Software Engineer, Senior

check-technologies; United States; Hybrid; USD 180,000 - 260,000; Full time

Benefits offered by this job

Remote/hybrid or in-office options

In-office meals Tue/Thu

Annual company retreat

Team events and hackathons

Fully distributed team across the US

Job summary

check-technologiesis seeking a senior engineer to own payroll infrastructure modernization, spanning money movement, tax calculations, and compliance workflows. You will shape end-to-end solutions that scale for thousands of businesses and their employees, collaborating with partners and customers across the product.

Remote-friendly, flexible in-office options across the US. You will work with Python/Django, React, TypeScript, AWS, Terraform, Postgres, Temporal, and GitHub, delivering

Qualifications

• Senior-level experience building complex systems or working in regulated industries.
• Ability to drive cross-functional projects autonomously with measurable business impact.
• Comfort working with multiple internal stakeholders and end customers in parallel.
• Track record of fast, high-quality decision making grounded in prior experience.
• Curiosity and tenacity for debugging distributed systems.
• Willingness to learn the current stack: Python/Django, React, TypeScript, AWS, Terraform, Postgres, Temporal, GitHub.

Responsibilities

• Lead full-cycle work from problem framing through implementation.
• Build features for regulated infrastructure for partner businesses and their end customers.
• Raise the team's quality bar through code reviews and process improvements.
• Spot patterns, deepen domain knowledge, and challenge the status quo when simpler paths exist.
• Make and document clear, well-reasoned technical decisions.
• Strengthen the team by giving candid feedback and collaborating transparently.

Skills

Senior-scale engineering

Autonomous project leadership

Cross-functional collaboration

Strategic decision making

Distributed systems debugging

Learning new stack

Tools

Python/Django

React

TypeScript

AWS

Terraform

Postgres

Temporal

GitHub

Job description

Role overview

A senior engineering role on a small, high-ownership team rebuilding payroll infrastructure used by thousands of businesses. The work centers on turning complex backend systems, including money movement, tax calculations, and compliance workflows, into clear, dependable products that partners and their employees can rely on. Engineers are staffed by business priority rather than fixed domain, so the role spans end-to-end problem solving across the platform.

Responsibilities

• Lead full-cycle work from problem framing through implementation, prototyping creative approaches before committing to solutions
• Build features that simplify regulated, complex infrastructure for partner businesses and their end customers
• Raise the team's quality bar through code contributions, thoughtful reviews, and steady improvements to team operations
• Spot patterns inside the team's domain, build deeper expertise, and challenge the status quo when simpler paths exist
• Make and document clear, well-reasoned technical decisions that sharpen judgment over time
• Strengthen the team by giving candid feedback and working transparently with colleagues

Requirements

• Senior-level experience building complex systems or working within regulated industries, with a focus on scaling
• Ability to drive team-wide projects autonomously and deliver measurable business impact
• Comfort working cross-functionally with multiple internal stakeholders and end customers in parallel
• Track record of fast, high-quality decision making grounded in prior experience
• Curiosity and tenacity for debugging intricate problems across distributed systems
• Willingness to learn the current stack, which includes Python/Django, React, TypeScript, AWS, Terraform, Postgres, Temporal, and GitHub

Benefits and work setup

• Fully distributed team across the US with remote, hybrid, or in-office options in New York City and San Francisco
• In-office locations open all week, with meals provided on Tuesdays and Thursdays, plus regular happy hours and game nights
• Annual three-day company retreat each spring, plus team offsites, events, and hackathons throughout the year
• Remote employees expected to maintain quality communication and productivity without distraction