Why PointOne

From Law to Go-to-Market

Why Andrew Romano Joined PointOne

Andrew Romano

·

Sales Lead

February 24, 2026

In this article

Title

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 a process that is fundamental to the business model of a law firm, providing inputs that shape 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 testing PointOne himself.

“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 PointOne fit into real legal workflows. It handled complexity without asking users to change their habits and produced client-ready time entries with no manual lift. Andrew still uses PointOne daily, and the same thing continues to surprise him: how much leverage a firm can unlock when timekeeping stops interrupting focus.

The Team Behind It

Product quality mattered to Andrew, but his decision to join PointOne 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 business grew. 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 has grown from serving a few mid-sized firms to nearly 150 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 law firms, the partnership begins early in the process. PointOne works to really understand where a firm is today: how legal work manifests as revenue or cost across practice areas and offices, where timekeeping and bill review create friction, and the resulting negative business consequences. From there, it’s about defining what success looks like—the measurable outcomes that firm leadership cares about, whether revenue, realization, operational clarity, or something else—and showing just 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 himself sought as a lawyer: to stay in the 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 massive opportunity, enterprise-ready products, and a team that moves with clarity, speed, and ownership. It is a hard combination to beat.

Get Started

Stop revenue leakage.

Get Started

Stop revenue leakage.

Get Started

Stop revenue leakage.