Sr. Staff Software Engineer

Remote Startup Jobs

Gusto seeks a Sr. Staff Software Engineer to enhance benefits for small businesses, supporting payroll, health insurance, and HR tasks.

Last checked on June 11, 2026. We may earn a commission when you click through.

The role offers a meaningful opportunity to influence small business operations, though it requires a strong commitment to in-office work.

✓ Significant impact on small business economy. ✓ Collaborative team environment. ✓ Focus on important HR and financial services.

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Sr. Staff Software Engineer

Remote Startup Jobs

Updated 2 months ago

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Toronto

The role offers a meaningful opportunity to influence small business operations, though it requires a strong commitment to in-office work.

About this role

Gusto seeks a Sr. Staff Software Engineer to enhance benefits for small businesses, supporting payroll, health insurance, and HR tasks.

About the Company

Gusto is dedicated to empowering small businesses by managing payroll, health insurance, and HR services.

Key Highlights

✓ Join a mission-driven team supporting 400,000+ small businesses.
✓ Work on impactful projects related to payroll and benefits.
✓ Collaborate with teams across multiple cities including Denver and San Francisco.

💡 Honest Take: This position is ideal for experienced engineers passionate about supporting small businesses but may not suit those seeking fully remote roles.

Pros

✓ Significant impact on small business economy.
✓ Collaborative team environment.
✓ Focus on important HR and financial services.

Cons

✗ Role is not remote.
✗ High expectations for senior-level contributions.
✗ Limited salary transparency in the listing.

Best For: Ideal for candidates with extensive experience in software engineering and a passion for benefits management.

Watch Out: Candidates should be prepared for in-office work and potential high-pressure situations due to the seniority of the role.

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Expert Review

This role at Gusto emphasizes contributions to the small business economy, ideal for those with a passion for HR and financial services. With over 400,000 businesses supported, the impact of your work will be significant. The company’s focus on payroll and benefits management highlights the importance of this position.

Gusto promotes a collaborative environment across its offices in Denver, San Francisco, and New York. Successful candidates will engage with diverse teams and tackle essential challenges that small businesses face daily. However, it's that this position is not remote, which may deter some potential applicants.

While salary details are undisclosed, the seniority level suggests competitive compensation aligned with market standards. Those looking for remote opportunities might need to consider alternatives, as this role necessitates a physical presence in Toronto. More information can be found on Gusto's official page.