Customer Solutions Architect

Checkbox AI

4d

About The Position

Checkbox is a Sequoia-backed company building AI-powered Service Management for in-house legal teams. Legal departments at companies including SAP, Hitachi, and Pepsi use Checkbox to manage how legal work is received, routed, and resolved. The company has more than 100 team members across the United States, Australia, and Asia.

As a Customer Solutions Architect, you will serve as the technical lead for enterprise customers. You will design, build, and configure workflows, integrations, and custom functions that help large legal teams launch quickly and scale their use of Checkbox. You will bring technical architecture expertise, confidence working with enterprise customers, and a hands-on approach to building solutions. Legal domain expertise is provided by Checkbox’s Legal Engineers; a legal background is not required.

Requirements

• At least 4 years in a customer-facing technical role, such as Solutions Architect, Solutions or Sales Engineer, Implementation Consultant, or Technical Account Manager, at a B2B SaaS company.
• Track record of delivering for large enterprise customers.
• Hands-on experience with APIs, webhooks, and identity integrations, including SSO/SAML and SCIM.
• Hands-on builder who configures, prototypes, and ships solutions rather than handing off specifications.
• Confidence leading workshops and demos with senior stakeholders.
• Ability to think in terms of systems, workflows, abstractions, and patterns.
• Comfort working in ambiguous, fast-paced environments.

Nice To Haves

• Experience with low-code or no-code workflow platforms or scripting.
• Exposure to legal or legal technology.

Responsibilities

• Own technical solution architecture and design for enterprise customers.
• Build and configure complex Checkbox solutions and custom functions.
• Design and lead integrations across APIs, SSO, SCIM, and enterprise systems.
• Serve as the technical lead across implementations, workshops, demos, and proofs of concept.
• Turn recurring customer requirements into reusable technical patterns, templates, and best practices that scale delivery.
• Deliver Checkbox configuration as part of professional services engagements.
• Reduce time-to-value and guide customers from their first use case to broader departmental adoption.
• Bring field insights and deployment complexity back to Product and Engineering to inform roadmap priorities.

Benefits

• 20 days of PTO per year, with rollover of unused leave; unused leave is paid out upon leaving the company.
• 11 paid Federal holidays per year.
• Paid parental leave for primary and secondary caregivers.
• Health insurance, including dental and vision coverage.
• 401K retirement savings match.
• Fully paid annual trips to company offsites.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed