Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 17 hours agoWe saw it 42 min after it went up

Lead Product Manager, Member Experience

Sidecar Health7 open roles

Where
Remote
Work mode
Remote
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowLead Product Manager, Member ExperienceSidecar Health · Remote

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Sidecar Health's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market. Sidecar Health postings stay open a median of 33 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.7%14 days
  5. 35.6%30 days
  6. 58.0%60 days
This job: posted 17 hours ago

Sidecar Health median: 33 days open

The posting

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!

**Must reside in California for consideration, This position is not eligible for visa sponsorship or transfers.*

About the Role

With proven product-market fit, we’re on a mission to scale our platform and elevate the member experience across the entire healthcare journey. We’re looking for an experienced and strategic Lead Product Manager to lead core initiatives that directly impact how members engage with and benefit from our product. This role will blend product vision, operational strategy, and team leadership—driving outcomes that are intuitive, scalable, and powered by modern technology, including AI.

What You'll Do

  • Own the end-to-end product strategy and roadmap for key member-facing features and experiences
  • 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 to bring products to life
  • Evaluate and integrate third-party solutions where appropriate, and lead build-vs-buy decisions
  • Define and track KPIs related to member engagement, product usage, and satisfaction to guide prioritization
  • Partner closely with marketing and member operations to ensure member awareness, adoption, and feedback loops
  • Champion an iterative, data-informed approach to product development with an emphasis on quality, accessibility, and ease of use
  • Ensure member-facing experiences remain compliant, secure, and in alignment with regulatory requirements

What You'll Bring

  • 8+ years of product management experience, with a track record of owning high-volume consumer products (mobile and web) where onboarding, activation, and retention drive results
  • Experience shipping LLM- or ML-powered customer-facing experiences that personalize or simplify the user journey
  • Proven ability to simplify complex, confusing experiences into clear, intuitive ones
  • Fluency in experimentation (A/B testing), personalization, and journey-level metrics, not just feature-level metrics, plus proficiency in SQL
  • Close partnership with design and user research, including a habit of speaking directly with members
  • Ability to set direction in ambiguous, fast-moving environments and influence senior stakeholders and executives
  • Strong communication, storytelling, and documentation skills
  • Strong data and analytical mindset (including proficiency in SQL)
  • Preferred: experience in healthcare, insurance, or other complex, regulated industries
  • Bachelor’s or Master’s in a relevant field

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: $200,000 - $220,000.

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.

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.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Sidecar Health's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Sidecar Health's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Sidecar Health's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.