Manager, Claims Operations – Remote

Sana is building a health plan that feels simple on purpose, and this role is the “keep the engine clean and scaling” seat for claims. If you like leading teams, tightening workflows, and partnering cross-functionally to make claims faster, cleaner, and more accurate, this one’s for you.

About Sana Benefits
Sana is a remote-first health plan solution for small and midsize businesses, built around Sana Care (unlimited primary care + care navigation at no additional cost to members). Their mission is to make healthcare easy for members, employers, and brokers.

Schedule

  • Full-time
  • Remote (US-based)
  • Distributed team, no return-to-office mandates

What You’ll Do

  • Lead, coach, and develop a team of Claims and Appeals Processors to hit SLA and quality goals
  • Own end-to-end claims operations: adjudication, appeals, QA, IDR negotiations, compliance, and dispute resolution
  • Document SOPs, improve workflows, and lead automation/tooling initiatives to reduce friction and improve accuracy
  • Manage customer support and provider escalations, partnering with CX, Network Ops, Sales, and Brokers
  • Oversee rule-based payment logic and collaborate with Product/Engineering on the claims rules engine and systems (Jira, internal platforms, reporting tools)
  • Build and maintain plan document infrastructure aligned with claims logic, network rules, and regulatory compliance
  • Serve as internal claims SME, manage vendors, and support Stop Loss reporting/documentation needs
  • Develop KPIs and dashboards to monitor performance, spot trends, and drive continuous improvement
  • Partner on payment integrity and cost containment efforts to reduce waste and protect plan assets
  • Drive cross-functional projects for system changes, rule updates, plan docs, and process improvements

What You Need

  • 4+ years in health insurance claims processing (institutional + professional claims)
  • Familiarity with coding standards and requirements (ICD, CPT/HCPCS, revenue codes) and regulatory compliance
  • 2+ years managing teams in fast-paced, metrics-driven environments
  • Strong organization and time management across multiple workflows and escalations
  • Comfort building structure from ambiguity: SOPs, process design, system improvements
  • Strong problem-solving instincts and willingness to dig into complex scenarios
  • Excellent written and verbal communication for technical and non-technical audiences
  • Analytical skills with spreadsheets; SQL is a plus
  • Stop Loss and IDR experience is a plus (not required)

Benefits

  • Fully remote, distributed team
  • Flexible vacation (with a culture that uses it)
  • Medical, dental, vision with 100% company-paid employee coverage
  • 401k with company match
  • FSA and HSA plans
  • Paid parental leave
  • Short/long-term disability + life insurance
  • Stock options for all employees
  • Transparent compensation + formal career development
  • Paid one-month sabbatical after 5 years
  • Home office stipend + ongoing learning budget

Compensation

  • $93,000–$126,000/year (US-based remote; final offer varies by experience)

Happy Hunting,
~Two Chicks…

APPLY HERE.

Claims Processor – Remote

Sana is building a healthcare experience that feels genuinely easy, and this role is about making that real on the claims side. If you’re detail-obsessed, calm under pressure, and you can process accurately all day without letting quality slip, this could be a strong fit.

About Sana Benefits
Sana’s vision is to make healthcare easy for members and small businesses by creating a seamless, low-friction care and benefits experience. They’re building a distributed team and encourage applicants regardless of location.

Schedule

  • Full-time
  • Remote
  • 40 hours/week
  • Measured on daily and weekly targets/quotas

What You’ll Do

  • Adjudicate and pay medical claims accurately and on time, following plan policies and procedures
  • Maintain clear, up-to-date claim notes and documentation
  • Process appeals and disputes: gather/verify info, research issues, resolve, and communicate outcomes
  • Become an in-house claims expert and support Customer Success/Customer Support with answers
  • Identify operational issues and escalate to the right internal team
  • Help improve claims processes and support adding new functions into daily operations
  • Work independently and with the team to meet deadlines and production goals

What You Need

  • Two-year degree or 2+ years of claims adjudication/processing experience
  • Extremely strong attention to detail
  • Excellent written and verbal communication
  • Ability to work independently and collaboratively
  • Fast learner, self-directed, entrepreneurial mindset
  • Able to meet deadlines and perform under pressure
  • Claims processing experience and knowledge of insurance principles is a plus

Benefits

  • Stock options
  • Flexible vacation
  • Medical, dental, vision insurance
  • 401(k) and HSA plans
  • Parental leave
  • Remote worker stipend
  • Wellness program
  • Career growth opportunities
  • Startup environment

Compensation

  • $22.00–$28.00/hour (targeted range for US-based remote; final offer varies by experience)

Happy Hunting,
~Two Chicks…

APPLY HERE.

Account Executive – Remote

If you can hunt, close, and keep clients happy after the ink dries, Truemed wants you. This AE role is full-cycle sales plus expansion, with a heavy emphasis on relationships and mission alignment around metabolic health.

About Truemed
Not provided in the posting. (But the role is clearly mission-driven: “food and metabolic habits at the center of health.”)

Schedule

  • Full-time
  • Remote

What You’ll Do

  • Own outbound prospecting and full-cycle sales to consistently hit or exceed targets
  • Identify and generate strategic opportunities to drive new revenue
  • Manage deal execution efficiently from first touch to close
  • Expand revenue through cross-selling within the existing client portfolio
  • Build long-term client relationships by diagnosing needs and delivering a high-touch experience
  • Collaborate with internal teams to align sales strategy with business objectives and customer outcomes
  • Stay ahead of market trends and competitive advantages to help position the company strategically

What You Need

  • Strong outbound + full-cycle sales execution (show you can produce)
  • Relationship-building chops: trust, discovery, solutions, retention mindset
  • Comfort operating in ambiguity and making smart decisions without hand-holding
  • Proactive, idea-generating energy (acts without being told)
  • Coachable: takes feedback calmly and uses it to improve
  • Clear written and verbal communication
  • Mission fit: genuine interest in wellness, nutrition, and metabolic health
  • Background can vary (they mention early startup execs, BD, sales ops, consulting, finance)
  • No strict education/experience requirements, but they want proof you can execute

Benefits
Not listed in the posting.

Compensation
Not listed in the posting.

Happy Hunting,
~Two Chicks…

APPLY HERE.

Leave Specialist – Remote

If you’re the calm, capable person who can guide someone through a stressful life moment and still keep the paperwork airtight, Sparrow is built for you. This role sits right where empathy meets compliance, and you’re the one making it all feel simple.

About Sparrow
Sparrow is a high-tech, high-touch leave management company on a mission to simplify employee leave. They turn a messy, regulation-heavy process into a streamlined experience that can save teams 20–40 hours per leave and up to $30K per leave. They’re based in San Francisco and operate as a remote-first team across the U.S.

Schedule

  • Remote
  • Full-time, hourly (non-exempt)
  • Core hours: 8am–6pm local time on weekdays (8 working hours within that window)

What You’ll Do

  • Manage a portfolio of leaves from start to finish across the U.S. and Canada (short-term, long-term, disability, etc.)
  • Stay fluent in state and federal leave rules and company policies (FMLA, ADA, STD/LTD) and clearly explain employee responsibilities
  • Communicate with employees, HR, payroll, managers, and HRBPs via phone and email while protecting medical confidentiality
  • Maintain accurate internal records and documentation of best practices
  • Partner with payroll to ensure correct, on-time pay and explain payroll calculations in plain language
  • Coordinate with claims teams to file/manage claims with states and private disability providers
  • Track service metrics (SLAs, CSAT) and adapt as processes improve
  • Feed product insights back to the team and help improve workflows

What You Need

  • Strong organization and attention to detail across many moving parts
  • Clear, empathetic communication (email, chat, phone) and excellent active listening
  • 2+ years of client-facing experience where relationship-building matters
  • Comfort juggling tasks quickly and switching contexts without dropping the ball
  • Ability to learn fast, use resources well, and adapt in a growing startup
  • Discretion and professionalism handling confidential information
  • Basic payroll calculation understanding and the ability to explain it simply
  • Mac OS and Google Suite comfort (or comparable tools)

Benefits
Not listed in the posting. (They reference benefits on their careers page, but the job description doesn’t detail them.)

Compensation

  • $22.25 to $27.50 per hour (based on your legal state of residence)
  • Note: Sparrow states they do not negotiate pay for this role and benchmark based on responsibilities and location

Happy Hunting,
~Two Chicks…

APPLY HERE.

Digital Media Buyer – Remote

If you love turning paid traffic into profit and you can live in Outbrain, Taboola, Gemini, and Google all day, this is your lane. Spine Media wants a buyer who can build, optimize, and scale campaigns across multiple web properties with a performance-first mindset.

About Spine Media
Spine Media is an audience growth technology company that uses Machine Learning and AI to acquire high-value audiences. They produce original content across five sites, generating over 500M sessions and 8B pageviews, with proprietary ad tech that measures user value in real time.

Schedule

  • Full-time, salaried
  • 100% Remote (United States)
  • Must be a U.S. citizen and reside in the U.S.
  • Hiring in all states except Colorado and New York City

What You’ll Do

  • Manage, build, and optimize paid campaigns across traffic sources and website properties
  • Create ads and run competitive research to stay ahead of what’s working
  • Monitor account utilization, compliance, and rejection rates
  • Pitch content ideas and provide feedback to improve profitability
  • Collaborate remotely across teams to keep campaigns moving and improving

What You Need

  • 2+ years of digital media buying experience
  • Experience managing large ad spend
  • Strong creative instincts and ability to write/guide converting ad copy to drive CTR
  • Excellent written and verbal communication skills
  • Self-starter who can run campaigns across multiple sources and sites
  • Strong collaboration skills in a remote environment

Benefits
Not listed in the posting.

They’re looking for someone who can own performance end-to-end, not just “run ads.” If you’ve got real spend, real results, and you’re comfortable living in native platforms, this one’s worth a swing.

Happy Hunting,
~Two Chicks…

APPLY HERE.