Pricing is one of the most important decisions we’ve made building SimpleAI, and also one of the least obvious.

Most of the legal AI market does not publish pricing. In some cases that is because companies can charge more when pricing is opaque. In other cases, it is because the product is genuinely hard to price without understanding the customer’s workflows and volume. Both of those dynamics exist in legal software, and we deal with them too.

For SimpleAI, we made a different call. We think AI-powered contract review should be priced transparently. When someone lands on the page, they should be able to understand what the product costs, what they get, and whether it is worth trying, without needing to talk to sales. That does not mean pricing is fixed or non-negotiable, but the starting point should be clear.

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The structure we landed on is intentionally simple. There are two primary tiers: SimpleAI Basic and SimpleAI Pro, and the distinction comes down to how you want to review contracts as a team.

SimpleAI Basic is built for speed and immediate access. It gives you everything you need to review and redline contracts inside Microsoft Word without friction. That includes unlimited reviews and comparisons, access to our expert playbook library, fallback language, and Law Insider data through the index score. It is designed so a legal team can get up and running quickly and start improving contract quality right away without needing to build anything from scratch.

SimpleAI Pro is designed for teams that want to move beyond default standards and define their own. It includes everything in Basic, but adds the ability to build custom playbooks, benchmark positions against precedent and market data, and apply more structured workflows across a team. It also includes dedicated legal engineering support, live training, and deeper integrations with systems like CLMs, CMS platforms, and eSignature tools.

The difference is not just more features. Basic gives you a ready-to-use system out of the box. Pro lets you define your own standards, apply them consistently, and scale that across a team.

We do price per seat, and that is intentional. Legal teams are still structured around users, and pricing needs to map to how the product is actually deployed. If a team is using SimpleAI across multiple lawyers or contract managers, pricing should scale with that usage.

At the same time, we are focused on making sure the value is clear at every level. If a team is paying for multiple seats, the expectation is that the product is being used regularly and is meaningfully improving how contracts are reviewed. Pricing should feel like a reflection of that value, not something disconnected from how the product is actually used.

Another important piece is that SimpleAI is not just a set of features. It is a combination of AI and a large contract dataset from Law Insider. The value comes from how those two things work together in real workflows. That is why we spend less time thinking about feature gating and more time thinking about outcomes. Are we actually helping someone review a contract faster, with more confidence, and with better language? If the answer is yes, pricing becomes easier to justify.

You will also see other products on the page, like AI repository and document automation, that do not have fixed pricing. That is deliberate. These products depend heavily on how a legal team operates, what systems they are replacing, and how much volume they manage. It is difficult to price those fairly without context, so we handle them through demos and more tailored conversations.

A lot of the work on pricing has less to do with the number itself and more to do with reducing friction. When someone lands on the page, they should be able to understand it quickly, make a decision, and start using the product without a long setup or sales process.

This is not finished. We are still working through where the right boundaries are between Basic and Pro, how to package value for teams without adding unnecessary complexity, and how pricing should evolve as usage increases. We are also thinking about how this connects to the broader SimpleDocs product suite over time.

The goal is to keep pricing simple, transparent, and aligned with actual usage. If we get that right, everything else becomes easier.

If you have a perspective on this, I would be interested to hear it. What feels right in the current market, what feels off, and where do you think pricing for AI-powered contract tools is headed?

If you want to try SimpleAI yourself, you can get started here: simpledocs.com/simpleai-trial

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