28 Underdog Software Jobs Hiring Near You

Zip is the AI platform for enterprise procurement - built for humans and agents working together. By orchestrating procurement across teams, tools, and suppliers with the help of AI agents, companies can secure the resources they need to innovate faster than ever before.
The world's most influential enterprises trust Zip, including T-Mobile, OpenAI, AMD, Mars, Dollar Tree, and more. Together they've saved over $8 billion and processed over $500 billion in spend. Zip's team includes product leaders from Apple, Airbnb, and Meta, as well as former procurement leaders from United Health, Sanofi, MGM Resorts, Discover, and NASA.
Backed by Adams Street, Alkeon, BOND, CRV, DST, Tiger Global, and Y Combinator, Zip has raised $371 million, most recently at a $2.2 billion valuation and has been recognized by Forbes Fintech 50, Fast Company's Most Innovative Companies, Inc. Best in Business, and LinkedIn Top Startups.

We are looking for an experienced Tech Lead to join the Core Infrastructure team in Toronto, Canada. This role involves taking ownership of Zip's Kubernetes platform, observability and deployment tooling. You will partner with the Foundations teams in SF & Toronto to drive Zip's multi-region expansion. We expect this role to expand and include people management responsibilities within 9 months.

• Define and drive the mission, vision, and strategy for Zip's observability, reliability, and global expansion initiatives.

• Mentor and guide a high-performing team of 4-5 engineers in the Toronto office, fostering their technical development.

• Act as a hands-on contributor to the team's core technical projects.

• Establish and continuously refine processes to ensure excellence in execution and clear communication with stakeholders.

• Collaborate with other engineering leaders in the Toronto office to support and scale the overall Toronto engineering team.

• 8 years of experience in software engineering.

• Strong track record of leading teams of engineers on platform or infrastructure projects.

• Hands-on expertise in building and operating large-scale systems, utilizing technologies like AWS, Datadog, Kubernetes, and other open-source solutions.

• Excellent communication skills, both written and verbal.

• Experience with mentoring and developing other engineers.

• Bachelor's degree or higher in Computer Science or a related technical field (e.g., Physics, Mathematics).

• Successfully drove major re-architecture projects from initiation to completion.

• Demonstrated effective collaboration with internal stakeholders across multiple time zones.

At Zip, we're committed to providing our employees with everything they need to do their best work.

• Start-up equity

• 100% health, vision & dental coverage options

• Catered breakfast, lunch, & dinner

• Flexible PTO

• ClassPass membership

• Monthly commuter benefit

• Team building events & happy hours

• Home office stipend

• Phone/internet reimbursement

• Hybrid model + 5 flexible remote days per quarter

• Paid parental leave

• Fertility benefits

• Employee Assistance Program (EAP)

• Unlimited AI token usage

We're looking to hire Zipsters and that means hiring people who take ownership, communicate openly, have an underdog mindset, and are excited to increase the pace of innovation for every business in the world. We encourage all candidates to apply even if your experience doesn't exactly match up to our job description. We are committed to building a diverse and inclusive workspace where everyone (regardless of age, religion, ethnicity, gender, sexual orientation, and more) feels like they belong. We look forward to hearing from you!