Reply.io
6.1/10
Reply.io is a sales engagement platform that automates multichannel outbound sequences across email, LinkedIn, calls, SMS and WhatsApp, and includes an AI SDR, for B2B sales teams and agencies.
Feature-by-Feature Comparison
| Feature | ![]() | ![]() |
|---|---|---|
| Scores | ||
| Overall Rating | 7.1/10 | 6.1/10 |
| Integration | 8/10 | 7/10 |
| Analytics | 7/10 | 7/10 |
| Customization | 9/10 | 6/10 |
| Ease of Use | 5/10 | 5/10 |
| Support | 5/10 | 8/10 |
| Cost | 7/10 | 5/10 |
| Scalability | 7/10 | 7/10 |
| Security | 8/10 | 5/10 |
| Pricing | ||
| Free plan | Yes | No |
| Cheapest paid plan | $12/user/mo Core | $59/user/mo Email Volume (1,000 active contacts) |
| Estimated cost for 10 users | Free Free Forever | $590/mo Email Volume (1,000 active contacts) |
| Features | ||
| Collaboration | Not listed | |
| Lead Management | ||
| Integrations | ||
| Sales Automation | ||
| Opportunity Management | Not listed | |
| Contact Management | ||
| Reporting & Analytics | ||
| Mobile Access | Not listed | |
| Built-in Calling | Not listed | |
ClickUp vs Reply.io cost by team size
ClickUp costs less at every team size we checked.
| Team size | ClickUp | Reply.io |
|---|---|---|
| 1 user | FreeFree Forever | $59/moEmail Volume (1,000 active contacts) |
| 5 users | FreeFree Forever | $295/moEmail Volume (1,000 active contacts) |
| 10 users | FreeFree Forever | $590/moEmail Volume (1,000 active contacts) |
| 25 users | FreeFree Forever | $1,475/moEmail Volume (1,000 active contacts) |
| 50 users | FreeFree Forever | $2,950/moEmail Volume (1,000 active contacts) |
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 (Reply.io does not)
- Lower estimated cost for 10 users: Free vs $590/mo
- Higher Customization score (9/10 vs 6/10)
- Higher Security score (8/10 vs 5/10)
- Better fit for small business (8/10 vs 5/10)
Why choose Reply.io

- Higher Support score (8/10 vs 5/10)
- Better fit for sales teams (9/10 vs 5/10)
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.
Reply.io

Pros
- Covers email, LinkedIn, calls, SMS and WhatsApp in one sequence builder
- Reviewers repeatedly praise fast, helpful customer support
- From 10,000 contacts, Email Volume tiers include unlimited users, which suits growing teams
- Native HubSpot, Salesforce and Pipedrive syncs plus Zapier
Cons
- Users say total cost is high once add-ons, credits and telephony fees are added
- The interface feels overwhelming to new users and takes time to learn
- Some users report sync glitches and billing disputes
- It is not a full CRM, so deal and pipeline management needs a separate tool
Not sold on either?
Frequently Asked Questions
ClickUp scores higher on our AI Software criteria: 7.1/10 against 6.1/10 for Reply.io. The largest gap is in Customization: 9/10 for ClickUp and 6/10 for Reply.io.
ClickUp costs less for 10 users: free on its Free Forever plan, against about $590/mo on its Email Volume (1,000 active contacts) plan for Reply.io, billed monthly.
ClickUp has a free plan; Reply.io does not list one.
Reply.io is the better fit for sales teams: we rate it 9/10 for them, against 5/10 for ClickUp.




