Staff Machine Learning Engineer (Modeling), Support
Block, Inc. is a technology company building tools for economic empowerment, operating a portfolio of financial brands including Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto. It serves sellers, consumers, artists, and bitcoin users through payments, banking, buy-now-pay-later, music streaming, and bitcoin self-custody and mining products.
Maintainer signals as of 8/14/2026
About Block, Inc.
Block, Inc. builds technology aimed at increasing access to the global economy. Its brands each unlock different aspects of the economy: Square makes commerce and financial services accessible to sellers; Cash App is an easy way to spend, send, and store money; Afterpay (Clearpay in the UK) helps customers manage spending over time; TIDAL is a music platform empowering artists as entrepreneurs; Bitkey is a self-custody bitcoin wallet; and Proto builds open, accessible bitcoin mining hardware and services. Block has been a long-time advocate for bitcoin, integrating bitcoin buying/selling and Lightning Network payments into Cash App and Square, funding open-source bitcoin infrastructure through Spiral (including the Lightning Development Kit), and engaging in bitcoin policy advocacy through groups like COPA, the Digital Energy Council, the Crypto Council for Innovation, and the Texas Blockchain Council. The company also runs a significant open source program (contributing to projects like Goose, an on-machine AI developer agent, OkHttp, Retrofit, gRPC, Envoy, and MySQL) and an AI research effort, including co-founding the Agentic AI Foundation with Anthropic and OpenAI. Block serves individual consumers, small and medium-sized businesses/merchants, artists, and developers.
Skills
Candidate Availability
Required and preferred rules are kept separate and reflect the wording in the original posting.
About the Role
YOU will lead the end to end delivery of multiple ML initiatives from planning through rollout and maintenance. YOU will partner with risk, product, engineering, design, and operations to define and drive long term ML roadmaps informed by domain expertise and industry trends. YOU will guide the team’s direction, identifying new ML AI opportunities and advising leadership on strategic tradeoffs. YOU will drive R&D efforts exploring next generation chatbot architectures using LLMs, RAG, fine tuning, and real time inference. YOU will design, deploy, and maintain ML models powering conversational agents including support chatbots across Cash App, Square, and other Block products. YOU will develop ML powered tools and real time recommendation systems that enhance support agent effectiveness and customer outcomes. YOU will act as the technical representative for your team’s systems and programs, clearly communicating work and results to stakeholders, cross functional partners, and external audiences.
Requirements
- 10+ years of experience in machine learning, applied AI, or product ML roles, with deep technical expertise
- Demonstrated leadership capabilities, with the ability to influence and align cross functional teams while directly shaping the work of peers through communication, context sharing, and technical guidance
- A track record of delivering organizational wide impact, shaping systems, frameworks, or initiatives that raise the bar across multiple teams or functions
- Proven ability to ship end to end ML features from problem framing through deployment and long term maintenance
- Demonstrated experience with language models, dialog systems, or generative AI in production
- Strong foundation in NLP, deep learning, or ML infrastructure best practices
- Excellent communication skills, with the ability to represent the team’s work to leadership and stakeholders
- Enthusiasm for R&D and pushing the boundaries of applied AI to transform conversational systems
Responsibilities
- Lead the end to end delivery of multiple ML initiatives from planning through rollout and long term maintenance
- Partner strategically with risk, product, engineering, design, and operations leaders to define and drive long term ML roadmaps informed by domain expertise and industry trends
- Guide the team’s direction, identifying new ML AI opportunities and advising leadership on strategic tradeoffs and opportunities
- Drive R&D efforts exploring next generation chatbot architectures using LLMs, RAG, fine tuning, and real time inference
- Design, deploy, and maintain ML models powering conversational agents including customer support chatbots across Cash App Square and other Block products
- Develop ML powered tools and real time recommendation systems that enhance support agent effectiveness and customer outcomes
- Act as the technical representative for your team’s systems and programs, clearly communicating work and results to stakeholders, cross functional partners, and external audiences
Benefits
- Remote work
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning