ClickUp vs Teamwork
TL;DR
ClickUp edges Teamwork on overall capability (94/100 vs 68/100), with the 26-point gap reflecting stronger project management and large teams fit. On AI depth specifically, ClickUp pulls ahead (4.6/5 vs 4.0/5) — material if you are choosing for AI-native workflows rather than general execution. Both tools offer free tiers, so cost-of-entry is a wash — paid-tier feature parity and team-size economics are the deciding factors.
ClickUp
Quick Verdict
ClickUp excels at project management and large teams with a score of 94/100.
Teamwork
Quick Verdict
Teamwork excels at agencies & professional services and client work management with a score of 68/100.
Capabilities & Controls
| Aspect | ClickUp | Teamwork |
|---|---|---|
| Agile Fit | 5/5 | 4/5 |
| Kanban Fit | 5/5 | 4/5 |
| Waterfall Fit | 4/5 | 4/5 |
| AI Depth (avg) | 4.6/5 | 4.0/5 |
| Founded | 2017 | 2007 |
Core Features Comparison
ClickUp Features
- AI Super Agents that autonomously break down goals, choose tools, and execute multi-step work
- Multi-model Brain with GPT-5, Claude Opus, o3, and o1-mini — switch models per task
- AI Knowledge Manager indexes all workspace data for context-aware answers
- AI-powered standups, task assignment, subtask creation, and progress summaries
Teamwork Features
- Client-facing project management with billable time tracking, budget monitoring, and AI-powered profitability forecasting for agencies and professional services
- TeamworkAI suite: Project Wizard auto-generates projects from client briefs, Smart Scheduler optimizes assignment by availability and skills, AI Filter Assistant enables natural language task queries
- MCP server with 108 tools enabling AI agents (Claude, ChatGPT, Copilot) to create projects, assign tasks, and generate reports via natural language
- Workload management with AI utilization summaries, capacity planning, and unlimited free client portal access for external stakeholders
Pricing & Value Analysis
| Aspect | ClickUp | Teamwork |
|---|---|---|
| Pricing Model | per-seat | per-seat |
| Free Tier | Yes | Yes |
| Free Tier Limits | 100MB storage, unlimited tasks, unlimited members | Up to 5 users, 2 projects, basic task management |
| Starting Paid Price | $7/user/month | $10.99/user/month |
| Pricing URL | View ClickUp Pricing | View Teamwork Pricing |
| Overall Score | 94/100 | 68/100 |
| Best For | Project Management, Large Teams, Enterprise | Agencies & Professional Services, Client Work Management, Resource Planning |
Best Use Cases
ClickUp Excels At
- Sprint planning with AI Super Agents drafting tasks from goals
- Cross-functional roadmapping across product, eng, and design teams
- AI-driven status updates and stand-up summaries via Brain
- OKR tracking with quarterly progress aggregation
- PRD and documentation management with multi-model AI
Teamwork Excels At
- Project profitability tracking for client engagements
- Client portals with branded shared workspaces
- Resource utilization across concurrent client projects
- Integrated time tracking with billable hours and invoicing
Integrations & Governance
| Category | ClickUp | Teamwork | Winner |
|---|---|---|---|
| Integrations | Robust | Robust | Tie |
| Governance | Enterprise | Enterprise | Tie |
| Overall Score | 94/100 | 68/100 | ClickUp |
ClickUp vs Teamwork: In-Depth Pair Analysis
A deeper read on where each tool wins, what 12 months of usage costs in real numbers, AI capability differences by component, and which Product Manager persona fits each. All sections are computed from current vendor pricing pages and our 100-point scoring methodology — not editorial opinion.
Where ClickUp Wins Decisively
ClickUp commands a 26-point lead on overall score (94/100 vs 68/100), driven by stronger fit across multiple scoring pillars. On AI specifically, ClickUp pulls ahead in Content Generation (5/5 vs 3/5), Natural-Language Interaction (5/5 vs 4/5), Agentic Workflows (5/5 vs 4/5). PMs who lean on AI for those capabilities should weight ClickUp accordingly. ClickUp also fits agile and kanban-driven teams better than Teamwork on our methodology-fit scoring (agile 5/5 vs 4/5; kanban 5/5 vs 4/5). Beyond raw scores, ClickUp actively positions around project management, large teams, enterprise — territory Teamwork doesn't claim as a primary focus.
Where Teamwork Wins Despite the Score Gap
Teamwork's lower headline score (68/100 vs 94/100) doesn't make it the wrong choice — it means it is optimized for narrower, sometimes deeper, scenarios than the broad-coverage anchor. Specifically, Teamwork edges ClickUp on Predictive Analytics (4/5 vs 3/5) — meaningful if those capabilities are the primary reason you'd evaluate either tool. Teamwork's positioning includes agencies & professional services, client work management, resource planning — focus areas where ClickUp doesn't claim primary expertise.
12-Month Cost of Ownership Estimate
Total cost of ownership over 12 months reads differently than the per-seat sticker price, especially as headcount grows past the small-team default. Below, we walk through entry, mid, and top paid tiers for each tool to surface the cost progression PMs typically encounter. ClickUp (per-seat model, has free tier): Unlimited ($7/user/month/seat) → 10 users $840/yr, 50 users $4,200/yr; Business ($12/user/month/seat) → 10 users $1,440/yr, 50 users $7,200/yr. AI access at paid tiers: clickup brain included in all paid plans. Teamwork (per-seat model, has free tier): Deliver ($10.99/user/month/seat) → 10 users $1,319/yr, 50 users $6,594/yr; Grow ($19.99/user/month/seat) → 10 users $2,399/yr, 50 users $11,994/yr. AI access at paid tiers: ai project health, risk detection on deliver+. Both tools offer free tiers, so initial validation costs zero — paid TCO only kicks in after team-size, feature-tier, or usage thresholds.
Note: pricing data ClickUp verified February 2026; Teamwork verified February 2026. Always confirm current pricing on the vendor's pricing page before committing — vendors revise tier boundaries multiple times per year, and promotional discounts (annual billing, multi-seat, founders) can move effective TCO 15-25% in either direction.
AI Capability Breakdown by Component
Aggregate AI scores hide where each tool actually invests engineering. The breakdown below — same five axes used in our 100-point methodology — shows where ClickUp and Teamwork differ on the capabilities PMs care about.
| AI Component | ClickUp | Teamwork | What This Means in Practice |
|---|---|---|---|
| Task Automation | 5/5 | 5/5 | auto-creating tasks, smart status updates, workflow rules |
| Predictive Analytics | 3/5 | 4/5 | risk forecasting, capacity prediction, deadline-slip detection |
| Content Generation | 5/5 | 3/5 | AI-drafted briefs, summaries, decks, status updates |
| Natural-Language Interaction | 5/5 | 4/5 | asking questions in plain English and getting structured answers |
| Agentic Workflows | 5/5 | 4/5 | autonomous AI agents that take multi-step actions on your behalf |
ClickUp carries the broader AI capability footprint (4.6/5 average vs 4.0/5).
Workflow Fit by Product Manager Persona
Your role context shifts which tool fits best. We score three Product Manager personas across the data axes that actually differentiate by buyer profile — free-tier access for Founder-PMs, growth-keyword positioning for Growth-PMs, and certification footprint for Enterprise-PMs.
- Founder-PM — solo or sub-10-person team, fast onboarding, cost-conscious, mixes execution with discovery. ClickUp is the better fit (persona score 8 vs 6). Decided by free-tier availability, small-team positioning, content-generation AI for solo PRD/deck drafting, and founder-tagged bestFor signals.
- Growth-PM — mid-stage startup or scale-up, marketing/sales-adjacent workflows, A/B tests, conversion-focused. Teamwork is the better fit (persona score 2 vs 1). Decided by predictive-analytics AI depth, growth/marketing-tagged bestFor, and content-generation for campaign drafts.
- Enterprise-PM — large org, formal procurement, SSO/SCIM/audit requirements, multi-team coordination. ClickUp is the better fit (persona score 10 vs 5). Decided by large-team positioning, certification footprint (SOC2/ISO/GDPR), waterfall methodology fit, and enterprise/PMO bestFor signals.
Migration & Adoption Considerations
ClickUp has 9 years of market history (founded 2017); Teamwork has 19 (founded 2007). Vendor maturity affects API stability, partner ecosystem depth, and Service Level Agreement quality — typically more relevant for enterprise rollouts than for solo or small-team usage. Funding and headcount snapshot: ClickUp (Series C, 1001-5000 employees); Teamwork (Private (Acquired by Teamwork.com Ltd), 201-500 employees). ClickUp carries 4 compliance certifications (SOC2 Type II, GDPR, ISO 27001, HIPAA) — more than Teamwork's 2. For regulated industries or enterprise procurement gates, the certification footprint often matters as much as feature depth.
How to Decide Between ClickUp and Teamwork
Four questions usually settle the choice between these two. The answers below are computed from per-tool data, not editorial opinion — adjust weighting based on what matters most for your context.
Question 1: What's your team size?
Both ClickUp and Teamwork target broadly similar team sizes. The distinction at the team-size axis is minor — feature fit and pricing usually decide before headcount becomes the constraint.
Question 2: What's your primary delivery methodology?
ClickUp fits sprint- and board-driven teams better (agile 5/5 vs 4/5; kanban 5/5 vs 4/5 — ClickUp ahead on both axes). For waterfall or hybrid programs, either is workable (waterfall 4/5 vs 4/5).
Question 3: How AI-heavy is your workflow?
ClickUp has materially deeper AI capability (4.6/5 vs 4.0/5). If your team is leaning into AI-driven workflows — auto-generated decks, predictive risk scoring, summarization, agent-style automation — ClickUp is where the heavier capability lives. For teams primarily using AI as a productivity assist (drafts, suggestions), the gap matters less.
Question 4: How sensitive are you on pricing?
Both tools offer free tiers, so cost-of-entry is a wash. The pricing distinction shows up at paid tiers — review the pricing comparison above for plan-by-plan breakdown, paying attention to per-seat vs flat pricing models if your team size will fluctuate.
Frequently Asked Questions
Is ClickUp cheaper than Teamwork?
Both ClickUp and Teamwork offer free tiers. Differences appear at paid tiers — see the pricing table above for plan-by-plan comparison and starting paid prices.
Which scores higher, ClickUp or Teamwork?
ClickUp scores 94/100 vs 68/100 for Teamwork on our 100-point methodology — a 26-point margin reflecting stronger fit across capability depth, AI quality, integrations, and value.
Which has better AI features for product managers?
ClickUp (4.6/5 average AI depth) edges Teamwork (4.0/5) on our AI capability score — meaningful if you are choosing for AI-driven workflows like deck generation, summarization, or predictive analytics.
Which fits agile and kanban teams better?
For agile teams, ClickUp scores 5/5 vs 4/5 for Teamwork. For kanban, ClickUp scores 5/5 vs 4/5 for Teamwork. ClickUp is the broader fit for sprint- or board-driven teams.
What does ClickUp excel at that Teamwork doesn't?
ClickUp is positioned around project management, large teams, enterprise — areas where Teamwork doesn't market itself as the primary fit. PMs working primarily in those areas should weight ClickUp higher.
What does Teamwork excel at that ClickUp doesn't?
Teamwork is positioned around agencies & professional services, client work management, resource planning — areas where ClickUp doesn't market itself as the primary fit. PMs working primarily in those areas should weight Teamwork higher.
Which vendor is more established?
Teamwork (founded 2007) has 10 more years of market history than ClickUp (founded 2017). For PMs prioritizing vendor stability, Teamwork carries the longer track record; ClickUp represents the more recent generation of tooling.
Other Comparisons in This Category
Still narrowing the field? Here are head-to-head matchups against the next-highest-scoring Project Management tools in our directory.
The Bottom Line
Both ClickUp and Teamwork are capable AI PM tools. ClickUp scores higher and is stronger for project management and large teams.
Choose ClickUp if
you prioritize project management and large teams and want the higher-rated option (94/100).
Choose Teamwork if
you prioritize agencies & professional services and client work management and prefer its feature mix despite a lower score.