amaiko vs Cassidy AI: Teams-Native Memory vs Configured Knowledge Bases (2026)

What Cassidy AI does genuinely well

Most comparison pages treat the competitor as a strawman. Cassidy AI deserves better, because it gets three things right that most of its class gets wrong.

A clean agent and workflow platform. Cassidy’s core idea is sound: ground AI assistants in your company’s knowledge bases so they answer from your reality instead of the open internet. The platform makes building those assistants — and the workflows around them — genuinely approachable. This is knowledge grounding shipped as a product, not as a science project.

A dedicated Microsoft Teams Add-In. Rare in this class. Most agent platforms live in their own browser tab and treat Microsoft Teams as someone else’s problem; Cassidy ships a dedicated Teams Add-In and names the Teams AI assistant as an explicit use case. For a Teams-centric company scanning the market, that alone puts Cassidy on the shortlist — and it is why Cassidy keeps showing up in Teams AI assistant searches.

A real compliance posture. SOC 2 Type II and HIPAA are not logos you collect by accident. For a US company in a regulated industry, that paper trail matters, and Cassidy has done the work.

So why does this page exist? Because for a European, Teams-centric company, the gaps that decide the evaluation never show up on the feature list. They are structural.

Four structural differences

The amaiko vs Cassidy AI question is not about which product has more checkboxes. The two are built on different assumptions about where AI should live, who feeds it, and who it works for.

An Add-In is a channel. Teams-native is a home.

Credit where due: Cassidy meets your team inside Teams, which most of its competitors cannot say. But an Add-In is one delivery channel among several — the platform, the knowledge bases, the workflow builder all live elsewhere, and Teams is a window into them. amaiko is built the other way around. Teams is not a channel; it is the home. The assistant lives in the chat window your team already has open all day, onboarding happens in a single Teams chat, and briefings arrive where work actually happens. The difference shows up in adoption: a channel is something your team can ignore; a home is where they already are.

Uploaded knowledge is not memory

Cassidy grounds its assistants in knowledge bases that you upload and configure. That works — on day one. But a configured knowledge base is a snapshot: someone has to curate it, refresh it, and notice when it drifts out of date, and everything your company learns between uploads simply does not exist for the assistant. amaiko takes the part Cassidy leaves to you and automates it: a persistent, self-learning corporate memory that grows with every interaction — decisions, context, who knows what, why things were done the way they were. Nobody maintains it, because the maintaining is the product. When an employee leaves, their context stays. The measurable effect for amaiko teams: 35% less time spent searching and onboarding up to 57% faster, because new hires inherit a memory instead of a freshly uploaded document pile.

Cassidy’s assistants wait. amaiko doesn’t.

Cassidy’s assistants are reactive: grounded, capable, and silent until someone asks. Every insight sits behind a question a human has to think to ask — and the questions nobody thinks to ask never get answered. amaiko works the other way around. It monitors your company’s signals and acts first: your morning briefing is ready before you open the laptop, your inbox is triaged before you read it, meeting follow-ups appear without anyone asking. A reactive assistant saves you minutes when you use it; a proactive one saves you the minutes you didn’t know you were losing.

Assistants you build vs an agent network that’s already working

With Cassidy, you are the architect: define the assistant, connect the knowledge bases, design the workflows. That is real power — and real work, with a maintenance bill that never quite reaches zero. amaiko ships a working multi-agent network of 24 specialized AI agents — for meetings, email, research, knowledge linkage and more — that coordinate on complex requests and learn your organization as they go. You don’t configure the network; you say hello to it. See how the agent network operates.

The data residency question

Here is the section a German buyer reads first, so let’s be precise. Cassidy runs on US infrastructure with no EU data residency option. Its compliance page says GDPR, and SOC 2 Type II and HIPAA are real, earned certifications — but none of those is data residency. The CLOUD Act gives US authorities reach over data held by US providers regardless of contractual safeguards and regardless of where the marketing says your data sits. For a European company with a data protection officer, that is not a footnote to negotiate around; it is exposure on day one, and it is the conversation your DPO will start with.

amaiko’s answer is structural, not contractual: 100% German hosting and ISO 42001 certification — the management standard for AI systems. The data question, settled rather than mitigated.

The pricing reality

Cassidy’s pricing is quote-based: there is no public price list, and the cost of the platform is whatever your sales conversation produces. For enterprise procurement that is business as usual. For an SMB that wants to budget before talking to anyone, it is friction with a number hidden behind it — and quote-based pricing has a way of scaling to what the buyer looks able to pay.

amaiko’s price is a number on a page: from €19.92 per user per month, billed annually. You can put it in a budget spreadsheet before you ever talk to us.

Who should choose which

Honest segmentation, no sales reflex.

Choose Cassidy AI if you are a US company — or data residency genuinely doesn’t constrain you — and your model is curated: assistants you define, knowledge bases you maintain, workflows you design. If HIPAA is on your requirements list, Cassidy belongs on your shortlist, and the Teams Add-In makes it more workable for Teams users than most of its peers.

Choose amaiko if you are a European, Teams-centric company that wants AI living natively where your team works, acting before anyone asks, building a memory nobody has to maintain — hosted 100% in Germany, at a price you can read without booking a call.

Run both? In practice the question rarely comes up. For a German buyer, the data residency question usually ends the Cassidy evaluation before the feature comparison begins — which is precisely why it sits at the top of this page and not the bottom.

If you are surveying the wider field, our roundup of Cassidy AI alternatives covers the other contenders. And if you would rather watch a self-learning memory work than read about one: book a demo — it takes one Teams chat to show you.