Remote People Operations Associate Jobs
Remote People Operations Associate jobs are open across the U.S. at remote-first firms and distributed teams in sectors like technology, healthcare, and professional services. Employers hiring remotely right now include New York City Department of Health and Mental Hygiene, Turnitin, and WesBanco Bank. Find a role that fits below and apply directly.
Find JobsOverview
Showing 5 of 165+ Remote People Operations Associate jobs
Why you should join us:
Jerry.ai is a Series C, YC-backed tech startup with 5M+ customers and $240M in funding. We're building the first AI-powered advisor to manage all your physical assets. We started with car insurance in 2019, now we're expanding into new verticals (e.g. home, motorcycle, RV, boat) and accelerating our growth.
We're growing fast, which means our HR operations are getting more complex by the month, more states, more employees, more edge cases. Right now that complexity mostly lands on two people. We need someone who thrives doing the hands on work: real compliance problems to solve, policies to write, escalations that need judgment instead of a script. You'll also have room to bring AI into how we run HR ops to help cut the busywork so you can spend more time on the parts that matter.
The opportunity:
This isn't a role where you're processing paperwork and waiting for direction. You'll own the parts of HR operations that actually require judgment: multi-state compliance, policy drafting, and the payroll and benefits questions that come up when the answer isn't in a handbook. You've done this kind of work before, in-house, hands-on, and you're ready to be the person others come to when something's more complicated than usual.
You'll also have a real say in how AI fits into HR ops here, spending less time on the repetitive stuff and more time on the judgment calls that need a person.
What you'll own:
Multi-state compliance: tracking state-by-state law changes, drafting policy updates, and making sure they're actually implemented (not just written) across every employee classification and pay range
Our annual compliance audit and handbook refresh, yours to lead start to finish, in your first 90 days
Escalated payroll, benefits, and leave questions that need a more experienced hand
Reviewing and unblocking the work of our Payroll and HR Administration team members
Rearchitecting our HR ops processes with an AI-native mindset, not just using AI tools, but rethinking how the function should work
Growing into ownership of day-to-day HR operations management over time
Who you are:
Bachelor’s degree in any discipline
At least 2 years of real, hands-on HR generalist experience. You've personally drafted the policy, entered the payroll, handled the compliance filing, not just reviewed someone else's work
Genuine in-house, multi-state compliance experience
Comfortable in a small, high-intensity team where you touch payroll, benefits, and compliance yourself
Excited (not resistant) to build with AI.
Where you’ll work:
We are headquartered in Palo Alto and ideally would have someone able to come into the office multiple times a week, but we’re still open to remote candidates for the right fit.
While we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted.
Please note: Jerry.ai is only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada, and full-time hourly employees who currently reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA. Unfortunately, we cannot accept applications from candidates residing elsewhere at this time.
Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws.
Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai
The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants.
We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits.
About Jerry.ai
Jerry is building the first AI-powered advisor to manage all your physical assets.
Your car, home, and motorcycle aren't just purchases, they're the physical embodiment of the life you've worked hard to build. Yet the experience of owning them is stuck in the 90s. Every step of the journey — buying, insuring, maintaining, repairing, selling — is fragmented, complicated, and expensive.
Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car or home at the right price, lock in the best insurance rate without you lifting a finger, remind you before that service appointment turns into an expensive repair, and help you sell at the best price when the time is right. That friend is Jerry.
We started with car insurance in 2019, became one of the top 3 brokers in the U.S., then added driving insights, diagnostics, and a repair marketplace. We've reached 5M+ customers, raised $240M+, and achieved profitability in 2024. We're now expanding into home, motorcycle, RV, and beyond.
Led by serial entrepreneurs and backed by Y Combinator, our team comprises talented and big-hearted leaders from places like Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. Our culture is the #1 reason people join Jerry and stay — we are a small and mighty team of competitive but kind people who think and act like owners, care deeply about the quality and impact of our work, and are relentless in our pursuit of learning and mastery over our craft.
We are proud to consistently rank as one of Y Combinator's Top Companies, Forbes and Statista's Best Startup Employers, and to have received other accolades in fintech and insurtech innovation, workplace culture, and leadership.
We support remote work for most roles, but if you prefer in-person or hybrid, we also have offices in Palo Alto, New York City, Chicago, and Toronto.
Compensation Range: $80K - $100K
See All 165+ Remote People Operations Associate Jobs
Find roles that match your experience and apply in just a few clicks.
Find JobsRemote People Operations Associate Job Market
Who's Hiring
Top Industries Hiring
- Technology & Software
- Manufacturing
- Healthcare & Medical Services
What Employers Look For
The qualifications that appear most often in remote people operations associate jobs.
- 1-3 years of HR or people operations experience in a professional environment
- Proficiency in at least one HRIS platform such as Workday, BambooHR, or similar systems
- Strong working knowledge of employee onboarding and offboarding processes end to end
- Experience processing HR data and maintaining accurate employee records with confidentiality
- Familiarity with benefits administration, open enrollment, and leave management workflows
- PHR, SHRM-CP, or equivalent HR certification preferred but not always required
Tips for Your Remote People Operations Associate Job Search
Show async communication skills upfront
Remote people operations teams run on written communication. Use your resume and cover letter to show you can document processes clearly, respond to employee questions in writing, and keep distributed teammates informed without relying on in-person check-ins.
Demonstrate HRIS fluency in your application
Remote employers screen for hands-on experience with platforms like Rippling, Workday, BambooHR, or Lattice. Name the specific tools you've used and what you managed in them, whether that's onboarding workflows, benefits enrollment, or headcount tracking.
Apply early to remote roles that fit
Migrate Mate lists remote people operations associate openings from across the U.S. in one place, so you can find roles that match your background and apply directly without sorting through listings that aren't actually remote.
Prepare for async-style remote interviews
Many remote-first companies use written take-homes or recorded video screens before a live interview. Practice explaining how you've handled onboarding, offboarding, or policy questions in writing so your answers land clearly without back-and-forth.
Remote People Operations Associate Jobs: Frequently Asked Questions
How do I get a remote people operations associate job?
Remote people operations associate roles go to candidates who can demonstrate self-direction, strong written communication, and comfort with async workflows from day one. Remote-first companies and distributed teams screen heavily for HRIS proficiency, documentation skills, and the ability to manage onboarding or benefits administration without in-person support. Highlighting experience with tools like Rippling, Workday, or Lattice and showing you can work independently gives you a real edge.
Which companies hire remote people operations associates?
Companies hiring remote people operations associates right now include New York City Department of Health and Mental Hygiene, Turnitin, and WesBanco Bank, based on current remote listings on Migrate Mate as of November 2026. Remote-first technology firms, distributed SaaS companies, and growth-stage startups across healthcare and professional services are among the most consistent hirers of this role in a fully remote setting.
Can you get a remote people operations associate job with no experience?
Yes, but remote entry-level people operations associate roles are harder to land because employers expect you to operate independently without close supervision from the start. Remote-first startups and early-stage companies are more open to candidates with no formal HR experience. Showing initiative through HR certifications, volunteer coordination experience, or hands-on work with HRIS platforms can open the door when a traditional resume falls short.
Do you need a degree for remote people operations associate jobs?
Not always. Many remote employers weigh demonstrated HRIS skills, benefits administration experience, and clear written communication over a specific degree. Remote-first companies in particular often prioritize what you can do with tools like BambooHR or Gusto, how well you document processes, and whether you can manage employee inquiries independently rather than what institution you attended.
Which industries hire the most remote people operations associates?
Most remote people operations associate openings sit in Technology & Software, Manufacturing, and Healthcare & Medical Services, per current remote listings on Migrate Mate as of November 2026. These sectors rely on distributed teams and need people operations associates who can handle onboarding, compliance, and employee support entirely through digital systems without a physical office.
See All 165+ Remote People Operations Associate Jobs
Find roles that match your experience and apply in just a few clicks.
Find Jobs