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

Block

Confirmed live today High trust

Quick summary

Work type
On-site
Location
New York, NY
Salary
$263,600–$395,400 / yr
Posted
56 days ago
Freshness
Confirmed live today

Market check

Salary context

Above market

How this pay compares to similar roles

Similar $206k
This role $330k
$132k $424k
below market most similar roles pay here above market

This role pays more than 99% of similar roles. Most pay $174,325–$238,250 — the blue band above. At the midpoint, this role pays about $330k versus about $206k for comparable roles.

Based on 240 similar postings.

Employer

About Block

Block, Inc. (formerly Square) is a financial technology company operating the Square merchant payments ecosystem, Cash App peer-to-peer payments, TIDAL music streaming, and Bitcoin-focused financial services. Industry: Financial Technology & Payments

Block currently has 41 open roles on FindRole.

Listed pay typically runs $217,800–$326,800 across 40 roles with salary data.

Most-posted roles

View all roles at Block

At a glance

TL;DR · Staff Software Engineer, Go-to-Market Systems & AI

The Staff Software Engineer, Go-to-Market Systems & AI joins the Go-to-Market Engineering team to serve as the technical owner of the company's go-to-market technology stack. This role involves setting the long-term architecture and technical strategy while leading engineers to solve complex sales problems. Key responsibilities include designing, building, and operating production-grade AI agents and automated workflows to reduce manual work and improve decision-making. The successful candidate will work hands-on across the software lifecycle, including prototyping, testing, and production operations. Required technical skills include experience with large language models, AI agents, tool calling, retrieval, and workflow orchestration. The role focuses on building reliable, secure systems that integrate with customer relationship management systems and data services to improve sales productivity and business performance.

What does a Software Engineer earn in New York?

Median $216000 from 270 postings across 57 companies.

See salary data

What you'll do

  • 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 to reduce manual sales work.
  • Lead technical execution by setting direction, breaking down complex problems, and reviewing engineering designs.
  • Remain hands-on throughout the software lifecycle from prototyping and architecture to deployment and production operations.
  • Partner with Sales and Operations to translate business problems into scalable technical solutions.
  • Establish patterns, evaluation methods, and guardrails for reliable, secure, and observable AI systems.
  • Define success measures and use data and user feedback to improve the impact of new capabilities.
  • Make build-versus-buy decisions and guide integrations across internal platforms and third-party tools.

What we're looking for

  • A minimum of 12 years of related experience with a Bachelor’s degree; or 8 years with a Master’s; 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 using large language models, AI agents, tool calling, retrieval, or workflow orchestration.
  • 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 regarding models versus deterministic software.
  • Strong software engineering and system-design skills across application, service, integration, and data layers.
  • Experience leading technical execution through influence, mentorship, architecture, and direct contribution without formal reporting authority.
  • Familiarity with sales processes or go-to-market systems—such as lead management, forecasting, or CRM platforms—is helpful but not required (preferred).

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