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

Block

Confirmed live 2 days ago High trust

Quick summary

Work type
On-site
Location
San Francisco, CA
Salary
$263,600–$395,400 / yr
Posted
10 days ago
Freshness
Confirmed live 2 days ago

Market check

Salary context

Above market

How this pay compares to similar roles

Similar $210k
This role $330k
$137k most similar roles pay here $423k

This role pays more than 99% of similar roles. Most pay $182,698–$238,250 — the shaded band above. At the midpoint, this role pays about $330k versus about $210k 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 53 open roles on FindRole.

Listed pay typically runs $217,800–$326,800 across 52 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

Careers - Staff Software Engineer, Go-to-Market Systems & AI joins the Go-to-Market Engineering team to build systems, automations, and AI-powered experiences that enhance sales productivity. As a technical owner of the go-to-market technology stack, you will define architecture, lead engineers through complex problems, and manage the full software lifecycle from prototyping to production operations. You will design and operate production-grade AI agents and automated workflows while establishing guardrails for reliability, security, and observability. The role requires expertise in large language models, tool calling, retrieval, and workflow orchestration to solve business problems related to lead management, opportunity management, forecasting, and account planning. You will navigate technical trade-offs and integrate internal platforms with customer relationship management systems and data services to ensure high-quality solutions for the sales organization while mentoring others through design reviews and technical leadership.

What does a Software Engineer earn in California?

Median $214000 from 775 postings across 63 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 and operate production-grade AI agents and automated workflows to reduce manual sales tasks.
  • Lead technical execution by breaking down complex problems and guiding engineers through high-impact projects.
  • Remain hands-on across the full software lifecycle, including prototyping, implementation, testing, and deployment.
  • Translate business requirements from Sales and Operations into scalable technical solutions.
  • Establish guardrails for AI systems to ensure they are reliable, secure, and safe with sensitive data.
  • Make build-versus-buy decisions and manage integrations across internal platforms and third-party tools.
  • Define success metrics using data and user feedback to improve the impact of new capabilities.

What we're looking for

  • A Bachelor's degree with 12 years of experience, or a Master's with 8 years, or a PhD with 5 years.
  • Experience setting technical direction and delivering complex, business-critical systems across multiple teams or functional areas.
  • Experience designing, building, and operating production software using LLMs, AI agents, tool calling, retrieval, or workflow orchestration.
  • A track record of moving AI capabilities from prototype to production including evaluation, observability, security, and reliability.
  • An AI-native approach to engineering that balances model usage with deterministic software and human review.
  • 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.
  • Ability to navigate ambiguous problems and evaluate technical and business tradeoffs to influence senior partners.

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