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, roadmap, and founding engineering team.

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

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in building and optimizing AI performance within production environments, focusing on reliability engineering, observability, and compliance with legal and privacy standards. Proven ability to lead technical teams and manage trade-offs between AI quality and cost-effectiveness.

Highest-signal resume keywords

Full-Stack Confidence Across Applied LLMsReal-Time Voice And Conversational AIReliability EngineeringTechnical Leadership ExperienceSelf-Hosted Custom Models

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

LLM-Powered SystemsVoice SystemsObservabilitySecure Multi-Tenant SaaSEdge-Case ManagementAI Quality ManagementService-Heavy PlatformsCost-Per-Call Trade-OffsHuman-In-The-Loop WorkflowsScalability Management

Soft Skills

Cultural Foundation EstablishmentTeam LeadershipStakeholder Representation

Tools & Technologies

RaaS Delivery InfrastructureTelephony SystemsMonitoring Tools

Industry Keywords

Legal TechHealthcareTrust-Sensitive Vertical

About the role

Key responsibilities & impact

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 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 of the venture
Convert pilots into paying customers
Expand AI staff beyond the front desk
Begin 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 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 brief note on founder-goal 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