Benefits is one of Rippling's largest and most important product categories. The Benefits Operations team is critical to getting US-based companies enrolled in the right benefits, and manages tens of thousands of enrollments every year.
Rippling is looking for an Support Analyst to resolve process and system issues as they arise, and to help root cause and contribute to fixes needed to prevent issues impacting benefits and coverage. This role will require significant engagement across customers, vendors, carriers, and a number of internal departments, and will have a major impact on the success of Rippling's Benefits platform.
What you will do
Act as the primary point of contact for our US-based customers, US-based insurance carriers, and internal partners while owning the end-to-end resolution of issues related to benefits and enrollments
Root cause complex issues, collaborate with Product/Engineering and other internal stakeholders to define and implement enhancements through process and automation, in order to improve the customer experience
Communicate with stakeholders throughout the duration of assigned projects
Manage complex escalations and issue
What you will need
1-3 years of experience in a customer-facing operational role, such as implementation, support, or operations with a US-based fast paced organization.
Strong communication skills (written required, verbal preferred)
Strong project management and organizational skills: good attention to detail with excellent work product, time management, and execution
Strong problem solving, research and conflict resolution skills
Strong desire to learn about subject matter and new processes surrounding the word
Prior experience at a Saas/start-up company preferred
Additional Information
Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accommodations@rippling.com
Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.
This role will receive a competitive salary + benefits + equity. The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here.
A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.
#LI-remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Financial Operations Associate
Location
Remote
Employment Type
Full time
Location Type
Remote
Department
Finance
Overview
Application
Company Overview:
We are building Protege to solve the biggest unmet need in AI — getting access to the right training data. The process today is time intensive, incredibly expensive, and often ends in failure. The Protege platform facilitates the secure, efficient, and privacy-centric exchange of AI training data.
Solving AI’s data problem is a generational opportunity. We’re backed by world-class investors and already powering partnerships with some of the most ambitious teams in AI. The company that succeeds will be one of the largest in AI — and in tech.
We’re a lean, fast-moving, high-trust team of builders who are obsessed with velocity and impact. Our culture is built for people who thrive on ambiguity, own outcomes, and want to shape the future of data and AI.
We're hiring a Finance Operations Associate to help keep Protege's financial operations running smoothly as we scale.
This person will own core accounts payable and accounts receivable workflows, coordinate vendor payments, support collections, and help maintain accurate cash tracking and reporting. You'll work closely with the Controller and CFO to ensure financial obligations are executed accurately and on time while providing excellent support to both internal stakeholders and external partners.
This is a high-ownership role for someone who is organized, detail-oriented, and excited to build processes in a fast-moving environment.
What You'll Do
Manage accounts payable and vendor payment workflows
Generate customer invoices and support collections efforts
Prepare domestic and international wire transfers for Controller/CFO approval
Serve as a primary point of contact for vendor payment inquiries
Assist with cash tracking and short-term cash flow reporting
Maintain accurate financial records across systems and spreadsheets
Identify opportunities to improve finance processes and controls
What Success Looks Like
30 Days
Successfully assume AP, invoicing, and vendor communication responsibilities
Understand current cash management and payment workflows
Build familiarity with key vendors and financial systems
60 Days
Independently manage payment operations and collections processes
Provide reliable cash tracking and reporting support
Become a trusted resource for vendor and internal finance questions
90 Days
Own day-to-day finance operations with minimal oversight
Improve operational efficiency and reporting processes
Deliver consistent accuracy and reliability across all finance workflows
What You Bring
Strong Excel and Google Sheets skills
Experience working with accounting systems or ERPs
Excellent attention to detail and organizational skills
Strong communication and follow-through
Comfort working in a fast-paced startup environment
Nice to Have
2+ years of accounting, finance operations, AP/AR, or bookkeeping experience OR undergraduate degree in Finance or Accounting
Startup experience
Cash management or treasury exposure
Experience with QuickBooks, Campfire, Ramp, or similar tools
Protege Values
Pass the Loved Ones’ Test
We act with integrity and do the right thing — especially when it’s hard and no one is watching.
Always Find a Way
We are resourceful, resilient builders who solve hard problems and push through obstacles.
Go Fast and Grow Fast
Velocity matters. We move with urgency, learn quickly, and continuously improve as individuals and as a company.
Practice Kindness and Candor
We communicate directly and respectfully, building trust through honest feedback and genuine care for one another.
Deliver Together
We win as one team. Collaboration, accountability, and shared ownership drive our success.
Own the Outcome. Hone the Craft.
We take pride in our work, sweat the details, and continuously raise the bar for excellence.
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Senior Operations Associate
Location
Remote
Employment Type
Full time
Location Type
Remote
Department
All Cost Centers
General & Administration
Operations
Operations
Compensation
$76,160 – $112,000 • Offers Equity
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Overview
Application
1 in 4 people in the US have a treatable mental health condition, but most providers don't accept insurance, making therapy too expensive for most people. Headway’s mission is to fix this by building a new mental healthcare system everyone can access. We started by solving the biggest barrier to care: insurance. The admin work - credentialing, claims, payment reconciliation - is a nightmare. We've automated that.
But we're going further. Over 75,000 providers across all 50 states run their practice on our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in the platform foundations to enable this at scale. We aren't just a billing layer; we are becoming the platform where care actually happens.
We're a Series D company with $325M+ in funding (a16z, Accel, Spark Capital, etc.), looking for exceptional people to help us achieve this mission. We want your time here to be the most meaningful experience of your career. Join us, and help change mental healthcare for the better.
To power this mission, we're building a world-class Operations team that enables efficiency, growth, and quality. As a member of this team, you will have a material impact on the trajectory of Headway and own workflows and processes that are core to the impact we deliver for our patients, providers, and payer partners.
As a Senior Operations Associate, you will operationalize and scale core workflows that will deliver real-world impact to hundreds of thousands of patients and providers around the country. You will be responsible for designing and implementing world-class execution strategy to ensure high-quality operations and you will also be an operational bridge to our product and data teams at Headway in order to drive the future-first nature of the solutions you deliver.
This role is core to ensuring the operational health of our business and will provide you with deep exposure to the unique mechanics of the healthcare system. This is an opportunity to get hands-on in a data- and product-first environment and own outcomes core to the success of our business.
You Will:
Drive the build, execution, monitoring & ongoing implementation of scalable products and processes that enable us to deliver on core business challenges
Leverage your operational expertise to identify opportunities for improved efficiency and automation
Support and lead cross-functional efforts with our product, engineering, payer, and CX teams to drive core ops processes and achieve team OKRs.
You’d be a great fit if…
You have 3-5 years of experience in consulting / operations / investment banking or related experience; operations experience at a high-growth startup is a plus.
You are a self-starter, and are constantly pushing toward clarity and execution.
You are highly data-driven and can drive complex analyses to identify key actionable insights.
You are a collaborator who proactively partners across teams while holding others and yourself accountable for business results.
You are a systems thinker, inclined to solve problems with product and automation.
Compensation and Benefits:
The expected base pay range for this position is $76,160 - $112,000, based on a variety of factors including qualifications, experience, and geographic location. In addition to base salary, this role may be eligible for an equity grant, depending on the position and level.
We are committed to offering a comprehensive and competitive total rewards package, including robust health and wellness benefits, retirement savings, and meaningful ownership opportunities through equity. Compensation decisions are made holistically, ensuring fairness and alignment with market benchmarks while recognizing individual contributions and potential.
Benefits offered include:
Equity compensation
Medical, Dental, and Vision coverage
HSA / FSA
401K
Work-from-Home Stipend
Therapy Reimbursement
16-week parental leave for eligible employees
Carrot Fertility annual reimbursement and membership
13 paid holidays each year as well as a Holiday Break during the week between December 25th and December 31st
Flexible PTO
Employee Assistance Program (EAP)
Training and professional development
We believe a team's strength is in its people, and we cannot achieve this mission without a team that reflects the diversity of this problem – across race, ethnicity, gender, sexuality, age, national origin, religion, family status, disability, military status, and experience. Headway is committed to the full inclusion of all qualified individuals. As part of this commitment, Headway will ensure that persons with disabilities are provided with reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or receive other benefits and privileges of employment, please inform the recruiter when they contact you to schedule your interview.
Headway participates in E-Verify. To learn more, click here.
A notice to Headway applicants: To protect yourself against phishing and recruitment fraud, please note that Headway only accepts applications through our official careers page at https://headway.co/careers. Headway will never refer you to external websites, ask for payment or personal information, or conduct interviews via messaging apps. All official communication will come from a @findheadway.com email address. If you are contacted by someone claiming to be from Headway via an unofficial channel, please do not share any information and report it as spam.
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