At Sailor Health, we envision a world where every senior has seamless access to compassionate, effective, and personalized mental health care. Join us on our mission to redefine the golden years, enabling older adults across the nation to live happier, healthier, and more fulfilling lives.
Title: Medical Claims Billing Specialist
Location: Remote – Canada only
Employment: full-time; no other jobs allowed. Compensation will be determined based on experience.
We’re hiring a full-time remote Medical Claims Billing Specialist to support Sailor Health’s growing Revenue Cycle Management operations. This is a highly execution-driven role focused on ensuring claims are submitted accurately, worked quickly, and reimbursed efficiently.
You will spend the majority of your day submitting medical claims, following up with insurance payers, resolving denials, correcting claim issues, and ensuring timely payment across Medicare and commercial insurance plans. Your work will directly impact the financial health of the company and help ensure patients can continue accessing care without interruption.
This role sits at the intersection of operations, billing, and payer management. It is ideal for someone who is detail-oriented, highly organized, persistent, and experienced in U.S. healthcare billing workflows.
Experience in at least one of the following is absolutely mandatory:
Medical claims billing
Revenue cycle management (RCM)
Insurance claims follow-up and denials management
Prior experience working in U.S. healthcare
Submit medical claims accurately and efficiently to insurance payers
Review, track, and follow up on denied, rejected, unpaid, or stale claims
Work directly with insurance companies to resolve billing and reimbursement issues
Identify and resolve claim errors, eligibility issues, authorization gaps, and payer rejections
Submit corrected claims and manage appeals when necessary
Maintain accurate documentation and claim status updates across internal systems
Monitor aging claims and proactively escalate high-risk accounts or payer issues
Partner closely with intake, credentialing, clinical, and operations teams to resolve claim blockers quickly
Ensure timely and accurate workflows related to reimbursement and collections
Continuously improve billing workflows, operational efficiency, and claim turnaround times
Prior experience in U.S. healthcare billing or revenue cycle management is required
Experience working with Medicare and commercial insurance payers strongly preferred
Strong understanding of claims submission, denials management, appeals, and payer follow-up workflows
Extremely detail-oriented and organized
Strong written and verbal English communication skills
Comfortable handling high-volume operational work with speed and accuracy
Ability to work independently in a fast-paced environment
Experience using EHRs, billing systems, clearinghouses, or insurance portals preferred
Mission with impact. Help bring life-changing care to a population that’s too often overlooked.
Remote-first team. Enjoy the flexibility of remote work while staying closely connected with a thoughtful, collaborative team rooted in purpose.
Growth and ownership. Be part of a small, agile team where you’ll take initiative, shape key processes, and grow as we grow.
Make someone’s day – every day. Your work helps older adults and their families feel seen, supported, and cared for.
If this sounds like you, we’d love to connect. Join us in redefining what it means to age with dignity, connection, and mental wellness.
Skills Required
- Prior experience in U.S. healthcare billing or revenue cycle management
- Strong understanding of claims submission, denials management, appeals, and payer follow-up workflows
- Experience working with Medicare and commercial insurance payers
- Experience using EHRs, billing systems, clearinghouses, or insurance portals
Sailor Health Compensation & Benefits Highlights
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Healthcare Strength — Full-time W‑2 roles are described as including medical, dental, and vision coverage, with some materials also referencing access to One Medical.
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Retirement Support — Job materials cite a 401(k) for eligible W‑2 employees, with some postings specifying employer matching up to 3.5%.
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Wellbeing & Lifestyle Benefits — The company profile highlights free daily meals and snacks, company‑sponsored outings and happy hours, plus lunch‑and‑learns and a promote‑from‑within approach.
Sailor Health Insights
What We Do
Getting older in America is tough: 90% of seniors live with chronic health conditions. 40% report feeling isolated. And despite having the highest suicide rates of any age group, older adults receive mental health therapy 70% less than the average American. Sailor Health is building the AI-native health system for happier and healthier aging. Sailor offers virtual mental health, wellness classes, care navigation, and AI care agents, all covered by Medicare. We've built the AI-powered operating system for our providers, where clinical copilots deliver real-time insights and autonomous agents handle the administrative grind. We are growing quickly and have partnered with Medicare to offer affordable and exceptional care to thousands of patients across 50 states. We are honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health.
Why Work With Us
We are one of the fastest-moving teams in health tech: every person punches above their weight and owns meaningful work far beyond their title. We’re lucky to be backed by world-class founders of Ramp, Headway, Charlie Health, Spring Health, and Nourish.
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All HQ employees work in person in our beautiful office in Soho, NYC.
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