Why This Job is Featured on The SaaS Jobs
Olo operates a high-volume SaaS platform embedded in restaurant commerce, where product adoption and customer retention depend on dependable internal operations as much as feature delivery. A Benefits Analyst role sits in that often-overlooked layer of SaaS execution: keeping the employee experience consistent while the company supports distributed work and ongoing hiring. In subscription businesses, that operational reliability matters because it underpins predictable delivery for customers.
For a SaaS career path, this position offers durable exposure to how people operations scales alongside a platform business. The work touches cross-functional stakeholders (People, Finance, Legal) and requires fluency in systems, audits, and annual cycles such as open enrollment—experience that translates across most SaaS environments. It also builds a practical understanding of how policy, compliance, and process design intersect with headcount growth and organizational change.
This role tends to suit someone who enjoys structured problem-solving, clear service ownership, and improving workflows without needing constant visibility. It fits professionals who want to deepen benefits administration expertise while learning how internal programs are run in a remote-friendly SaaS organization, and who are comfortable collaborating across functions to resolve issues with precision.
The section above is editorial commentary from The SaaS Jobs, provided to help SaaS professionals understand the role in a broader industry context.
Job Description
Olo is a leading SaaS platform accelerating digital transformation in the restaurant industry, by helping customers deliver more personalized and profitable guest experiences. As a result, our digital ordering, payment, and guest engagement solutions enable brands to do more with less and make every guest feel like a regular.
As a Benefits Analyst, you will support Olo's rapid team growth and join the Total Rewards function as an important contributor in maintaining and enhancing Olo's rewards structures. You will work with stakeholders across the organization, including team members in the People + Culture, Finance, and Legal teams.
You will report to the Sr. Manager, Total Rewards and can work remotely from anywhere in the U.S. or at Olo’s headquarters in NYC.
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What You'll Do- Provide daily benefits support to the Olo team, including answering benefits inbox questions and escalations.
- Maintain benefits programs, processes, and structures and recommend process improvements as the business scales.
- Perform regular audits of benefits to ensure programs are administered according to plan guidelines.
- Help with the annual open enrollment process, including planning meetings, system modifications, testing and employee education, and support the year-end cycle including HRIS systems setup.
- Support new wellness initiatives and existing programs and trainings.
- Ensure the end-to-end employee benefits experience is effective, efficient, and user-friendly.
- Stay up-to-date with market data trends to ensure the competitiveness of our current rewards programs and make recommendations for enhancements.
What We'll Expect From You- 2+ years of experience in benefits administration.
- Excellent interpersonal skills - you can collaborate and communicate with team members at all levels.
- Strong analytical skills, and the ability to influence, problem solve, and implement solutions.
- Experience supporting companies or organizations in the technology, international, or M&A space.
- Google Workspace experience preferred.
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About Olo
Olo is a leading restaurant technology provider with ordering, payment, and guest engagement solutions that help brands increase orders, streamline operations, and improve the guest experience. Each day, Olo processes millions of orders on its open SaaS platform, gathering the right data from each touchpoint into a single source—so restaurants can better understand and better serve every guest on every channel, every time. Over 750 restaurant brands trust Olo and its network of more than 400 integration partners to innovate on behalf of the restaurant community, accelerating technology’s positive impact and creating a world where every restaurant guest feels like a regular. Learn more at olo.com.
We’re remote-friendly. Since 2015, we have been evolving our culture to continue to support a more distributed workforce and now over 75% of our team works remotely across the U.S. If you're in the New York City area, you can choose to work remotely or from Olo's headquarters, on the 82nd floor of One World Trade Center.
We offer great benefits, such as 20 days of paid time off, 10 sick days, 11 holidays, plus year-end closure, health, dental, and vision coverage for yourself and your family, a 401k match, remote-office stipend, a generous parental leave plan, volunteer time off, gift matching policy, and more!
Our best estimate of the compensation range for this opportunity is $59,000 - $80,750 annually, depending on the experience you bring and your location. We look forward to discussing your salary expectations and our full total rewards offerings throughout the interview process.
We encourage you to apply!
At Olo, we believe bringing together people with varied experiences and viewpoints leads to better results. Don't check every box in the job description? Research shows many qualified candidates hold back from applying unless they meet all listed requirements. We're committed to creating a genuine workplace where everyone can contribute their best work—this improves our decision-making and helps us better serve our communities. So if you're enthusiastic about this role but your background doesn't align perfectly with every qualification, we encourage you to apply anyway. You might be exactly the right fit for this or other positions.
All applicants receive consideration for employment. We do not discriminate on the basis of race, religion, color, national origin, gender identity, sexual orientation, pregnancy, age, marital status, veteran status, or disability status.
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