Technical Co-founder, CTO – AI Legal Front Desk

FutureSight

Technical co-founder building BloomLex’s managed AI legal front desk, Ava. Owning production reliability, RaaS infrastructure, unit economics, and founding engineering leadership.

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

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in building and optimizing AI systems, with a focus on reliability engineering, observability, and compliance with legal and privacy standards. Proven ability to lead technical teams and establish foundational architecture for scalable, service-heavy platforms.

Highest-signal resume keywords

LLM-Powered SystemsVoice SystemsReliability EngineeringFull-Stack DevelopmentTechnical Leadership

ATS Keywords

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Hard Skills

LLM Application DevelopmentReal-Time Voice AIConversational AIObservability StandardsSecure Multi-Tenant SaaSEdge-Case ManagementCost-Per-Call OptimizationCustom Model Self-HostingService-Heavy Platform DevelopmentAI Quality Assurance

Soft Skills

Team LeadershipCultural Foundation EstablishmentStakeholder RepresentationConviction in Technical Decisions

Industry Keywords

Legal TechHealthcareTrust-Sensitive VerticalAI Performance MonitoringHuman-in-the-Loop Workflows

About the role

Key responsibilities & impact

Write the first lines of production code and set the technical direction
Harden Ava’s voice and workflow systems for in-production reliability
Establish core architecture, observability, and audit-trail standards
Build the RaaS delivery infrastructure for configuring, monitoring, and optimizing AI performance
Own trade-offs between AI quality and cost-per-call within the $499/month pricing model
Represent the company to lawyers, partners, and investors as the technical voice
Convert pilots into paying customers
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 without scaling engineering headcount proportionally
Prepared to operate as a principal and challenge scalability or product readiness when integrity requires it
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 for legal and privacy needs strongly preferred
Resume, LinkedIn profile, and brief founder-alignment note required to apply

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