Wonolo (Work Now Locally) is disrupting the $140BN temporary staffing industry. Founded in 2014, Wonolo's mission is to help people find consistent work. Through our two-sided tech marketplace, we connect hundreds of businesses in need of front-line workers with 2 million underemployed workers in local markets across the United States, within minutes. Wonolo has raised over $200M in funding which will continue to help us empower the in-demand workforce by democratizing access to flexible work, opportunities to learn new skills, a living wage, and comprehensive portable benefits and perks.

We’re looking for a Software Engineer to help shape the future of our AI agent platform. In this role, you’ll build and ship features that directly support our customers and workers, while maintaining the core AI infrastructure that powers our systems—including search, retrieval, and knowledge-sharing capabilities. You’ll work closely with Machine Learning Engineers to productionize state-of-the-art models, and collaborate cross-functionally to design agentic systems that are reliable, scalable, and consistent. Along the way, you’ll contribute to architectural decisions around LLM-driven workflows, uphold high standards for code quality and testing, and play a key role in delivering cutting-edge AI capabilities across the stack.

We welcome qualified candidates located anywhere in the Toronto, Ontario Area and are willing to work on a hybrid model.

What you'll do:

• Build and ship features for our AI agents that support our customers and workers
• Build and maintain core AI infrastructure, including search systems and retrieval algorithms
• Collaborate with Machine Learning Engineers to productionize state-of-the-art models and techniques
• Work across the stack to deliver AI capabilities that enhance knowledge sharing
• Collaborate cross-functionally to build and refine agentic systems that are reliable and consistent
• Ensure high standards for code quality, testing, and documentation
• Contribute to architectural discussions around LLM-driven workflows and agentic systems

Who you are:

• 5+ years of Software Engineer experience as a hands-on technical contributor in Python, Ruby or Go
• Experience writing code that interacts with LLMs
• Experience building deterministic, repeatable workflows
• Proficient understanding of AI model capabilities and limitations
• Experience in cross-collaborating across the organization to implement complex customer facing products
• Knowledge of workflow engines a plus (Temporal preferred, AWS Step Functions, Airflow)
• Strong understanding of reproducibility, debugging, and system reliability when working with LLMs.
• Commitment to building agentic systems through code (not low-code/no-code solutions).

If you have read up to this point, we hope you are excited about this opportunity to work at Wonolo! Even if your experience does not check every bullet point, we still highly encourage you to apply. The best hires do not always check off every box of a job description.

Nice to haves:

• Experience with Ruby, Temporal, Autogen

Pay Range:

The expected pay range for this position is $149,500 - 180,000 per year . Please note that individual total compensation for this position will be determined at the Company's sole discretion and may vary based on several factors, including but not limited to, location, skill level, and years and depth of relevant experience. Additionally, this role is currently eligible to participate in Wonolo’s equity plan as well as a range of health and wellbeing, retirement savings, and other benefits within a holistic total rewards offering.

Benefits and Perks:

• The opportunity for growth in a mission-driven and well-funded start-up
• Meaningful equity
• We pay 100% of the medical/dental/vision insurance premiums for you
• Generous parental leave plan
• Cell phone reimbursement and company laptop
• Access to continued learning, unlimited access to Udemy for Business sponsored by Wonolo
• Retirement plans as well as life and disability insurance
• Access to no-cost on-demand mental health support, including counselling, mindfulness and meditation, and wellbeing courses
• We encourage a healthy work-life balance and offer flexible schedules, an open vacation policy, and the ability to work from anywhere in the U.S. or Canada (no more commutes!)
• Team outings, happy hours, company off-sites, and more!

About Wonolo:

Wonolo is a two-sided job marketplace that serves over 2 million front-line workers, providing them access to flexible and consistent job opportunities across the United States within minutes, at companies such as Peloton, Coca-Cola, Neiman Marcus, Papa John's, and thousands more.

We are a remote-first company with 200+ full-time employees, and quickly scaling our team within the United States, Canada, and Latin America. We are well-funded and backed by leading investors including Sequoia Capital, Bain Capital, and Leeds Illuminate, among others.

Learn more about us:

Wonolo raises $140M to continue supporting over 1 million laborers and front-line workers

Wonolo is one of Glassdoor's best tech companies to work for in 2021

Why G2 Venture Partners Invested in Wonolo

Yong Kim (CEO) on why he's passionate about empowering the in-demand workforce

Commitment to Diversity, Inclusion, Equity, and Belonging

Wonolo welcomes you as you and celebrates our collective diversity. We work to serve the underserved, and we are built on the strength of our entire community. We know that diverse backgrounds, perspectives, and experiences make for the best teams, and help to drive high performance. We strive to ensure that our team represents different cultures, perspectives, and backgrounds, as these empower our team to come together to make the best decisions and the biggest impact.

Wonolo is an equal-opportunity employer. We work to ensure all people feel supported, empowered, and connected at work. A big part of this effort is through our support for members and allies of Employee Resource Groups. Individuals seeking to work at or with Wonolo are considered without regard to race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, sexual orientation, gender identity, or any other protected status under all applicable laws, regulations, and ordinances.

Wonolo Privacy Statement

By providing your personal information and/or submitting your application, you agree that Wonolo may use your personal information for the purposes of carrying out its recruitment and hiring process, which may include, but is not limited to, reviewing your qualifications, verifying your information, communicating with you about the recruitment process, and retaining your personal data as otherwise needed for recruitment-related activities.

Information you provide Wonolo as part of the recruitment process is accessible only to those Wonolo employees and other third-party service providers involved with Wonolo's recruitment, interview, and onboarding process. Wonolo does not disclose your personal information to any third party in a manner that would be considered a sale under applicable laws. By providing your personal information as an applicant for this position or any other position at Wonolo, you agree that your personal data may be transferred and/or disclosed to Wonolo's third-party providers. This may include transfers to servers and databases outside the country where you provided Wonolo with your personal data.

Wonolo does not accept agency or consulting resumes. Please do not forward resumes to our job postings, email alias, Wonolo employees or any other organization location. Wonolo is not responsible for any fees related to unsolicited resumes.