Purpose: CheckMate combines live deposition transcription, collaborative notes, and AI analysis in one workspace for legal teams.
Live transcription: It provides searchable live transcription with speaker identification across in-person, hybrid, and remote proceedings.
Collaboration: Users can format and share notes, tag colleagues, and communicate with their team during proceedings.
AI integrations: CheckMate can stream live transcripts and notes to an organization’s chosen LLM, and Prevail also offers a native LLM option.
Document search: CheckMate can search uploaded files and include relevant passages and file names in responses.
Availability and fees: CheckMate must be requested when scheduling a session, and additional fees apply.
Security: Prevail states that it maintains SOC 2 Type 2 and ISO 27001 certifications and federal Authorizations to Operate.
AI data use: Prevail says customer data is not used to train AI models without explicit permission.
Target users: Prevail describes its services as serving law firms, corporate legal departments, and government agencies.
Support: Prevail says its team helps with session scheduling, technical support, transcript ordering, and exhibit handling.
Platform: Prevail describes its member platform as secure and web-based, with access to Sessions, transcripts, file storage, session review, and administrative tools.
Real-time transcription: It provides live, searchable transcription with speaker identification across in-person, hybrid, and remote proceedings.
Team notes: Users can format collaborative notes, tag colleagues, and communicate with their team during a proceeding.
AI analysis: CheckMate can stream live transcripts and notes through a secure API integration to an organization’s chosen LLM for analysis.

Where it ranks on Freedom251

Best Legal Deposition Software in 2026#10 of 29
Best Legal Transcription Software in 2026#9 of 24

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Sources

prevail.ai/commercial· checked 4 Oct 2026
prevail.ai/blog/prevail-launches-checkmate-real-ti· checked 4 Oct 2026
help.prevail.ai/session-applications/notes/llm-notes/· checked 4 Oct 2026
help.prevail.ai/resources/glossary/· checked 4 Oct 2026
help.prevail.ai/session-applications/checkmate/overview· checked 5 Oct 2026
prevail.ai/security· checked 5 Oct 2026
help.prevail.ai/session-applications/checkmate/llm-conn· checked 5 Oct 2026
prevail.ai/about-us· checked 5 Oct 2026
help.prevail.ai/prevail-platform/session-management/sch· checked 5 Oct 2026