[Remote] Director of Product Management at Sidecar Health

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Not SpecifiedCompensation

N/AExperience Level

N/AJob Type

Not SpecifiedVisa

N/AIndustries

Requirements

8+ years of product management experience
1-2 years managing or mentoring product managers
Demonstrated success owning consumer-facing product strategy
Experience working with or building AI/ML-powered products
Strong collaboration skills across technical and non-technical teams
Comfort working in ambiguous, fast-moving environments
Excellent communication, storytelling, and documentation skills
Strong data and analytical mindset (including proficiency in SQL)
Bachelor's or Master’s in a relevant field
Bonus: experience in healthcare, insurance, or similarly complex, regulated industries

Responsibilities

Own the end-to-end product strategy and roadmap for key member-facing features and experiences
Lead a small team of product managers
Translate member pain points, business needs, and operational challenges into scalable product solutions
Drive cross-functional collaboration with engineering, design, operations, member support, and compliance
Evaluate and integrate third-party solutions
Define and track KPIs related to member engagement, product usage, and satisfaction
Partner with marketing and member operations to ensure member awareness, adoption, and feedback loops
Champion an iterative, data-informed approach to product development
Ensure member-facing experiences remain compliant, secure, and in alignment with regulatory requirements

Skills

Sidecar Health

Affordable health insurance with price transparency

About Sidecar Health

Sidecar Health provides health insurance plans that focus on affordability and transparency, including options compliant with the Affordable Care Act (ACA). The company allows members to see average cash prices for medical services upfront, helping them make informed decisions and avoid unexpected costs. Revenue is generated through member premiums, which cover medical expenses, while also benefiting from the difference between negotiated cash prices and premiums. Sidecar Health's goal is to empower members to take control of their healthcare expenses with straightforward and cost-effective insurance options.

El Segundo, CaliforniaHeadquarters

2018Year Founded

$319.1MTotal Funding

SERIES_DCompany Stage

Financial Services, HealthcareIndustries

201-500Employees

Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

Paid Vacation

Paid Holidays

Stock Options

Company Equity

Risks

Increased competition from similar insurtech companies may erode market share.

Regulatory scrutiny on cash pay models could pose compliance challenges.

Economic downturns might reduce consumer spending on health insurance premiums.

Differentiation

Sidecar Health offers transparent pricing, empowering members with upfront healthcare cost information.

The company provides customizable plans, aligning with individual coverage needs and budgets.

Partnerships with institutions like Ohio State University enhance their fixed-price care model.

Upsides

Recent $165M Series D funding supports expansion and innovation in health insurance.

Partnership with Mark Cuban Cost Plus Drug Company lowers prescription drug costs for members.

ACA-compliant product line expansion increases market reach and consumer options.

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