Senior Total Rewards Benefits Administrator – Remote

If you’re the kind of benefits pro who can keep the trains running on time and still make employees feel taken care of, Payscale wants you. This is a hands-on, service-forward role supporting US and global benefits and leave programs where accuracy, confidentiality, and follow-through matter every single day.

About Payscale
Payscale is a compensation and pay data leader helping organizations turn pay into a competitive advantage using trusted data and AI-powered tools. Their suite of products supports thousands of employers, including many major U.S. brands, and they’re known for building tools that create confidence in compensation. They run a remote-first model designed for focus day-to-day and in-person connection a few times a year when it matters.

Schedule

  • Full-time
  • Remote (United States)
  • Remote-first with occasional in-person events (typically a few times per year)
  • Work from home or company-paid co-working space options
  • Tech expectations: stable high-speed internet (100 Mbps recommended), dedicated workspace, device for MFA/2FA
  • Note: currently unable to hire in Quebec, Northern Ireland, or Hawaii

What You’ll Do
⦁ Administer day-to-day benefits and leave processes (enrollments, terminations, claims, COBRA, FMLA, disability)
⦁ Serve as a primary point of contact for employee benefits and leave questions with clear, supportive guidance
⦁ Maintain accurate, confidential employee, benefits, and leave records
⦁ Support compliance with benefits and leave regulations and escalate issues when needed
⦁ Assist with 401(k) administration and support global retirement and pension programs
⦁ Partner with Payroll to ensure accurate deductions, contributions, and timely processing
⦁ Coordinate benefits billing, reconciliations, reporting, and approvals
⦁ Work with brokers and vendors to resolve issues and keep programs running smoothly
⦁ Review file feeds and reports, flag discrepancies, and take routine corrective action
⦁ Document procedures and support employee-facing communications related to benefits and leave
⦁ Identify small, practical process improvements while maintaining strict confidentiality
⦁ Provide backup support for a compensation analyst within the total rewards team

What You Need
⦁ 3–5 years of hands-on benefits and/or leave administration experience (or equivalent HR experience)
⦁ Working knowledge of US benefits and leave regulations (ERISA, FMLA, COBRA, HIPAA)
⦁ Experience administering benefits in ADP or a similar HRIS
⦁ Strong spreadsheet comfort and attention to operational detail
⦁ Service-first communication style and confidence answering employee questions
⦁ Experience working with brokers, vendors, or insurance carriers in a support role
⦁ Ability to manage recurring processes, deadlines, and follow-through in a fast-paced environment
⦁ Collaborative, approachable, reliable work style
⦁ Nice to have: exposure to self-funded medical plans
⦁ Nice to have: global benefits administration experience
⦁ Nice to have: CEBS, PHR, or SPHR certifications

Benefits
⦁ Salary range: $72.1K–$108.1K base (plus bonus eligibility)
⦁ Flexible paid time off
⦁ 14 paid company holidays (including 2 floating holidays)
⦁ Medical, dental, vision, disability, and life insurance covered up to 100% by Payscale
⦁ Unlimited infertility coverage through medical plans
⦁ Supplemental health options for you and your family
⦁ 401(k) with immediate, fully vested company match
⦁ 16 weeks paid parental leave for birthing and non-birthing parents
⦁ HSA options with company contributions each pay period
⦁ FSA options for pre-tax allocations
⦁ Annual remote work stipend for wellness or home office equipment
⦁ Learning and development resources, ERGs, volunteer hours, and a strong feedback culture

This is a great fit if you’re equal parts operator and helper: you can run clean processes, protect confidentiality, and still be the person employees trust when life happens and they need benefits to make sense.

Happy Hunting,
~Two Chicks…

APPLY HERE

Scheduler – Remote

This is a clean entry point into healthcare scheduling: you’ll book appointments, coordinate referrals, and keep patient info accurate in the electronic system. The “remote” comes with a catch: you have to live close enough to get to SSM Wisconsin sites for orientation/training.

About SSM Health Dean Medical Group
SSM Health is a large healthcare system with clinics and hospitals across multiple states. Dean Medical Group is their Wisconsin physician group, and this team supports centralized operations for patient access and scheduling.

Schedule

  • Full-time (40 hours), remote after orientation/training
  • Day shift
  • Must live within commutable distance of SSM Wisconsin locations for onboarding/training

What You’ll Do

  • Collect scheduling details from patients and referring provider offices to confirm and schedule services
  • Coordinate referrals and scheduling with other providers and services
  • Obtain approval for schedule changes/cancellations when needed
  • Maintain and update provider contact information
  • Enter appointments, instructions, and patient details into the electronic medical system accurately
  • Follow site-specific protocols and keep documentation current for compliance
  • Help with other assigned duties as needed

What You Need

  • High school diploma/GED or 10 years of work experience
  • No experience required (big plus if you’re pivoting careers)
  • Comfort with frequent keyboarding/data entry and phone communication
  • Ability to follow detailed workflows and protect patient information

Benefits

  • Comprehensive benefits package
  • Paid parental leave (eligible team members: 1 week, pro-rated by FTE)
  • DailyPay option for eligible hourly team members (fees may apply)
  • Upfront tuition coverage through FlexPath Funded (eligible team members)

Here’s the gut check: this job is perfect if you want “stable, structured, day shift, remote-ish” and you’re good being the steady voice on the phone. If you hate repetitive tasks or can’t stand scheduling rules, you’ll be miserable.

Happy Hunting,
~Two Chicks…

APPLY HERE

Contract Billing Specialist – Remote

This is a telehealth billing + AR role for someone who can live inside Athena, untangle claims fast, and keep patients informed without making them feel like they’re being sent to collections. You’ll troubleshoot, follow up, audit for trends, and help tighten the revenue cycle while protecting the patient experience.

About Midi Health
Midi Health provides virtual care focused on women 40+, supporting perimenopause, menopause, and other midlife health needs with a compassionate, modern approach. They’re building a digital-first care model that blends clinical quality with a strong patient experience.

Schedule

  • Fully remote (WFH)
  • Shift options: Monday–Friday 11:00 AM–7:00 PM ET or 8:00 AM–4:30 PM PT (includes 30-min unpaid lunch)
  • Must be authorized to work in the U.S. without current or future visa sponsorship

What You’ll Do

  • Use the Athena platform to troubleshoot and resolve claims for telehealth services, ensuring compliance with internal coding guidelines, payer rules, and regulations
  • Coordinate with the clinical team to confirm insurance coverage, eligibility, and benefits before telehealth visits
  • Help patients understand financial responsibility and payment options available through Midi
  • Manage and collect patient accounts receivable (AR), including follow-up on balances, denials, and unpaid claims
  • Participate in audits/reviews of billing data and documentation to identify errors, discrepancies, and revenue cycle trends
  • Work with insurers and third-party billing vendors to resolve disputes, negotiate payment arrangements, and optimize telehealth reimbursement
  • Track and adhere to KPIs and internal revenue cycle metrics
  • Join cross-functional projects to improve patient experience, streamline RCM workflows, and implement tech improvements

What You Need

  • 2–3 years of medical billing and coding experience
  • 2–3 years of patient AR collections experience
  • Experience with Athena (or similar billing platform), including statements, payment plans, and balance negotiations
  • Familiarity with Zendesk or similar support platforms
  • Strong knowledge of CPT, ICD-10, and HCPCS guidelines
  • Telehealth billing experience strongly preferred
  • Sharp attention to detail and strong problem-solving instincts

Benefits

  • Hourly rate: $23–$25/hour (based on experience)
  • Fully remote work-from-home setting
  • Contract role (no benefits listed in the posting)

Interview Process

  • Recruiter interview (30 min)
  • Hiring manager + Billing Specialist interview (30 min)
  • Department leader interview (30 min)
  • Functional leader final interview (30 min)

Quick reality check: this role wants a billing person who can talk to humans. If you’re strong in Athena + claims troubleshooting and you can explain money stuff without sounding cold, you’ll be dangerous here.

Happy Hunting,
~Two Chicks…

APPLY HERE

Clinical Scheduling Specialist – Remote

This is not “book the patient” scheduling. This is clinician schedule architecture. You’ll own every provider’s availability in Athena, keep calendars clean day-to-day, and use a waiting list to backfill openings fast so patients get seen and clinicians stay optimized.

About Midi Health
Midi Health is a fast-growing, human-centered digital healthcare startup. They’re building a modern women’s health practice with a remote-first model, a kind culture, and systems that scale. This role is positioned as a ground-floor opportunity in a growing practice.

Schedule

  • Full-time, remote
  • Monday–Friday, 9:30 AM–6:00 PM Pacific Time (8-hour shift + 30-minute unpaid lunch)
  • Cross-coverage support for Care Coordinator responsibilities as assigned

What You’ll Do

  • Build and manage every clinician schedule in Athena (sole responsibility)
  • Monitor clinician schedules daily and adjust availability as needed
  • Manage the patient waitlist to backfill openings when slots become available
  • Reschedule patients when changes occur and keep the calendar accurate
  • Support schedule reshuffles when clinicians change coverage or capacity
  • Provide cross-coverage for Care Coordinator team tasks when assigned

What You Need

  • Availability for the posted schedule (M–F 9:30 AM–6:00 PM PT)
  • 3+ years of clinical scheduling experience building clinician schedules (AthenaHealth strongly preferred)
  • 1+ year experience working for a digital health company
  • Proficiency scheduling across multiple time zones
  • Self-starter with strong attention to detail and strong follow-through

Benefits

  • $30/hour (non-exempt)
  • Full-time, 40-hour work week
  • Medical, dental, vision, and 401(k)

Hiring Process

  • Recruiter interview (30 min Zoom)
  • Scheduling Supervisor + Lead Scheduler interview (30 min Zoom)
  • Final interview with Practice Manager (30 min Zoom)

If you’re not truly fluent in Athena schedule building, this posting will chew you up and spit you out. But if you are, you’ll be the linchpin of the whole operation.

Happy Hunting,
~Two Chicks…

APPLY HERE

Clinical Onboarding Manager – Remote

This is a scaling role with real ownership. You’ll run provider onboarding from credentialing through the first 30 days, keep 350+ providers moving through the pipeline, and build the KPIs, SOPs, and automations that make growth feel organized instead of chaotic.

About Allara Health
Allara is a comprehensive women’s health provider delivering longitudinal care across every life stage, with deep expertise in hormonal, metabolic, and reproductive health. Trusted by 40,000+ women nationwide, Allara connects patients with multidisciplinary care teams and supports conditions like PCOS, insulin resistance, and life stages like perimenopause. They’re one of the fastest-growing women’s health platforms in the U.S., focused on closing long-ignored gaps in women’s healthcare.

Schedule

  • Location options:
    • Hybrid in NYC (SoHo), 3 days/week: Tuesday–Thursday
    • Or remote anywhere in the U.S.
  • Cross-functional operations role with frequent provider follow-up and reporting

What You’ll Do

  • Own end-to-end onboarding for providers from credentialing through their first 30 days
  • Define, optimize, and manage onboarding steps: technical setup, systems onboarding, required training, documentation collection, and handoff to clinical management
  • Build and maintain strong relationships with providers to ensure a smooth, welcoming onboarding experience
  • Follow up proactively to keep onboarding tasks on schedule and protect provider capacity timelines
  • Develop KPIs, SOPs, QA measures, and dashboards to monitor onboarding performance
  • Report key metrics to leadership and use insights to drive operational improvements
  • Partner with internal stakeholders to improve workflows, data management, and implement automations

What You Need

  • 3+ years of healthcare operations experience, including 1+ year in a management role
  • Experience managing or supporting distributed provider networks (100+ preferred)
  • Strong operational analytics and KPI management experience
  • High follow-through: consistent follow-up, fast problem-solving, and comfort operating in ambiguity
  • Strong stakeholder management and communication skills across teams and with providers

Benefits

  • Salary: $75,000–$85,000 (based on experience and qualifications)
  • Equity and comprehensive health benefits (medical, dental, vision)
  • Unlimited PTO + 11 company holidays
  • HSA/FSA options
  • Short and long-term disability coverage
  • Annual wellness stipend
  • 401(k) plan
  • Parental leave and family planning support
  • Company-issued laptop
  • Annual work-from-home stipend
  • Mission-driven, collaborative culture

This role is for someone who loves process, metrics, and people, and can chase down a provider without making it weird. If you’ve ever built onboarding structure where there wasn’t one, you’ll crush this.

Happy Hunting,
~Two Chicks…

APPLY HERE

Enrollment Coordinator – Remote

If you’re a credentialing pro who lives for clean data, tight deadlines, and zero “oops” errors, this contract role is a solid lane. You’ll keep provider enrollments moving smoothly so patients get care and revenue doesn’t get stuck in limbo.

About Allara Health
Allara is a comprehensive women’s health provider delivering longitudinal care across every life stage, with specialty support in hormonal, metabolic, and reproductive health. Trusted by 40,000+ women nationwide, they connect patients with multidisciplinary care teams and help address gaps in women’s healthcare through accessible, ongoing care. They’re one of the fastest-growing women’s health platforms in the U.S.

Schedule

  • 1099 contract role
  • 100% remote within the U.S.
  • Fast-paced, deadline-driven work under the Payer Operations Manager
  • Department standards for quality, production, and timeliness

What You’ll Do

  • Review, investigate, and process provider enrollment and update applications accurately and on time
  • Enter data, manage enrollment documentation, and correct audit errors when identified
  • Work complex provider enrollment applications under strict deadlines
  • Maintain and update provider enrollment records to support health plan participation
  • Identify and resolve credentialing issues quickly, preventing patient access and revenue disruptions
  • Provide feedback on prevention opportunities to reduce recurring enrollment problems

What You Need

  • 2+ years of provider credentialing experience (healthcare setting preferred)
  • Hands-on experience with CAQH and Verifiable
  • Strong organization and time management with a consistent “deadline first” mindset
  • High attention to detail and accuracy (you don’t guess, you verify)
  • Strong communication skills for follow-up, issue resolution, and cross-team coordination

Benefits

  • Compensation: $25–$30/hour (1099 contractor)
  • Fully remote (U.S.)

Contract roles like this can move quick and they usually want someone who can start producing right away. If your CAQH + Verifiable experience is real, don’t hesitate.

If you’re ready to keep enrollments clean, fast, and compliant, this is your shot.

Happy Hunting,
~Two Chicks…

APPLY HERE