From law to go-to-market: why Andrew Romano joined PointOne



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February 10, 2026

Andrew practiced law at a national firm in New York and lived the daily reality of timekeeping: constant context switching, fragmented work, and the quiet pressure of reconstructing your day after the real work is done. For Andrew, time entry is not a side task. It is core infrastructure for the business of a law firm, shaping billing, realization, and the economics of practice.

A painful problem that could finally be solved

Andrew had been tracking legal tech closely. The AI wave was producing real innovation for both the practice and business of law, and problems firms had tolerated for decades suddenly looked solvable. After building enterprise sales experience at Grafana Labs, he wanted to be deliberate—finding an AI-native company with a best-in-market solution to a problem he understood firsthand. His conviction came from using PointOne.

"The first thing I cared about was trying the product in a real workflow," he says. "I wanted to see if it could keep up with the reality of practice."

What stood out was how naturally it fit into how lawyers actually work. It handled complexity without asking users to change their habits and produced entries ready for the client with no manual lift. Andrew still uses PointOne daily, and the same thing surprises him: how much leverage a firm can unlock when timekeeping stops competing with focus.

The team behind it

Product quality mattered, but his decision became clear when he met the team. He saw high standards, speed, and clear ownership. This was not a team optimizing an old workflow—it was a team eliminating workflows entirely. And the vision extended beyond time capture: PointOne is building a multi-product platform for time, billing, and compliance, with a best-in-market standard for every product.

Ownership from day one

Andrew joined as founding go-to-market and was promoted to sales lead as the company scaled. That trajectory reflects what he values most about PointOne: expectations are high, ownership is earned quickly, and growth follows results.

Going upmarket

The momentum has matched the culture. PointOne had grown from a couple of mid-sized firms to over 100 customers worldwide, including Am Law 100 firms. For Andrew, that progression answered a question he had coming in: whether the largest, most demanding law firms would trust a startup with core infrastructure. They will—when the team is elite, the product delivers, and the company is building for the enterprise.

Sales as partnership

With mid-sized and large firms, the partnership begins early on in the process. PointOne works to really understand where a firm is today: how legal work becomes revenue and cost across practice areas and offices, where timekeeping and bill review creates friction, and the negative business consequences that result from that friction. From there, it's defining what success looks like—the measurable outcomes leadership cares about, whether revenue, realization, operational clarity, or something distinct—and showing how PointOne's unique capabilities deliver them. Alignment across diverse stakeholders is crucial.

Why PointOne

Andrew is building PointOne for people who want what he wanted as a lawyer: to stay in flow, do excellent work, and not have timekeeping follow them into the evening. For go-to-market professionals interested in AI and legal tech, his message is simple. This is a rare combination of a massive opportunity, products that deliver, and a team that moves with speed and ownership.