Payment Specialist – Remote

Help power the payments engine behind workplace catering at scale. If you’ve handled high volume payouts, know your way around KYC and 1099-K rules, and can troubleshoot payment issues across vendors and internal teams, this role puts you at the center of it.

About ezCater
ezCater is a food for work technology company connecting workplaces to 100,000+ restaurants nationwide, supported by 24/7 live customer service. Their platform helps companies manage workplace food programs and spend in one place, while helping restaurant partners grow through new, high value orders.

Schedule
Remote (USA), with the option to work remote-hybrid from the Boston office or your home (or a mix). Full time.

What You’ll Do

  • Prepare and execute weekly payment runs to ensure timely payouts to Catering Partners
  • Coordinate reissuance of failed, bounced, or returned payments with outsourced partners
  • Improve payout workflows for efficiency and cost effectiveness
  • Support initiatives to enhance, add, or replace payment providers
  • Analyze transaction data to identify trends, anomalies, and impacts to payment performance
  • Build and share reports on payment performance, transaction trends, and key metrics
  • Act as a point of contact with payment providers for payout, KYC, and compliance issues
  • Investigate technical payment issues and escalate to engineering teams or processors as needed
  • Partner with internal teams to resolve payment issues and improve processes
  • Support annual tax reporting workflows, including delivery of 1099-K forms
  • Assist with lien-related requests, including locating partners, reviewing held funds, and validating lien documents

What You Need

  • 3+ years of experience with high volume disbursements/payouts (marketplace or e-commerce preferred)
  • Experience working with third party payment providers to resolve failed, bounced, or returned payments
  • Knowledge of payouts compliance, including KYC, legal entity verification, and 1099-K tax reporting
  • Strong ability to analyze transaction-level data for trends, anomalies, and root cause analysis
  • Experience troubleshooting payment issues and partnering with technical teams to resolve them
  • Experience supporting or owning payment runs (prep, review, execution, reconciliation)
  • Experience optimizing payout processes for efficiency, accuracy, and cost effectiveness
  • Ability to collaborate cross-functionally with Legal, Finance, Operations, and external partners
  • Strong written and verbal communication skills for both technical and non-technical audiences

Benefits

  • Market competitive salary plus stock options
  • 12 paid holidays and flexible PTO
  • 401(k) with company match
  • Health, dental, and FSA options
  • Long-term disability insurance
  • Mental health and family planning resources
  • Work/life harmony focus and growth opportunities

They’re inviting a fun, 150–500 word cover letter that explains why ezCater and this role, plus anything else you want them to know. If you can speak to owning payout runs, fixing failed payments, and keeping compliance tight without slowing the business down, you’ll be speaking their language.

Happy Hunting,
~Two Chicks…

APPLY HERE

Payment Posting Specialist – Remote

If you can live in EOBs and ERAs all day, keep your balances tight, and hunt down missing remits like it’s personal, this contract role is a strong fit. You’ll own posting accuracy, daily balancing, and cleaning up ERA gaps so A/R stays sane.

About Candid Health
Candid Health supports billing operations by helping ensure payments and remittances are posted accurately, reconciled quickly, and escalated when payer data is missing or mismatched. The Billing Team focuses on clean workflows, strong payer portal navigation, and reliable account reconciliation.

Schedule
Remote (USA). Contract role. Estimated pay range is $20–$24 per hour, with actual rate based on skills, experience, qualifications, and other factors.

What You’ll Do

  • Post payments, adjustments, and denials from EOBs and ERAs to the correct patient accounts
  • Retrieve remittance information (including EOBs) from payer portals (e.g., Availity, Change Healthcare, government payer sites) and internal queues to ensure timely posting
  • Balance all transactions daily
  • Identify and resolve ERA gaps by investigating missing remittances, contacting payers, or manually posting when needed
  • Research and correct claim or posting errors that prevent proper reconciliation

What You Need

  • 2–3 years of experience in medical billing, payment posting, or a similar RCM role
  • Experience navigating major payer portals and extracting remittance data
  • Experience resolving credit balances and processing refunds
  • Proficiency with medical billing software and EHR systems
  • Strong understanding of EOBs, ERAs, CPT, ICD-10, and standard adjustment/denial codes
  • Fast, accurate data entry skills
  • Strong analytical and problem-solving skills for complex account reconciliation and missing remit issues
  • Strong organization and time management for high-volume processing
  • Flexibility and resourcefulness in a changing environment
  • Clear, concise communication skills (written and verbal)

Benefits

  • Not listed (contract role)

If you’re ready to post clean, reconcile fast, and keep remits from slipping through cracks, this one’s worth moving on.

Happy Hunting,
~Two Chicks…

APPLY HERE

Medical Biller – Remote

If you’re the type who can chase claim status, spot denial patterns, and push appeals through without letting anything slip, this contract role is a clean fit. You’ll be hands-on in payer follow-up, documentation, A/R updates, and trend reporting that keeps cash moving.

About Candid Health
Candid Health supports billing operations by helping ensure claims are filed correctly, denials are addressed fast, and payer requirements are met for timely reimbursement. The Billing Team works closely with internal partners to manage accounts, resolve issues, and keep billing workflows compliant and efficient.

Schedule
Remote (USA). Contract role. Estimated pay range is $20–$27 per hour, with actual rate based on skills, experience, qualifications, and other factors.

What You’ll Do

  • Contact payers for claim status, denial follow-up, and partial payments
  • Obtain payer requirements needed for timely claim adjudication
  • File claims with appropriate documentation attached
  • Track and communicate medical coverage and guideline updates to internal teams and/or customers
  • Process incoming and outgoing correspondence as assigned
  • Verify, adjust, and update A/R based on insurance correspondence
  • Help facilitate communication on error and denial trends
  • Initiate reviews and the appeals process for disputed claims
  • Partner with Strategy & Operations on customer accounts and claim trends
  • Maintain HIPAA guidelines

What You Need

  • 2+ years of revenue cycle management experience (medical billing or healthcare/healthtech)
  • Knowledge of CPT and ICD-10
  • Investigative mindset with comfort diagnosing issues and recommending actions based on data
  • Self-starter able to work independently and follow through
  • Strong quality standards with practical prioritization judgment
  • Excellent written and verbal communication skills
  • Strong multitasking skills
  • Positive, cooperative approach across teams and levels

Benefits

  • Not listed (contract role)

If you’re ready to own follow-ups, tighten A/R, and push disputed claims to resolution, this one’s worth a serious look.

Happy Hunting,
~Two Chicks…

APPLY HERE

EDI Enrollments Specialist – Remote

If you know revenue cycle and you’re the type who can chase down payer errors without getting rattled, this contract role is a strong fit. You’ll own the enrollment workflows that keep claims, remits, and payments flowing through EDI, ERA, and EFT.

About Candid Health
Candid Health supports billing operations by helping ensure providers are properly enrolled and configured with payers and clearinghouses. Their Billing Team focuses on accurate setup, clean data, and consistent follow-through so revenue cycle work can move without delays.

Schedule
Remote (USA). Contract role. Estimated pay range is $22–$27 per hour, with actual rate based on skills, experience, qualifications, and other factors.

What You’ll Do

  • Prepare and submit applications to configure EDI claims and ERA through clearinghouse and payer portals
  • Prepare and submit applications to configure EFT with payers
  • Investigate payer enrollment denials and errors and initiate follow-up for resolution
  • Review payer correspondence and take appropriate action to move items to completion
  • Serve as a liaison between the RCM department and Strategy & Operations to investigate and resolve enrollment tasks
  • Communicate with customers using clear, professional written and verbal communication
  • Maintain accurate enrollment records within the Candid Health product
  • Meet and maintain KPIs/metrics for production and quality
  • Maintain working knowledge of workflows, systems, and tools used by the team
  • Follow HIPAA guidelines in daily work

What You Need

  • 2+ years of revenue cycle management experience (medical billing or healthcare/healthtech)
  • Experience with EDI enrollment (preferred); Change Healthcare experience is a plus
  • Investigative mindset with comfort diagnosing issues and recommending next steps based on data
  • Self-starter who can manage tasks independently
  • Strong quality standards with practical judgment around prioritization
  • Excellent written and verbal communication skills
  • Strong multitasking skills
  • Positive, cooperative approach when working across teams and levels

Benefits

  • Not listed (contract role)

These enrollment roles usually move when someone can keep payer setups tight and clear blockers fast, so do not sit on it.

Happy Hunting,
~Two Chicks…

APPLY HERE

Post Payment Claims Specialist – Remote

If you know medical billing, appeals, and how to negotiate with providers without turning it into a circus, this role is built for you. You’ll work post-payment claim disputes, educate providers on No Surprises Act payments, and push appealed claims toward clean resolution.

About Reliant Health Partners
Reliant Health Partners is a medical claims repricing service provider helping employers achieve health plan savings with minimal disruption. They tailor services to each client, ranging from specialty claim repricing to full plan replacement as a high-performance, open-access network alternative.

Schedule
Remote (United States). Pay range is $50,000–$60,000 USD, with compensation based on experience and qualifications. Some roles may be eligible for additional compensation such as bonuses, merit increases, and potentially sales commissions depending on the role’s plan.

What You’ll Do

  • Monitor and manage post-payment claim queues
  • Conduct outreach, education, and negotiation calls with providers on post-payment claims
  • Verify provider understanding of No Surprises Act (NSA) payments and regulations
  • Explain claim payments for various pricing products clearly and professionally
  • Maintain compliance with confidentiality and HIPAA requirements
  • Meet production and turnaround time standards as required by regulation
  • Document all conversations, including contact details, rates offered, and provider counteroffers
  • Follow client-specific and Reliant protocols, scripts, and requirements
  • Build working knowledge of state and federal regulations impacting provider payments
  • Develop a strong understanding of Reliant’s products and how they apply to claims
  • Complete other job-related duties and special projects as needed

What You Need

  • 2–3 years of related experience in appeals, negotiations, and/or medical billing
  • Experience conducting outreach to providers by phone or other communication channels
  • Broad understanding of healthcare policy and payment practices
  • Experience with claims workflow tools or systems
  • Ability to follow compliance requirements and critical behaviors in a regulated environment

Benefits

  • Medical, dental, vision, and life insurance coverage
  • 401(k) with employer match
  • Health Savings Account (HSA) and Flexible Spending Accounts (FSAs)
  • Paid time off (PTO) and disability leave
  • Employee Assistance Program (EAP)

If you’re ready to own a queue, negotiate with confidence, and keep post-pay disputes moving to resolution, this is your lane.

Happy Hunting,
~Two Chicks…

APPLY HERE

Provider Credentialing Specialist – Remote

If you’re organized, detail-obsessed, and you know how to keep provider paperwork moving without missing deadlines, this role is for you. You’ll manage credentialing and re-credentialing end to end, keeping providers properly enrolled and compliant so patient care and billing do not get stuck.

About Upstream Rehabilitation
Upstream Rehabilitation is the country’s largest dedicated provider of outpatient physical and occupational therapy services. With 1,200+ locations, 26 brand partners, and 8,000+ employees, they operate at scale while using data, technology, and innovation to drive smarter decisions. Their mission is to inspire and empower the lives they touch while serving communities with purpose.

Schedule
Remote role (U.S.). Salary range is $18/hour–$21/hour. This position supports credentialing workflows, renewals, and onboarding coordination with consistent communication expectations.

What You’ll Do

  • Maintain accurate, up-to-date provider data across credentialing systems
  • Complete and track credentialing and re-credentialing applications to ensure timely enrollment
  • Maintain current licenses and required documents for assigned providers
  • Partner with HR to support a smooth onboarding experience for practitioners
  • Keep clinicians, field leaders, and payers informed throughout the credentialing process
  • Respond to credentialing questions and updates in a timely, professional manner
  • Ensure credentialing work meets federal, state, and payer requirements
  • Cross-train and support broader team needs as required
  • Complete other projects and duties as assigned

What You Need

  • High school diploma or equivalent experience
  • Prior experience in medical credentialing processes and revenue cycle work
  • Strong written and verbal communication skills
  • Ability to build and maintain working relationships with providers, leadership, staff, and external partners
  • Strong organizational and time management skills
  • High attention to detail with the ability to multitask effectively
  • Proven problem-solving ability with timely issue resolution
  • Proficiency in Microsoft Office or similar software applications

Benefits

  • Annual paid Charity Day
  • 100% employer-paid medical health insurance premium option available
  • Dental and vision insurance
  • 401(k) with company match
  • Generous PTO and paid holidays
  • Supportive team and leadership invested in your success

These roles tend to move when someone has credentialing experience and stays on top of deadlines, so don’t wait.

If you’re ready to own the process, keep providers compliant, and support a smooth onboarding experience, jump in.

Happy Hunting,
~Two Chicks…

APPLY HERE