Technical Co-founder, CTO – AI Legal Front Desk

FutureSight

Technical co-founder building BloomLex’s managed AI front desk for small law firms. Owning production reliability, architecture, economics, roadmap, and founding engineering team.

Posted 8/4/2026full-timeRemote • Illinois • 🇺🇸 United StatesMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading technical execution and establishing core architecture for AI systems, with a focus on reliability, observability, and compliance with legal and privacy standards. Proven ability to build and scale managed platforms while optimizing AI performance and cost-efficiency.

Highest-signal resume keywords

Full-Stack DevelopmentLLM-Powered SystemsVoice and Conversational AIReliability EngineeringTechnical Leadership

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Production Code DevelopmentAI Quality ManagementObservability StandardsMulti-Tenant SaaSEdge-Case ManagementService-Heavy Platform DevelopmentCost-Per-Call OptimizationCustom Model HostingHuman-in-the-Loop WorkflowsTelephony Systems

Soft Skills

Cultural Foundation EstablishmentTeam LeadershipStakeholder Representation

Tools & Technologies

RaaS Delivery InfrastructureAI Performance MonitoringAudit-Trail Standards

Industry Keywords

Legal TechHealthcareTrust-Sensitive Vertical

About the role

Key responsibilities & impact

Write the first lines of production code and set the technical direction
Lead technical execution end-to-end as Co-Founder & CTO
Harden Ava’s voice and workflow systems for in-production reliability
Establish core architecture, observability, and audit-trail standards
Build the internal RaaS delivery infrastructure for configuring, monitoring, and optimizing AI performance
Own AI quality versus cost-per-call trade-offs and unit economics within the $499/month pricing model
Represent the company before lawyers, partners, and investors as the technical voice
Convert pilots into paying customers and expand AI staff beyond the front desk
Develop a path toward custom and self-hosted models where legal and privacy requirements demand it
Recruit and lead the founding engineering team
Establish the company’s cultural foundation

Requirements

What you’ll need

Shipped LLM-powered and voice systems into production environments where incorrect outputs carried real consequences
Full-stack confidence across applied LLMs, real-time voice and conversational AI, telephony, human-in-the-loop workflows, observability, and secure multi-tenant SaaS
Well-formed convictions about reliability engineering, edge-case management, and AI quality versus cost-per-call trade-offs
Experience building managed and service-heavy platforms, with the discipline to scale delivery without scaling engineering headcount
Prepared to operate as a principal and challenge scalability or product readiness when integrity requires it
Strongly preferred: prior founder or early-stage technical leadership experience
Strongly preferred: background in legal tech, healthcare, or another trust-sensitive vertical
Strongly preferred: capability to self-host custom models to meet legal and privacy needs
Resume, LinkedIn profile, and a brief note on venture alignment required for application

Benefits

Comp & perks

Founder-level equity
Founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy
Genuine partnership with the CEO on every material decision
Diversity, equity, and inclusion commitment