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Sidecar Health

Senior Actuarial Analyst

Job Summary

Sidecar Health is seeking a Senior Actuarial Analyst to support actuarial and financial analytics related to pricing, reserving, forecasting, and product development in the health insurance sector. The role involves developing complex financial models, performing deep-dive analyses, and collaborating across teams to improve data quality and methodologies. Candidates should have experience in actuarial analysis, proficiency in Excel and analytical tools like SQL, R, or Python, and a strong communication skillset. The position offers benefits such as medical coverage, a 401k plan, paid time off, and equity in a fast-growing, mission-driven health tech company.

Required Skills

SQL
Python
Data Analysis
Communication
Collaboration
R
Presentation
Excel
Financial Modeling
SAS
Actuarial Analysis
Actuarial Modeling

Benefits

401k Retirement Plan
Equity Package
Paid Vacation
Company Holidays
Bonus Opportunity
Comprehensive Medical, Dental, and Vision benefits

Job Description

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

About the Role

We’re seeking a Senior Actuarial Analyst to play a key role in advancing our actuarial and financial analytics capabilities. You’ll lead complex analyses that inform pricing, reserving, and strategic decision-making across the business. This role is ideal for someone with a strong analytical mindset, business acumen, and a desire to make an impact in a fast-paced, growth-stage health tech company.

*Must reside in California, Georgia, Ohio, Utah, Washington, or Texas for consideration*

What You'll Do

  • Lead actuarial analyses related to pricing, reserving, forecasting, product development, and experience studies
  • Develop and enhance complex financial models and tools to drive decision-making across finance, product, and operations
  • Perform deep-dive analyses to understand cost drivers, trends, and risks; present findings to cross-functional leaders
  • Mentor and review the work of junior actuarial analysts
  • Contribute to actuarial memoranda, regulatory filings, and executive-level reporting
  • Collaborate with data science, engineering, and business teams to improve access to and quality of data
  • Ensure models, assumptions, and methodologies are well-documented, tested, and continuously improved

What You'll Bring

  • 2+ years of experience in an actuarial analyst role or similar position, ideally in health insurance or a related field
  • Bachelor’s degree in Mathematics, Actuarial Science, Statistics, Economics, or related discipline
  • Strong proficiency in Excel, with exposure to SQL, R, Python, or actuarial modeling tools (e.g., Prophet, SAS) a plus
  • Progress towards actuarial credentials (e.g., ASA or near-ASA designation)
  • Strong communication and storytelling skills to translate data into action
  • Ability to balance accuracy with speed in a fast-moving environment
  • Prior experience at a startup or in a high-growth environment is a plus

What You'll Get

  • Competitive salary, bonus opportunity, and equity package
  • Comprehensive Medical, Dental, and Vision benefits
  • A 401k retirement plan
  • Paid vacation and company holidays
  • Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

In taking a market-based approach to compensation, base pay may vary depending on location. Additionally, base pay may vary considerably depending on job-related skills and experience. The current expected salary range for this position is: $90,000 - $120,000.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.

Interested in this job?

Application deadline: Open until filled

Logo of Sidecar Health

Sidecar Health

Looking for a new kind of health insurance? Sidecar Health offers transparent & affordable health insurance for individuals, and you can choose any doctor you like. Learn more.

See more jobs
Date PostedJune 10th, 2025
Job TypeFull Time
LocationRemote
Salary$90,000 - $120,000
Exciting fully remote opportunity for a Senior Actuarial Analyst at Sidecar Health. Offering $90,000 - $120,000 (full time). Explore more remote jobs on FlexHired!

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