The first question I ask about any new software

I've been using Claude Cowork for a few months now since it came out and training business owners on how to use it. Microsoft announced their Copilot Cowork version in March and it rolls out in May. I describe what I want. The agent goes off, pulls from my email, my files, my tools, and comes back with the deliverable. I never opened the software it touched.

I'm not going back.

When you work this way for even a week, the idea of logging into a SaaS dashboard to click through screens feels like running errands in a horse and buggy. Finding what button to push or where some 22 year old engineer buried some setting on a list is nonsense.

The trick is the context

Cowork's whole job is pulling in your data. Your files, your email, your meeting notes, your sales pipeline, your monthly number, the tools you run your business on. It hands all of it to the model at once. Then the model can work with you to reason across the whole picture and decide what to do.

That's the product. A way to bring your real context into the process so the AI can think with it.

Without that, your AI has its hands tied. It can answer questions about the world. It can't answer questions about your business. It doesn't know what your last invoice looked like, what your pipeline says, what your customer said yesterday. It's a smart person in a room with no windows.

APIs and MCP are the windows. Here's what those actually are.

What the agent needs to work

An API (Application Programming Interface) is the door a software vendor opens so other programs can read from and write to their system without a human clicking. It's been around for decades, but most small business software treats it as an afterthought. Some vendors don't have one at all. Others charge extra for it or gate it behind an enterprise plan.

MCP stands for Model Context Protocol. Anthropic released it in late 2024 as a standard way for AI agents to plug into tools. Think of it as a universal adapter. On March 25 it crossed 97 million installs, the fastest adoption of any AI infrastructure standard anyone has tracked. Every major AI provider — Anthropic, OpenAI, Google, Microsoft, and AWS — is on board. Salesforce, ServiceNow, Monday, Asana, and Workday are shipping MCP connectors. That argument is over. MCP is the standard.

A software system without an API or MCP is invisible to an agent. The agent can't see it, can't read from it, can't write to it. If your bookkeeping tool, your CRM, your scheduling software, your inventory system has no API, the agent has to go through a human to use it. That human is you or someone you pay.

So add the cost of a person to the cost of the software. That's the real price tag now.

A recent industry survey found 93% of IT leaders are deploying autonomous agents in the next two years, and 95% of them said integration was the biggest thing blocking implementation. That is the whole game. The software that can plug in wins. The software that can't becomes a tax on your time.

What I'm telling my companies

Two things.

First, for any new software evaluation, the first question is not price or features. It's "do you have an API, and are you shipping an MCP server?" If the answer is no on the API, the conversation is over. If the answer is no on MCP but yes on API, I want to know the roadmap. Vendors who can't answer that in 2026 are telling you they have not understood what their customers are about to need.

Second, I'm done with multi-year contracts. The discount isn't worth it. The pace of change in what agents can do is too fast, and locking yourself into a vendor for three years on software that might be agent-blind by next quarter is a bad trade. I would rather pay more per month and keep my options open. A lot of vendors are going to push back hard on this. They know what their renewal numbers look like without the lock-in. Push back harder.

I'm 6-12 months ahead of where most owners are on this. I know that because I'm living in the agent workflow every day and most of my cohort members are just starting to. The gap closes fast once you cross over. Once you have one agent that can book a meeting, send an invoice, update a CRM record, and pull a report without you touching a screen, you stop being willing to do that work yourself.

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