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FAILED
30/100
UNBOUGHT SCORE
CONFIDENCE 96.7%
Red Flags
Z

Zendesk

Industry-standard helpdesk with omnichannel ticketing and AI automation.
FAILEDSales
Pricing
Paid
Learning curve
Moderate
Time to value
Days
Visit WebsiteSave to Stack
BEST FORsmallmediumlarge
COMMUNITY SENTIMENT
PositiveNegative
WORKS FOR

Fast-scaling teams needing enterprise-grade support infrastructure

KEY INSIGHT

The enterprise support standard — but there's a reason it's the most-cited tool people switch away from. At scale with 50+ support staff, nothing matches its omnichannel integration. Below that threshold, the pricing and complexity make Front, Help Scout, or Freshdesk better fits. Check the security breach history before committing sensitive data.

DOESN'T WORK FOR

Small teams on a budget — costs escalate fast as you add features

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FIRST-HAND READS

What people reported, in their own words. Every line links to where it was said.

  • “Zendesk will absolutely attempt to get you to sign agregious terms. They will attempt to hoodwink you. They will pretend they never received your cancellations and charge you for another year of contract.”

    NEGATIVE · support · Hacker News · 2026-05-28

  • “Zendesk doesn't enforce SPF and DKIM checks when opening new tickets, so I got flooded with "your new account has been registered" and "thank you for filing a ticket" emails. I blocked off Zendesk entirely because they didn't fix their shitty email system.”

    NEGATIVE · reliability · Hacker News · 2026-03-04

  • “How is Zendesk this bad at email? Basic anti-abuse should be able to prevent this kind of flood. Simple rate limiting. God damn.”

    NEGATIVE · reliability · Hacker News · 2026-02-08

  • “I had received over 1,000 Zendesk emails, 168 of which made it into my inbox”

    NEGATIVE · reliability · Hacker News · 2026-02-08

  • “SPF/DKIM signing happens on all outbound mail I get from Zendesk”

    MIXED · features · Hacker News · 2026-02-05

  • “Zendesk is the same. Simple config to trigger on a new ticket with a new status (see below). If I manually set the trigger to run, it listens and picks up a new ticket. But on its own it does nothing and never triggers.”

    NEGATIVE · reliability · n8n_community · 2025-07-06

  • “I use zendesk for email management. When someone sends me an email it creates a ticket and I can assign them tags to search and filter by. I can assign a ticket to one of my support devs to handle for me, and track their communications. That way I don't miss or forget any emails. I can see which ones I'm waiting for a response from, which ones are in progress, and which ones are or the client responded and is waiting for me. Super critical for running a functional agency.”

    POSITIVE · features · Reddit · 2025-05-19

  • “I am not sure why zendesk button needs cookies by default for example”

    NEGATIVE · features · Reddit · 2025-02-11

  • “Zendesk were unable to engage with the issue beyond "just forward emails from your gmail support inbox" which was a long way behind where we were. For a company built on email, they're not good at it.”

    NEGATIVE · integration · Hacker News · 2024-10-13

  • “Zendesk paid me $500 4 years after I submitted a vulnerability”

    MIXED · Hacker News · 2024-10-12

  • “the webhook ID on Zendesk is being changed causing the trigger failure on Zendesk side”

    NEGATIVE · reliability · n8n_community · 2024-09-20

  • “the Zendesk seems to stop executing after first empty response. Is this a bug or am I missing something?”

    NEGATIVE · reliability · n8n_community · 2024-08-08

  • “I still don't understand why, when they send email to my company, they say Zendesk "via" an email address at my company. There really doesn't seem to be any reason to not just use their own email address in the "From" header.”

    NEGATIVE · Hacker News · 2024-07-03

  • “data inside JSON Parameters aren't well interpreted by zendesk”

    NEGATIVE · reliability · n8n_community · 2023-02-20

  • “Zendesk Trigger node is throwing error. For the first time after creation of node it successfully listens to the trigger but after first time it starts throwing error.”

    NEGATIVE · reliability · n8n_community · 2023-02-02

  • “trying for a few days now to get zendesk sell connected to n8n using oauth2.0 but I'm not having any luck”

    NEGATIVE · integration · n8n_community · 2022-10-10

  • “the custom fields that I'm trying to send don't show up in Zendesk even though the desktop app is able to find the different types of custom fields when setting up the node”

    NEGATIVE · features · n8n_community · 2022-05-03

  • “tells me to sign in to zendesk and then show the error page with the Traceback”

    NEGATIVE · reliability · n8n_community · 2022-03-22

  • “When I'm trying to connect my zendesk account I am not able to authorize and I'm getting an error”

    NEGATIVE · integration · n8n_community · 2022-03-22

  • “Get error when running Zendesk Trigger node on my newly setup n8n instance”

    NEGATIVE · reliability · n8n_community · 2022-02-27

  • “Zendesk Trigger nodes seemed to activate and work without issue”

    POSITIVE · reliability · n8n_community · 2021-10-18

  • “I have difficulties with a workflow that use multiple Zendesk Trigger nodes. Even tough it works when executing the workflow manually, I can't activate the workflow.”

    NEGATIVE · reliability · n8n_community · 2021-10-13

  • “If multiple Zendesk Trigger nodes are added to the workflow, the workflow doesn't execute as expected”

    NEGATIVE · reliability · n8n_community · 2021-04-23

  • “The combination Zendesk trigger + get (specific) ticket actually does not work. Nothing happens.”

    NEGATIVE · reliability · n8n_community · 2020-11-10

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