Sierra vs Zendesk: A detailed comparison for 2025

Kenneth Pangan
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Kenneth Pangan

Stanley Nicholas
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Stanley Nicholas

Last edited November 11, 2025

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Trying to pick the right AI for your customer support team can feel like a huge task. You've got the giants like Zendesk, offering a platform that does just about everything, and then you have newer, more specialized tools like Sierra, which promises a finely-tuned conversational AI experience. Both want to help you clear out repetitive tickets and get customers answers faster, but they come at it from completely different directions.

This guide is a straightforward, no-fluff comparison of Sierra vs Zendesk. We'll dig into their core AI capabilities, how easy (or hard) they are to set up, and what their pricing looks like. The goal is to help you figure out which one might be the right choice for your team. We’ll also touch on a third option, one that boosts your current helpdesk instead of making you start from scratch.

What is Sierra AI?

Sierra is a fresh face in the conversational AI scene, having launched in 2023. It’s not a full-blown helpdesk; instead, it focuses on one thing: creating custom AI assistants that can handle customer chats and calls. The main selling point is building an AI that perfectly matches your brand's voice and knows all your internal policies.

Think of Sierra as an AI layer designed to automate conversations. It aims to walk customers through trickier issues, like starting an exchange or changing a subscription, all through a chat-like interface. One thing to note is that details on its specific features and pricing are a bit hard to come by. You usually have to talk to their sales team and get a custom quote, which can be a roadblock if you're just trying to do your research and compare options quickly.

What is Zendesk?

If you've been in customer service for a while, you know Zendesk. Founded way back in 2007, it's a massive platform covering ticketing, live chat, knowledge bases, and reporting. In recent years, Zendesk has woven its own AI features, called Zendesk Advanced AI, into its software suite.

Zendesk’s AI isn’t something you can buy on its own. It's an add-on that's meant to work inside the Zendesk world. It does things like route tickets to the right agent, suggest macros to speed up replies, and summarize long conversation threads. The idea here is less about replacing your agents and more about making them faster and more efficient. This works great if your team lives and breathes Zendesk, but it also means you’re pretty locked into their system to get the full benefit.

A detailed comparison

Alright, let's get into the details. Here’s how these two platforms really compare when it comes to the things that support teams care about most: AI features, setup, and cost.

How their AI actually works

When you peek under the hood, you can see that Sierra and Zendesk think about AI in fundamentally different ways.

Sierra is all about being a "single-agent" conversational tool. Its main strength is in building that one AI assistant to talk to customers. But as

Reddit
some users in online forums have pointed out, this single-agent focus can be a bit of a drawback
. It can struggle with workflows that have multiple steps, like when a customer wants to look up an order and then start a return. Getting these custom workflows (which Sierra calls AOPs) up and running often takes a good amount of engineering work.

Zendesk’s AI, on the other hand, is more of a helper for your human agents. It's fantastic at summarizing long tickets and suggesting canned responses, which definitely helps your team move faster. But it feels more like a bolt-on feature than a true automation engine. Many teams find its ability to deflect tickets is pretty basic, and it doesn't quite handle complex problems on its own. The AI is also limited to the knowledge you have stored inside Zendesk, so it can’t pull answers from other places.

A workflow showing a ticket's journey with a Zendesk AI Agent, relevant to the Sierra vs Zendesk discussion.
A workflow showing a ticket's journey with a Zendesk AI Agent, relevant to the Sierra vs Zendesk discussion.

This is a common headache with a lot of AI tools. You're either stuck with the knowledge inside one platform or you have to pull in developers to connect to anything else. A different way to go is a tool like eesel AI, which gives you a fully customizable workflow engine. You can use its no-code editor to tell your AI exactly how to behave and what to do, from checking order info in real-time to updating ticket fields in your helpdesk. It gives you full control without the engineering headache.

Getting up and running

How an AI tool plugs into the rest of your software is just as important as what it can do. This is another spot where Sierra and Zendesk are worlds apart.

If you’re already a Zendesk customer, implementation is pretty simple. The AI features are baked right into the platform, so turning them on is easy. The catch, of course, is that you’re stuck in their ecosystem. To make the AI truly useful, all your support knowledge has to live in Zendesk. That’s not realistic for most teams who use tools like Confluence, Google Docs, or Slack for their internal docs.

An infographic showing eesel AI's knowledge integration, relevant to the Sierra vs Zendesk comparison.
An infographic showing eesel AI's knowledge integration, relevant to the Sierra vs Zendesk comparison.

Sierra is built to connect with other systems, but those connections can get complicated. User feedback suggests that integrating it with your other tools often requires serious engineering help. What looks like a simple setup can quickly turn into a long, expensive project. The platform just isn't built for a team that wants to get started on their own.

This is the frustrating choice many teams face: a closed-off system or a complicated integration project. But there are tools built to avoid this mess. A platform like eesel AI, for example, is designed to be ridiculously easy and self-serve. You can connect it to your helpdesk with one click and instantly pull in knowledge from all over the place, past tickets, Google Docs, Notion, you name it. You can be up and running in minutes, not months, without needing to ask a developer for help.

Pro Tip
Before you go all-in on any platform, try to test it out. eesel AI has a cool simulation mode that lets you test its performance on thousands of your old tickets. This gives you a really accurate forecast of how many tickets it can solve and how much you'll save before you even turn it on for customers.

A screenshot of eesel AI's test simulation feature, relevant to the Sierra vs Zendesk comparison.
A screenshot of eesel AI's test simulation feature, relevant to the Sierra vs Zendesk comparison.

What it's going to cost

Budget is always a big piece of the puzzle, and it's important to understand the total cost before you commit.

Zendesk's pricing is clear, but the costs can creep up. The Advanced AI add-on starts at $25 per agent, per month, but that’s on top of what you’re already paying for your Zendesk Suite subscription. As your team gets bigger, that per-agent cost grows right along with it.

Zendesk AI Add-OnPrice (per agent/month)
Suite Team, Growth, Professional+$25
Suite Enterprise+$50 (includes advanced features)

Sierra's pricing isn't public. This isn't unusual for newer enterprise software, but it makes planning your budget tricky. Without clear pricing tiers, you could end up with unpredictable costs or find hidden fees after you're already deep into the sales process.

A more predictable pricing model is usually better for growing teams. For instance, eesel AI has transparent plans based on features and usage, not how many agents you have. There are no surprise fees for the number of resolutions, so you won't get a crazy bill after a busy month. This lets you grow your support operations without your costs spiraling out of control.

A screenshot of the eesel AI public pricing page, relevant to the Sierra vs Zendesk comparison.
A screenshot of the eesel AI public pricing page, relevant to the Sierra vs Zendesk comparison.

The third option: Enhance your current helpdesk

The whole Sierra vs Zendesk debate brings up a tough question: do you pick a specialized AI that’s a pain to integrate, or an all-in-one platform that boxes you in?

There’s a better way. Instead of ripping out your existing tools, you can add a smart AI layer that works with what you've already got. This is exactly what eesel AI does. It plugs right into your current setup, whether you use Zendesk, Freshdesk, Intercom, or another popular helpdesk.

This video discusses how AI is reshaping customer expectations, which is relevant to the Sierra vs Zendesk debate.

It immediately starts learning from your past tickets, help center articles, and internal docs in places like Confluence or Google Docs to give customers accurate answers. You can start small by having it answer your most common questions and then let it handle more as you get comfortable. With a setup that takes minutes, you can see a real impact right away without signing up for a long and expensive project.

Final thoughts

So, what's the final word on Sierra vs Zendesk?

  • Sierra is for teams who want a highly customized, brand-focused conversational AI, but you need to be ready for some pricing ambiguity and potential engineering work.

  • Zendesk is a solid choice for existing customers who want tightly integrated AI, but it comes with vendor lock-in and per-agent costs that can add up fast.

In the end, the best answer might not be choosing between them at all. The smartest approach to AI in customer support is often about being flexible and building on what you have. A platform like eesel AI lets you level up the tools you already know and love, giving you powerful, custom automation without the hefty price tag and complexity.

Ready to see how a smarter AI can work with your current setup? Start your free eesel AI trial today.

Frequently asked questions

Sierra is a specialized conversational AI platform focused on creating custom AI assistants for chat and calls. Zendesk, on the other hand, is a comprehensive helpdesk suite that includes AI features as an add-on to assist human agents within its ecosystem.

Sierra aims to fully automate multi-step customer conversations with its custom AI assistants. Zendesk's AI primarily supports human agents by summarizing tickets, routing, and suggesting responses, rather than fully handling complex problems independently.

Zendesk AI integrates easily if you're already a Zendesk customer, but it's largely confined to Zendesk's own knowledge base. Sierra is designed to connect with other systems, but user feedback suggests these integrations often require significant engineering effort.

Zendesk has clear per-agent add-on pricing, starting at $25/month per agent on top of your existing subscription. Sierra's pricing is not public and requires a custom quote, which can lead to unpredictable costs or hidden fees during the sales process.

For automating basic inquiries, Zendesk's AI might be simpler to implement if you're already using their platform, despite its limitations. Sierra's potential need for engineering support for integrations could make it more challenging for teams without dedicated technical resources.

Sierra's drawbacks include its single-agent focus which can struggle with complex workflows, and the significant engineering effort often needed for integrations. Zendesk's limitations involve vendor lock-in, its AI's basic deflection capabilities, and its inability to pull knowledge from outside its platform.

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Kenneth Pangan

Writer and marketer for over ten years, Kenneth Pangan splits his time between history, politics, and art with plenty of interruptions from his dogs demanding attention.