Legal Tech Startup Interviews Candidates on Sundays

Crosby, a startup-law-firm hybrid, schedules interviews on weekends to accommodate employed applicants.

Apr. 19, 2026 at 9:44am by

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A highly detailed, glowing 3D illustration of a futuristic legal document processing system, with intricate hardware components illuminated by neon cyan and magenta lights, conceptually representing the technological innovation in the legal tech industry.As legal tech startups embrace live work trials to evaluate candidates, the industry's technological advancements are transforming the hiring landscape.San Francisco Today

Crosby, a legal tech startup, is scheduling job interviews on Sundays to accommodate candidates who are currently employed and cannot take time off during the workweek. This shift is in response to the growing trend of employers using live work trials to evaluate candidates, rather than relying solely on resumes and portfolios. The Sunday interviews allow candidates to demonstrate their skills without having to burn vacation days or risk suspicion from their current managers.

Why it matters

As AI-generated resumes become more common, employers are losing confidence in traditional hiring methods. The move towards live work trials helps companies assess candidates' actual skills and competence under pressure, rather than just their ability to present themselves well. However, these trials can create logistical challenges for employed applicants, which Crosby's Sunday scheduling aims to address.

The details

Crosby, a startup-law-firm hybrid providing legal services to other startups, has started scheduling job interviews on Sundays. Founder Ryan Daniels expected some pushback, but found that many applicants were relieved to have the option of a weekend interview, as it meant they didn't have to burn vacation days or lie to their current employers. This shift is in response to the growing trend of employers using live work trials to evaluate candidates, rather than relying solely on resumes and portfolios. At Crosby, software engineer candidates are dropped into live projects to demonstrate their coding skills and use of AI coding assistants, while business role candidates face panel interviews with the executive team. While this approach helps assess actual competence, it can be incredibly time-consuming and logistically challenging for employed professionals looking to switch jobs.

  • Crosby started scheduling Sunday interviews in 2026.

The players

Crosby

A startup-law-firm hybrid that provides legal services to other startups.

Ryan Daniels

The founder of Crosby.

Harvey

A major competitor in the legal tech space, valued at $11 billion.

Winston Weinberg

The CEO of Harvey.

Ellis Neder

The head of design at Foxglove, a startup building data and monitoring software for robotics.

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What they’re saying

“If people genuinely vibe with the team, they never lose them to competing offers. If the chemistry is not there, it serves as a valuable lesson for everyone involved.”

— Ryan Daniels, Founder, Crosby

“Candidates who excel at presenting themselves often break down when forced to write out direct, analytical responses to complex problems in real time.”

— Winston Weinberg, CEO, Harvey

What’s next

As work trials become more common in the tech and startup hiring landscape, expect more companies to experiment with off-hours scheduling to accommodate employed candidates.

The takeaway

The shift towards live work trials in the hiring process fundamentally changes what it means to be a strong candidate, as polish and presentation take a backseat to demonstrated competence under pressure. This trend is forcing companies and candidates to adapt, with Crosby's Sunday interviews being one example of how startups are trying to make the process more accessible for employed professionals.