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Staff Analyst - Insurance Product & Countrywide Advanced Analytics (Remote, US)
Openly ·
Pay
$121k–202k
Setting
Remote
[https://openly.com/hs-fs/hubfs/2026BPTW_GeneralBadge_FullColor.png?width=400&height=458&name=2026BPTW_GeneralBadge_FullColor.png]
READY FOR YOUR NEXT CHAPTER?
Build the future of insurance with a team that values simplicity, empathy, and innovation.
Openly is redefining the insurance experience, replacing decades of complexity with clarity and modern technology. We’re the insurance provider people trust and the partner independent agents choose.
WHAT SETS US APART
- Technology that delivers: We use data to modernize underwriting and deliver tailored insurance solutions that fit how people actually live.
- Superior protection: Highly customizable coverage designed around what policyholders need.
- Effortless from quote to claim: Simple, intuitive workflows for independent agents and fast, human-centered care for policyholders.
OUR CORE VALUES
Our people are as important as our product. Collaboration, open communication, and work-life balance aren't just nice-to-haves, they’re at the core of how we operate.
We look for people driven by integrity, empathy, teamwork, curiosity, and urgency, because a great company starts with the right people.
DIVERSITY, EQUITY, & INCLUSION
We embrace individuality because everyone deserves to work somewhere they belong. We’re committed to building an inclusive culture that spans race, gender, age, religion, identity, and background.
JOB DETAILS
Reporting directly to the Senior Director of Operational Analytics & Reporting, this role leverages advanced analytics to measure the success of insurance product countrywide programs while serving as a senior technical resource across the analytics team for more complex business function analysis and ad hoc projects. As a subject matter expert in data visualization, robust reporting, and analytical deep dives, this role will play a key part in:
- Translating complex data into actionable insights through advanced data visualization and intuitive dashboards leveraging efficient data aggregation.
- Understanding the expected changes and corresponding impacts of various insurance product initiatives.
- Conducting analytical deep dives to uncover root causes, inform the setup of analytical frameworks, and enable stakeholders to quickly grasp results and market trends.
- Proactively identifying systemic process and data gaps across the insurance lifecycle, moving beyond surface-level fixes to define the root cause of operational friction.
- Identifying opportunities to enhance both new initiatives and existing programs.
This role will also be responsible for evaluating the ongoing health of various metrics for the current book of business, developing comprehensive performance reports, and proactively raising and understanding key drivers of any new trends observed. While this individual will begin with no direct reports, the role is expected to grow into people management of one to two individual contributors, and the individual will serve as a technical leader across the analytics team from the outset.
KEY RESPONSIBILITIES
- Serve as a connective bridge with the Insurance Product org, linking the technical detail of the analysis to the broader operational and financial analytics the team is responsible for, so stakeholders and senior leadership can see how the work translates into business and financial context.
- Closely work and collaborate with the Insurance Product team to align on analytical requirements and measures of success for both new and ongoing initiatives.
- Partner closely with the other analytics function teams—including Sales & Marketing, Claims, and Service—as the advanced-analytics resource on the more complex, specialized projects that arise within their functions.
- Build out comprehensive monitoring frameworks that provide insights around current results and trends. Leverage these findings to provide recommendations on both product and strategy that will have positive impacts on growth, retention, and profitability.
- Independently conduct analysis of current countrywide programs to understand and quantify the success of the program while identifying areas of opportunity for future enhancements related to growth and profitability.
- Architect end-to-end analytical frameworks for complex, multi-faceted business issues, including the development and refinement of predictive models where appropriate.
- Proactively identify systemic process and data gaps across the insurance lifecycle, mapping out the ripple effects and trade-offs of proposed solutions.
- Consistently demonstrate curiosity by proposing new ideas for analysis and leveraging the resulting insights to show alignment with or opportunities within current and future strategies.
- Conduct competitor research using various tools and sources to keep a proactive pulse on industry results and trends that could inform internal decisions.
- Serve as a technical leader across the analytics team, providing guidance and raising the analytical floor through collaboration, using advanced influencing and storytelling skills to shape business decisions.
REQUIREMENTS
- A minimum of 10 years of experience & background in insurance products, preferably personal lines property and/or auto insurance products.
- Advanced analytical thinking and comfort in evaluating the success of various countrywide insurance product programs against targets.
- Expert-level mastery of SQL.
- Experience building and refining predictive models in Python or R.
- Demonstrated track record of identifying structural process gaps, proposing solutions and influencing business decisions.
- Experience gathering requirements and building dashboards using PowerBI, Tableau, or LookerStudio.
- Able to conduct cost-benefit analyses to inform strategic decisions.
- Strong organizational and time management skills, capable of working with high autonomy on complex initiatives while meeting short and long-term deadlines.
- Exceptional interpersonal skills with proven ability to build rapport and collaborate effectively with stakeholders at all levels.
- CPCU or equivalent insurance designation and/or passing of actuarial exams preferred but not required.
Applicants must be currently authorized to work in the United States on a full‑time basis. This position is not eligible for employer visa sponsorship now or in the future.
PERKS & BENEFITS
Great work happens when people feel supported. Our benefits are designed to care for you and your family at every stage of life.
- Remote-first culture: We supported remote work long before it became standard, and we remain dedicated to a flexible work model.
- Competitive pay & equity: Top-tier base salary paired with ownership in Openly’s growth.
- Comprehensive health coverage: Medical, dental, and vision plans tailored to you and your family.
- Life & disability insurance: Full coverage including voluntary supplemental options.
- Paid parental leave: Up to 8 weeks (320 hours) of paid parental leave for eligible employees (with additional disability coverage available for birthing parents).
- 401(k) company contribution: Openly contributes 3% of your gross income, regardless of whether you make personal contributions.
- Home office setup: A $1,500 upfront allowance to build your ideal remote workspace, plus a $75 / month internet stipend.
- Professional development: $2,000 annually to invest in courses, conferences, or resources to help you grow.
- "Be Well" program: A $50 / month stipend dedicated to your personal health and wellness.
- Volunteer hours & referral rewards: Paid time off to give back to your community, plus generous financial rewards for referring great talent.
Note: Select roles may also be eligible for cash incentives or sales commissions. Eligibility for all compensation and benefits is governed by applicable plan terms.
OUR HIRING COMMITMENT
Our process is designed to be transparent, respectful, and human. At every step, you’ll get to showcase your strengths, ask tough questions, and find out if Openly is the right fit.
U.S. Citizens, Green Card Holders, and those authorized to work in the U.S. for any employer and currently residing in the US will be considered.
Openly is committed to equal employment opportunity and non-discrimination for all employees and qualified applicants without regard to a person's race, color, sex, gender identity or expression, age, religion, national origin, ancestry, ethnicity, disability, veteran status, genetic information, sexual orientation, marital status, or any characteristic protected under applicable law. Openly is an E-Verify Employer in the United States. Openly will make reasonable accommodations for qualified individuals with known disabilities under applicable law.
We strive to provide an exceptional applicant and candidate journey when you engage with us. In an effort to respond to applicants in a timely manner, we leverage AI to organize applications and resumes based on required and applicable skills and experience. To allow our applicants to drive their initial interview experience with us, we may leverage an AI-supported scheduling tool so you can choose when to meet with our team. While AI assists with efficiency, all hiring decisions are made by our team members. Rest assured, your data is protected according to privacy laws and company policies. Contact our recruitment team with any questions about our AI-assisted hiring process.
Listed by Openly for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Accountant
Rad AI · San Francisco, California, United States
Pay
$113k–141k
Setting
Remote
ABOUT RAD AI
At Rad AI, we’re on a mission to transform healthcare with artificial intelligence. Founded by a radiologist, our AI-driven solutions are revolutionizing radiology—saving time, reducing burnout, and improving patient care. With one of the largest proprietary radiology report datasets in the world, our AI has helped uncover hundreds of new cancer diagnoses and reduced error rates in tens of millions of radiology reports by nearly 50%.
Rad AI has secured over $140M in funding, including a recently oversubscribed Series C ($68M round) led by Transformation Capital, bringing our valuation to $528M. Our investors include Khosla Ventures, World Innovation Lab, Gradient Ventures, Cone Health Ventures, and others—all backing our mission to empower physicians with cutting-edge AI.
Our latest advancements in generative AI are used by thousands of radiologists daily, supporting more than one-third of radiology groups and healthcare systems and nearly 50% of all medical imaging in the U.S. at partners including Cone Health, Jefferson Einstein Health, Geisinger, Guthrie Healthcare System, and Henry Ford Health.
Recognized as one of the most promising healthcare AI companies by CB Insights and AuntMinnie https://www.radai.com/news/auntminnie-recognizes-rad-ai-omni-reporting-as-2023s-best-new-radiology-software, and ranked by Deloitte https://www2.deloitte.com/us/en/pages/technology-media-and-telecommunications/articles/fast500-winners.html as the 19th fastest-growing company in North America, we are building AI-powered solutions that make a real impact. Most recently, Rad AI was named to CNBC’s Disruptor 50 https://www.cnbc.com/2025/06/10/2025-cnbc-disruptor-50-see-the-full-list-of-companies.html list, highlighting the innovation and momentum behind our mission.
If you’re ready to shape the future of healthcare, we’d love to have you on our team!
About the Role
We are looking for a highly capable, hands-on Senior Accountant to join our growing team. This role will be a key owner of the company’s core accounting operations, including the monthly close, balance sheet reconciliations, payroll and benefits accounting, accounts payable and spend management, inter-company activity, audit support, tax compliance support, and process documentation.
The Senior Accountant will work across multiple areas of the close and help strengthen the processes, controls, and systems required to support a rapidly growing SaaS business. The ideal candidate combines strong accounting fundamentals with a high degree of ownership, sound judgment, and a practical approach to solving problems.
The Senior Accountant will report to the Director of Accounting and collaborate closely with FP&A, People Operations, and other cross-functional partners.
What You’ll Do
- Own assigned areas of the monthly, quarterly, and annual close, including preparing journal entries, maintaining supporting schedules, and completing accurate and timely balance sheet reconciliations.
- Review and approve U.S. and Canadian payrolls and own the related accounting, including payroll journal entries, reconciliations, employee benefits, bonuses, commission-related payments, and payroll-related liabilities.
- Own accounting for cash, prepaid expenses, accrued expenses, fixed assets, operating expenses, intercompany activity, and other assigned general ledger accounts.
- Own accounts payable and spend-management operations, including Ramp administration, vendor onboarding and master-data controls, expense classification, payment approvals, annual 1099 support, and related reconciliations and controls.
- Review financial activity for completeness and accuracy, investigate unusual items and variances, and resolve issues before the close is finalized.
- Maintain organized, audit-ready accounting schedules, reconciliations, and supporting documentation.
- Support the annual financial statement audit, 401(k) audit, income and franchise tax filings, and other compliance requirements by preparing schedules and responding to requests.
- Assist with the development, documentation, and execution of accounting policies, procedures, and internal controls.
- Identify and implement opportunities to automate manual work, strengthen controls, improve accuracy, and make accounting processes more scalable.
- Identify accounting issues proactively, communicate them clearly, and drive them through resolution without waiting for step-by-step direction.
- Support ad hoc accounting analyses and special projects as the company continues to grow.
What We’re Looking For
- Bachelor’s degree in Accounting, Finance, or a related field.
- 4+ years of progressive accounting experience, including hands-on ownership of significant portions of the month-end close and balance sheet reconciliations.
- Strong understanding of U.S. GAAP and the ability to analyze financial statements and general ledger activity for completeness, accuracy, and appropriate accounting treatment.
- Experience preparing and reviewing journal entries, accruals, account reconciliations, rollforwards, and well-supported accounting schedules.
- Strong analytical and problem-solving skills, including the ability to investigate discrepancies, identify root causes, and drive issues through resolution.
- Strong Excel or Google Sheets skills, including experience working with large datasets, lookup and aggregation formulas, and building reliable supporting schedules.
- High attention to detail with the judgment to balance accuracy, materiality, and close deadlines.
- Ability to communicate accounting issues clearly and work effectively with both finance and non-finance partners.
- Demonstrated ability to manage multiple priorities independently, take ownership of unfamiliar problems, and operate effectively when processes are still being developed.
Preferred Qualifications
- Experience in a SaaS, software, venture-backed, or other high-growth technology company.
- Experience with payroll and benefits accounting, accounts payable, and spend-management operations.
- Experience supporting a financial statement audit, including preparing PBC schedules and working directly with external auditors.
- Experience working in a multi-entity or international environment
- Experience with modern ERP, expense-management, and payroll systems; experience with Rillet, Ramp, or Rippling is a plus.
- Familiarity with developing internal controls, documenting accounting processes, and improving close procedures.
- Experience using automation, AI-enabled tools, or systems integrations to improve accounting processes, reconciliations, or close efficiency.
Join our world-class team as we build and deploy AI solutions that empower physicians and transform patient care—making a meaningful impact on millions of lives. Driven by our mission, we prioritize transparency, inclusion, and close collaboration, bringing together exceptional people to revolutionize healthcare. If you're passionate about driving innovation and delivering impactful healthcare solutions, we'd love to hear from you!
To learn more about what it's like to work at Rad AI, visit https://www.radai.com/life-at-rad-ai and be sure to follow us on LinkedIn https://www.linkedin.com/company/radai/?utm_campaign=Recruiting_2026&utm_content=recruiting-job-posting-website&utm_source=recru%5B%E2%80%A6%5Db-posting-website to stay up to date!
Location Details:
For roles listed as San Francisco - Onsite:
- This role will be based in our San Francisco office and we expect employees to work onsite four days per week. The remaining time may be worked remotely or onsite, depending on team and business needs.
For roles listed as United States - Remote:
- This role is open to candidates located anywhere in the United States.
For roles listed as San Francisco - Onsite + United States - Remote:
- We will prioritize candidates who can work onsite four days per week in San Francisco, while also considering remote candidates located anywhere in the United States.
For US-Based Full-Time Roles, Rad AI offers a variety of benefits, including:
- Comprehensive Medical, Dental, Vision & Life insurance
- HSA (with employer match), FSA, & DCFSA
- 401(k)
- 11 Paid Company Holidays
- Flexible PTO policy
- Annual company-wide offsite
- Periodic team offsites
- Annual equipment stipend
- For roles based outside the US, your recruiter can share more details
At Rad AI, we value diversity and provide equal employment opportunities (EEO) to all employees and applicants without regard to race, color, religion, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We will consider for employment qualified applicants with criminal histories in a manner consistent with the requirements of the San Francisco Fair Chance Ordinance.
Please be vigilant regarding job scams. We advise all candidates to apply directly through our official careers page. Our recruiters will use email addresses with the domain @radai.com http://radai.com or no-reply@ashbyhq.com.
Listed by Rad AI for a position based in the United States. Employers on this board attest they are hiring domestically.
People Business Partner
Cherry · United States
Pay
$125k–150k
Setting
Remote
About Cherry
Started in 2019, Cherry is an extremely fast growing FinTech that has built the simplest, fastest, and most inclusive Buy Now, Pay Later solution for medical practices such as dentists, medical aesthetics, veterinarians etc.
Cherry enables medical practices to treat more patients by making their services more financially accessible.
Cherry was founded and is led by Stanford entrepreneurs with a previous successful exit and backed by an all-star lineup of investors such as Kleiner Perkins, DCM and Google’s Growth Equity fund.
Summary
Cherry is looking to hire a People Partner to help drive performance and culture as we continue to grow. In this role, you will serve as the primary point of contact for all People-related needs for specific business units, while supporting a wide range of company-wide People initiatives.
What You Will Do
- Conduct skip-level meetings, new-hire check-ins, and exit interviews; synthesize insights and drive follow-up actions
- Partner with functional leaders on performance management, promotion recommendations, and compensation reviews
- Proactively identify and resolve employee issues, providing guidance on documentation and best practices
- Interpret and implement People policies, benefits programs and development of new offerings
- Plan and execute on rewards trip & swag, company retreat and/or regional meet-ups
- Run reporting & analytics, background checks and project manage
- Contribute to the People function by continuously improving processes, programs, and service quality
*Note: This is a fully remote position with occasional travel for team offsites and company retreat.
Who You Are
- Experience with supporting distributed teams specifically revenue/sales department
- World-class operator with 2-5 years of experience serving in HR Business Partner and HR Generalist roles
- Analytically Driven - comfortable working with data sets that drive insights and future action plans
- Compliance Focused - well versed in State and Federal employment law
- Intellectually Curious - proven aptitude to learn new skills/systems quickly
- Astute Project Manager - has a deep understanding of managing multifaceted projects with numerous stakeholders and delivering results on a timeline
- Sees the Forest and Trees - strong data visualization skills and the ability to communicate findings/recommendation to a wide audience
- Nice to Haves - experience with a modern HR tech stack (Rippling, Gsuite, Slack, etc.)
Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.
Implementation Specialist, Payroll IM
Rippling · Remote (United States)
Pay
$70k–175k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Manager, Technical Account Management
Rippling · San Francisco, CA
Pay
$110k–180k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Implementation Specialist, Payroll IM
Rippling · Remote (United States)
Pay
$70k–175k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Manager, Technical Account Management
Rippling · San Francisco, CA
Pay
$110k–180k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Customer Support Specialist, Time & Attendance / Scheduling
Rippling · Remote (CA, US)
Pay
$35k–55k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Senior Solutions Consultant, GRC
Rippling · San Francisco, CA
Pay
$150k–190k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
Customer Support Specialist, Time & Attendance / Scheduling
Rippling · Remote (CA, US)
Pay
$35k–55k
Setting
Remote
Listed by Rippling for a position based in the United States. Employers on this board attest they are hiring domestically.
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