Every B2B software category is built on two structural choices.
Move 1 — What question is this product actually organized around? The one it inherited from the category, or the underlying challenge the category was built to address?
Move 2 — Is it becoming a workflow agents will automate — or a decision environment they'll have to operate inside?
Get both right and the company may be understood and valued very differently. Get them wrong and you build a beautiful moat around a ceiling.
In an agentic AI world, Move 2 is no longer a future consideration — it is a structural question investors and operators can no longer avoid. The companies that get it right will not look like the category leaders they replaced.
If you're buying, selling, or building a B2B SaaS company, these two structural questions shape what the asset is worth — and what it can become.
25 years operating inside B2B technology companies — from founding and funding a SaaS platform to running commercial strategy at a $40M agency to executing a category repositioning at Piano that moved $160K transactions to $1M partnerships. The two-move framework is the distillation of that experience applied to a specific problem: what determines whether a B2B SaaS asset is understood as infrastructure, believable optionality, or something more valuable.
There are a lot of good B2B SaaS companies. Getting to great requires a willingness to make the moves that separate you from the category you inherited — not just execute better inside it.
I bring a structural lens on category ceilings, believable upside, and agentic defensibility — one that can sharpen how B2B SaaS assets are built, framed, and assessed, whether you are buying, selling, or building one.