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

This is a fully remote position, open to applicants in Canada.

📋 Description

• Take ownership of the technical strategy, architecture, and long-term development of the go-to-market technology stack.

• Design, construct, and manage production-grade AI agents and automated workflows that minimize manual sales tasks, enhance decision-making, and provide additional time for sales teams.

• Lead the technical execution of initiatives by establishing direction, deconstructing complex issues, reviewing designs, and assisting engineers in delivering high-quality solutions.

• Stay actively involved throughout the software lifecycle, from prototyping and architecture to implementation, testing, deployment, and production operations.

• Collaborate with Sales and Sales Strategy & Operations to comprehend workflows, identify high-value opportunities, and convert business challenges into scalable technical solutions.

• Create patterns, evaluation techniques, and safeguards for reliable, observable, secure, and safe AI systems that manage sensitive business information.

• Define metrics for success and leverage data, evaluations, and user feedback to enhance accuracy, adoption, and business impact.

• Make decisions regarding build-versus-buy and oversee integrations across internal platforms, CRM systems, data services, and third-party tools.

• Foster alignment with senior technical and business stakeholders, communicate intricate trade-offs, and elevate engineering standards through mentorship and design reviews.

⛳️ Requirements

• At least 12 years of relevant experience with a Bachelor's degree; or 8 years with a Master's degree; or a PhD with 5 years of experience; or equivalent experience.

• Proven experience in setting technical direction and delivering complex, business-critical systems across various teams or functional areas.

• Background in designing, building, and operating production software that utilizes large language models, AI agents, tool calling, retrieval, workflow orchestration, or related technologies.

• Demonstrated success in transitioning AI capabilities from prototype to production, focusing on evaluation, observability, security, reliability, and human oversight.

• An AI-native mindset in engineering, employing AI tools throughout development while exercising sound judgment on when to utilize models, deterministic software, or human review.

• Strong software engineering and system design abilities, with hands-on experience across application, service, integration, and data layers.

• Experience in leading technical execution through influence, mentorship, architecture, and direct contributions, without depending on formal reporting authority.

• The acumen to navigate ambiguous issues, assess technical and business trade-offs, and influence senior engineering and business stakeholders.

• Familiarity with sales processes or go-to-market systems—such as lead management, opportunity management, forecasting, account planning, or customer relationship management platforms—is advantageous but not mandatory.

🏝️ Benefits

• Remote work

• Medical insurance

• Flexible time off

• Retirement savings plans

• Modern family planning