Staff Software Engineer, Go-to-Market Systems, AI

Block

. Own the technical strategy, architecture, and long-term evolution of the go-to-market technology stack.

Posted 11/5/2026full-timeRemote • California • United StatesLead💰 $263,600 - $395,400 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in technical strategy and architecture for AI systems, with a strong focus on building and operating production-grade software that enhances sales workflows. Proven ability to lead cross-functional teams, mentor engineers, and make informed decisions on technology integration and system design.

Highest-signal resume keywords

Technical Strategy OwnershipAI Systems DevelopmentProduction Software EngineeringCross-Functional LeadershipSales Process Familiarity

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

AI Agent DevelopmentWorkflow OrchestrationLarge Language ModelsSystem DesignSoftware Lifecycle ManagementData EvaluationIntegration ArchitectureObservability TechniquesSecurity PracticesReliability Engineering

Soft Skills

MentorshipInfluenceProblem-SolvingCommunicationJudgment

Tools & Technologies

Customer Relationship Management SystemsData ServicesThird-Party ToolsSales Strategy PlatformsAutomation Tools

Industry Keywords

Go-To-Market TechnologySales ProcessesBusiness-Critical SystemsTechnical DirectionHuman Oversight

About the role

Key responsibilities & impact

Own the technical strategy, architecture, and long-term evolution of the go-to-market technology stack.
Design, build, and operate production-grade AI agents and automated workflows that reduce manual sales work, improve decision-making, and give time back to sales teams.
Lead technical execution across initiatives by setting direction, breaking down complex problems, reviewing designs, and helping engineers deliver high-quality solutions.
Remain hands-on throughout the software lifecycle, from prototyping and architecture through implementation, testing, deployment, and production operations.
Partner with Sales and Sales Strategy & Operations to understand workflows, identify high-value opportunities, and translate business problems into scalable technical solutions.
Establish patterns, evaluation methods, and guardrails for reliable, observable, secure, and safe AI systems using sensitive business data.
Define success measures and use data, evaluations, and user feedback to improve accuracy, adoption, and business impact.
Make build-versus-buy decisions and guide integrations across internal platforms, customer relationship management systems, data services, and third-party tools.
Build alignment with senior technical and business partners, communicate complex tradeoffs, and raise engineering standards through mentorship and design reviews.

Requirements

What you’ll need

A minimum of 12 years of related experience with a Bachelor’s degree; or 8 years and a Master’s degree; or a PhD with 5 years experience; or equivalent experience.
Experience setting technical direction and delivering complex, business-critical systems across multiple teams or functional areas.
Experience designing, building, and operating production software that uses large language models, AI agents, tool calling, retrieval, workflow orchestration, or related technologies.
A track record of moving AI capabilities from prototype to production, including evaluation, observability, security, reliability, and human oversight.
An AI-native approach to engineering, using AI tools throughout development while applying sound judgment about when to use models, deterministic software, or human review.
Strong software engineering and system-design skills, with the ability to work hands-on across application, service, integration, and data layers.
Experience leading technical execution through influence, mentorship, architecture, and direct contribution, without relying on formal reporting authority.
The judgment to navigate ambiguous problems, evaluate technical and business tradeoffs, and influence senior engineering and business partners.
Familiarity with sales processes or go-to-market systems—such as lead management, opportunity management, forecasting, account planning, or customer relationship management platforms—is helpful but not required.

Benefits

Comp & perks

Remote work
Medical insurance
Flexible time off
Retirement savings plans
Modern family planning