HubSpot ClickUp Integration Not Working? Here's What's Actually Broken

You set up the integration. It worked. Then it stopped.

Or maybe it never worked. Maybe you clicked "Connect ClickUp" in HubSpot, got a cryptic error, and landed here.

Either way — this is the page where we fix it.

I've collected every common failure between HubSpot and ClickUp from community forums, Reddit threads, and ClickUp's own documentation. Below is each error, why it happens, and what to actually do about it.

Authentication and connection failures

These usually happen during initial setup or after the integration has been running for a while.

"Couldn't complete the connection. Authorization failed because there is a mismatch between the scopes..."

This is a bug on ClickUp's side with their OAuth scope configuration. There's no user-side fix — ClickUp has to patch it. If you're seeing this right now, wait a few hours and try again. If it persists beyond a day, contact ClickUp support directly.

"API failure when attempting to select a ClickUp Workspace"

You're setting up an automation in HubSpot, you get to the ClickUp workspace dropdown, and it just errors out. This is a known ClickUp API stability issue. Sometimes their connection to HubSpot goes down.

Your only options: wait and retry, or use a third-party tool to bypass the native connection entirely.

"Connection expired. Reconnect ClickUp again" or "401 Unauthorized"

OAuth tokens expire. If the person who set up the integration changed their password, left the company, or if HubSpot pushed a security update — the token dies.

Fix: Go to ClickUp Settings → Integrations → disconnect HubSpot → reconnect. Pro tip: set up the integration using a service account or admin account that won't get deactivated when someone leaves.

Custom field mapping not working

This is the single most common category of complaints.

"Custom Field mapping is not supported for HubSpot workflows"

This isn't a bug. It's a documented limitation. The native ClickUp integration does not support custom field mapping inside HubSpot workflows. Full stop.

Your options:

• Use ClickUp Automations instead of HubSpot workflows (limited to equivalent-type mapping: email→Email, domain→Website, phone→Phone)
• Use middleware like Zapier or Make (with caveats)
• Use a dedicated sync tool that handles field mapping natively

I wrote a detailed breakdown of what custom field mapping actually supports and the workarounds.

Dropdown fields sending wrong values silently

This one is nasty because there's no error. Everything looks fine — but the data is wrong.

ClickUp's API returns dropdown options by orderindex (a position number starting at 0). If someone reorders dropdown options in ClickUp settings, every automation sending values by index now maps to the wrong option.

"High Priority" becomes "Low Priority." "Website" becomes "SEO." No error. No notification. Just wrong data flowing between systems.

This affects both Zapier and Make. Full explanation in our dropdown field mapping guide.

Number and date fields failing or writing incorrect values

HubSpot returns ALL property values as strings through its API. Even numbers. Even booleans. Even dates.

So when your integration sends a deal amount of 15000, ClickUp receives the string "15000", not the number 15000. If the ClickUp field expects a number, it may reject it, write it incorrectly, or break downstream formulas.

Same with dates — timezone mismatches and format differences cause dates to shift by a day or fail entirely.

Fix for middleware users: add a formatting step in your Zapier/Make workflow to explicitly convert strings to the right data type before writing to ClickUp.

"Property values were not valid" or "integer validation error"

You changed a field type in HubSpot (text to integer, for example) but existing values weren't migrated. Or the values you're sending don't match the allowed dropdown options exactly.

Fix: check the property definition in HubSpot and make sure every value you're sending matches the expected type and enumeration options character-for-character.

Tasks not creating from deals

"Moved deal to Closed Won but no task was created" — no error, just silence

Three common causes:

1. Pipeline mismatch. Your automation is set to trigger on "Deal Stage Change" but restricted to a specific pipeline. If the deal is in a different pipeline, it won't trigger. Check your automation settings — is it set to "Any Pipeline" or a specific one?

2. Required fields empty. If mapped fields in HubSpot are empty (a required custom field is null), the API call fails silently. No error in HubSpot, no task in ClickUp.

3. User permissions. The person who connected the integration doesn't have access to that specific HubSpot pipeline. Re-authenticate with someone who does.

"Objects created from HubSpot Automations will not trigger other HubSpot Automations"

This is documented but nobody reads the fine print. If Automation A creates a ClickUp task and Automation B is triggered by task creation — Automation B will NOT fire.

This isn't a bug. ClickUp built this in to prevent infinite chains. But it means you can't have multi-step automation flows that depend on each other.

Fix: combine your logic into a single automation with multiple actions, instead of chaining separate automations.

Expecting two-way sync but getting one-way

"I updated the status in ClickUp, but the Deal Stage in HubSpot didn't change"

The native integration does not do true bidirectional sync. It creates ClickUp tasks from HubSpot triggers. It can update some fields one-way. But ClickUp changes do not reliably flow back to HubSpot through the native connection.

A lot of people mistake "field mapping" for "field syncing." Mapping tells the system where to put data once, during creation. It doesn't keep them in sync afterward.

If you need real bidirectional sync, read our complete guide to setting up two-way sync without loops.

Plan and tier surprises

"Your plan does not support this integration" or the integration is simply greyed out

The native HubSpot integration requires ClickUp Unlimited plan ($7/user/month) or above. If you're on Free or the old Pro plan, you won't see it.

On the HubSpot side, most workflow triggers that would create tasks require HubSpot Professional ($90+/seat/month). The integration technically "works" on lower tiers, but without workflows, you can't automate anything.

Additionally, ClickUp's Automation ClickApp (which enables the HubSpot automation actions within ClickUp) requires Business Plan ($12/user/month) or above. And ClickUp Guests and Limited Members cannot use the integration at all.

Duplicate task creation

"The integration created 5 copies of the same task for one deal"

Your automation action is set to "Create Task" instead of "Update Task" or "Find/Create Task." Every time the deal updates, a new task gets created.

Fix: change your trigger from "Property Updated" to "Property Changed to [Specific Value]." Only trigger on specific stage transitions (e.g., "Deal Stage = Closed Won"), not on every update.

If you're using middleware, add a lookup step that checks if a task already exists (using the HubSpot Record ID stored in a ClickUp custom field) before creating a new one.

When to stop debugging and try a different approach

If you're spending more time maintaining the integration than it saves you, the tooling might just not be the right fit.

The native integration hasn't had a HubSpot-specific update since April 2024. ClickUp's own marketing page for the HubSpot integration is broken — it redirects to a Zendesk page. The marketplace listing has a 2.0 star rating across 69 reviews.

Sometimes the answer isn't "fix the existing setup." Sometimes it's try a tool built specifically for this problem.